Category: 17413-10-4

17413-10-4, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. (2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)methanamine, cas is 17413-10-4,the benzodioxans compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Following procedure B as those described in Schemes 1 or 2 compounds of formulae (Ia) or (Ib) can be prepared in the conditions described below: The appropriate amine (ex: 1 -(2,3-dihydro- 1 ,4-benzodioxin-6-yl)methanamine) (1 eq) was added to a mixture of 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide chloridric salt (3 eq), diisopropylethylamine (5 eq) and the appropriate acid (VIa) or (VIb) (ex: 4-((7-chloroisoquinolin-1-yl)amino)benzoic acid) (1 eq) in dimethylformamide and the mixture was heated under microwave conditions (600 W) for 10 mm. After consumption of starting materials, the reaction mixture was diluted with water and extracted in ethyl acetate (2x). The combined organic extract was washed with brine solution followed by water and the resulting organic layer was dried over anhydrous sodium sulphate and concentrated. Thecrude was purified by flash column chromatography (dichloromethane/methanol) to afford desired amide compounds (VIla) or (VIIb) (ex: 4-((7-chloroisoquinolin-1-yl)amino)-N- ((2,3-dihydrobenzo [b] [1 ,4]dioxin-6-yl)methyl)benzamide (Example 5).

The chemical industry reduces the impact on the environment during synthesis,17413-10-4,(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)methanamine,I believe this compound will play a more active role in future production and life.

Reference£º
Patent; MINORYX THERAPEUTICS S.L.; GARCIA COLLAZO, Ana Maria; MARTINELL PEDEMONTE, Marc; CUBERO JORDA, Elena; BARRIL ALONSO, Xavier; RODRIGUEZ PASCAU, Laura Pilar; (136 pag.)WO2018/122746; (2018); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

17413-10-4, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. (2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)methanamine, cas is 17413-10-4,the benzodioxans compound, it is a common compound, a new synthetic route is introduced below.

A stirred mixture of 3-bromo-4-chloro-thieno[3,2-c]pyridine (200 mg, 0.80 mmol), 2,3-dihydro-1,4-benzodioxin-6-yl-methylaminebenzylamine (266 mg, 1.61 mmol), and triethylamine (112 mul, 0.80 mmol) in NMP (2 ml) was heated in a Biotage microwave reactor for 2 h at 220 C. At which point the reaction was allowed to cool to room temperature and partitioned between EtOAc (10 ml) and distilled water (10 ml). The organic layer was separated and washed with additional portions of distilled water (2¡Á10 ml), dried (MgSO4), filtered and the solvent removed in vacuo. The crude residue was then subjected to flash column chromatography (eluent petroleum spirit 40-60 C.:EtOAc, 3:1, Rf 0.6). This afforded the title compound as a yellow solid (233 mg, 77%).

The chemical industry reduces the impact on the environment during synthesis,17413-10-4,(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)methanamine,I believe this compound will play a more active role in future production and life.

Reference£º
Patent; Xention Limited; US2007/161672; (2007); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

Name is (2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)methanamine, as a common heterocyclic compound, it belongs to benzodioxans compound, and cas is 17413-10-4, its synthesis route is as follows.

General procedure: A solution of carboxylic acid (0.5 mmol) and HATU (0.55 mmol)in anhydrous DMF (2 mL) was stirred at ambient temperature for10 min. To this solution, DIPEA (0.6 mmol) and correspondingamine (0.54 mmol) were added successively and the mixture wasstirred for 18 h. After concentration under reduced pressure, thereaction mixture was treated with water (5 mL) and extracted withDCM (2 5 mL). After evaporation of the solvent, the residue wascrystallized from an appropriate solvent or subjected to columnchromatography on silica gel (DCM/MeOH) or preparative HPLC

17413-10-4, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,17413-10-4 ,(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)methanamine, other downstream synthetic routes, hurry up and to see

Reference£º
Article; Krasavin, Mikhail; Gureyev, Maxim A.; Dar’in, Dmitry; Bakulina, Olga; Chizhova, Maria; Lepikhina, Anastasia; Novikova, Daria; Grigoreva, Tatyana; Ivanov, Gleb; Zhumagalieva, Aisulu; Garabadzhiu, Alexander V.; Tribulovich, Vyacheslav G.; Bioorganic and Medicinal Chemistry; vol. 26; 9; (2018); p. 2651 – 2673;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

Name is (2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)methanamine, as a common heterocyclic compound, it belongs to benzodioxans compound, and cas is 17413-10-4, its synthesis route is as follows.,17413-10-4

To a solution of ethyl 8-(benzyloxy)-5-hydroxy-4-methyl-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidine-6-carboxylate (145 mg) and triethylamine (113 muL) in methylene chloride (5 mL), trifluoromethanesulfonic anhydride (130 muL) was added dropwise under ice cooling, and the mixture was stirred at room temperature for 1 hour. The solvent in the reaction mixture was distilled off under reduced pressure. To the obtained residue, ((2,3-dihydro-1,4-benzodioxin-6-yl)methyl)amine (102 mg), triethylamine (170 muL) and dioxane (10 mL) were added, and the mixture was stirred at room temperature for 3 hours. The solvent in the reaction mixture was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography [eluent: 60-0% hexane/ethyl acetate] to obtain a brown oil (208 mg). To the obtained brown oil (208 mg), methanol (10 mL) and a 1 mol/L aqueous sodium hydroxide solution (10 mL) were added, and the mixture was heated with stirring at 60 to 70C for 2 hours and 30 minutes. After cooling of the reaction mixture, the solvent was distilled off under reduced pressure, and ethyl acetate and water were added to the residue. An organic layer was separated, washed with a saturated aqueous solution of sodium chloride and then dried over sodium sulfate, and the solvent was distilled off under reduced pressure. The obtained residue was suspended in a mixed solvent of methanol, 2-propanol and diisopropyl ether, and the deposit was collected by filtration to obtain a pale yellow solid of 8-(benzyloxy)-5-(((2,3-dihydro-1,4-benzodioxin-6-yl)methyl)amino)-4-methylpyrido[2,3-d]pyrimidin-7(8H)-one (57 mg). 1H-NMR (CDCl3) delta value: 2.93 (s, 3H), 4.25 (d, J=4.6 Hz, 2H), 4.28 (s, 4H), 5.23-5.33 (m, 3H), 5.73 (s, 1H), 6.81-6.94 (m, 3H), 7.35-7.44 (m, 3H), 7.65-7.74 (m, 2H), 8.89 (s, 1H).

With the complex challenges of chemical substances, we look forward to future research findings about (2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)methanamine

Reference£º
Patent; Toyama Chemical Co., Ltd.; KAWAI, Hyouei; MURATA, Daigo; SUZUMURA, Yuko; EP2810944; (2014); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

17413-10-4, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. (2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)methanamine, cas is 17413-10-4,the benzodioxans compound, it is a common compound, a new synthetic route is introduced below.

Example-8Preparation of 2,3-dihydro-benzo[1,4]dioxin-6-yl-methylamine hydrochloride 242.0 g of Methanolic ammonia [as 100% w/w by chemical assay] [Note: as chemical assay: 23.0% w/w, volume 1350.0 ml] and 30.0 g (0.183 mol) of 1,4-benzodioxan-6-carboxaldehyde were charged into a 2.0 L 4 necked round bottom flask, connect to a mechanical stirrer, thermo meter socket and condenser at 20-30 C. Stirred the mass for 20-30 min at 20-30 C. After dissolution is clear. Reaction mass was charged into a 2.0 L hydrogenator kettle at 20-30 C. 30.0 g of Raney Nickel (with Methanol dried) was charged under nitrogen atmosphere. Kettle was fitted to the hydrogenator. Nitrogen atmosphere was removed in Hydrogenator kettle with hydrogen gas by slowly flushing. Hydrogen gas was feeded upto 50-55 psi in hydrogenation kettle under oscillation. Maintained the hydrogen gas pressure (50-55 psi) till the hydrogen gas consumption is stopped. Reaction mass temperature was raised to 40-45 C. After hydrogen gas consumption is stooped at 45-50 C. Reaction mass temperature was cooled to 25-30 C. Maintained the hydrogen gas pressure at 50-55 psi for till the hydrogen gas consumption is stopped (about 90-120 min) Raney nickel was filtered through hyflow bed under nitrogen atmosphere. Raney Nickel was washed with 300.0 ml of methanol under nitrogen atmosphere. Filterate was collected into a flask. Methanol was distilled completely under vacuum at mass temperature not crossing 55 C. Mass temperature was cooled to 40-45 C. and release the vacuum. 50.0 ml of isopropyl alcohol was added. Reaction mass pH was adjusted to 0.5+/-0.25 with IPA HCl. Maintained the mass temperature at 25-30 C. for 60-90 min under stirring. Solid was filtered and solid was washed with 20.0 ml of isopropyl alcohol. Compound was dried under vacuum at 40+/-5 C. Dry compound weight: 31.0 g (yield: 84.1%).Spectral data:FT-IR (K Br) (cm-1): 3447.6, 2977.6, 2870.0, 1594.5, 1506.6, 1474.0, 1285.8, 1077.7, 1051. 735.2, 617.9, 472.0MS: 202.6 [M+1]

The chemical industry reduces the impact on the environment during synthesis,17413-10-4,(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)methanamine,I believe this compound will play a more active role in future production and life.

Reference£º
Patent; Natco Pharma Limited; US2010/298351; (2010); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

It is a common heterocyclic compound, the benzodioxans compound, (2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)methanamine, cas is 17413-10-4 its synthesis route is as follows.,17413-10-4

General procedure: Following procedure B as those described in Schemes 1 or 2 compounds of formulae (Ia) or (Ib) can be prepared in the conditions described below: The appropriate amine (ex: 1 -(2,3-dihydro- 1 ,4-benzodioxin-6-yl)methanamine) (1 eq) was added to a mixture of 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide chloridric salt (3 eq), diisopropylethylamine (5 eq) and the appropriate acid (VIa) or (VIb) (ex: 4-((7-chloroisoquinolin-1-yl)amino)benzoic acid) (1 eq) in dimethylformamide and the mixture was heated under microwave conditions (600 W) for 10 mm. After consumption of starting materials, the reaction mixture was diluted with water and extracted in ethyl acetate (2x). The combined organic extract was washed with brine solution followed by water and the resulting organic layer was dried over anhydrous sodium sulphate and concentrated. Thecrude was purified by flash column chromatography (dichloromethane/methanol) to afford desired amide compounds (VIla) or (VIIb) (ex: 4-((7-chloroisoquinolin-1-yl)amino)-N- ((2,3-dihydrobenzo [b] [1 ,4]dioxin-6-yl)methyl)benzamide (Example 5).

With the complex challenges of chemical substances, we look forward to future research findings about (2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)methanamine

Reference£º
Patent; MINORYX THERAPEUTICS S.L.; GARCIA COLLAZO, Ana Maria; MARTINELL PEDEMONTE, Marc; CUBERO JORDA, Elena; BARRIL ALONSO, Xavier; RODRIGUEZ PASCAU, Laura Pilar; (136 pag.)WO2018/122746; (2018); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO61,mainly used in chemical industry, its synthesis route is as follows.,17413-10-4

Example-8Preparation of 2,3-dihydro-benzo[1,4]dioxin-6-yl-methylamine hydrochloride 242.0 g of Methanolic ammonia [as 100% w/w by chemical assay] [Note: as chemical assay: 23.0% w/w, volume 1350.0 ml] and 30.0 g (0.183 mol) of 1,4-benzodioxan-6-carboxaldehyde were charged into a 2.0 L 4 necked round bottom flask, connect to a mechanical stirrer, thermo meter socket and condenser at 20-30 C. Stirred the mass for 20-30 min at 20-30 C. After dissolution is clear. Reaction mass was charged into a 2.0 L hydrogenator kettle at 20-30 C. 30.0 g of Raney Nickel (with Methanol dried) was charged under nitrogen atmosphere. Kettle was fitted to the hydrogenator. Nitrogen atmosphere was removed in Hydrogenator kettle with hydrogen gas by slowly flushing. Hydrogen gas was feeded upto 50-55 psi in hydrogenation kettle under oscillation. Maintained the hydrogen gas pressure (50-55 psi) till the hydrogen gas consumption is stopped. Reaction mass temperature was raised to 40-45 C. After hydrogen gas consumption is stooped at 45-50 C. Reaction mass temperature was cooled to 25-30 C. Maintained the hydrogen gas pressure at 50-55 psi for till the hydrogen gas consumption is stopped (about 90-120 min) Raney nickel was filtered through hyflow bed under nitrogen atmosphere. Raney Nickel was washed with 300.0 ml of methanol under nitrogen atmosphere. Filterate was collected into a flask. Methanol was distilled completely under vacuum at mass temperature not crossing 55 C. Mass temperature was cooled to 40-45 C. and release the vacuum. 50.0 ml of isopropyl alcohol was added. Reaction mass pH was adjusted to 0.5+/-0.25 with IPA HCl. Maintained the mass temperature at 25-30 C. for 60-90 min under stirring. Solid was filtered and solid was washed with 20.0 ml of isopropyl alcohol. Compound was dried under vacuum at 40+/-5 C. Dry compound weight: 31.0 g (yield: 84.1%).Spectral data:FT-IR (K Br) (cm-1): 3447.6, 2977.6, 2870.0, 1594.5, 1506.6, 1474.0, 1285.8, 1077.7, 1051. 735.2, 617.9, 472.0MS: 202.6 [M+1]

With the complex challenges of chemical substances, we look forward to future research findings about (2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)methanamine,belong benzodioxans compound

Reference£º
Patent; Natco Pharma Limited; US2010/298351; (2010); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

Name is (2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)methanamine, as a common heterocyclic compound, it belongs to benzodioxans compound, and cas is 17413-10-4, its synthesis route is as follows.,17413-10-4

To a solution of ethyl 8-(benzyloxy)-5-hydroxy-4-methyl-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidine-6-carboxylate (145 mg) and triethylamine (113 muL) in methylene chloride (5 mL), trifluoromethanesulfonic anhydride (130 muL) was added dropwise under ice cooling, and the mixture was stirred at room temperature for 1 hour. The solvent in the reaction mixture was distilled off under reduced pressure. To the obtained residue, ((2,3-dihydro-1,4-benzodioxin-6-yl)methyl)amine (102 mg), triethylamine (170 muL) and dioxane (10 mL) were added, and the mixture was stirred at room temperature for 3 hours. The solvent in the reaction mixture was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography [eluent: 60-0% hexane/ethyl acetate] to obtain a brown oil (208 mg). To the obtained brown oil (208 mg), methanol (10 mL) and a 1 mol/L aqueous sodium hydroxide solution (10 mL) were added, and the mixture was heated with stirring at 60 to 70C for 2 hours and 30 minutes. After cooling of the reaction mixture, the solvent was distilled off under reduced pressure, and ethyl acetate and water were added to the residue. An organic layer was separated, washed with a saturated aqueous solution of sodium chloride and then dried over sodium sulfate, and the solvent was distilled off under reduced pressure. The obtained residue was suspended in a mixed solvent of methanol, 2-propanol and diisopropyl ether, and the deposit was collected by filtration to obtain a pale yellow solid of 8-(benzyloxy)-5-(((2,3-dihydro-1,4-benzodioxin-6-yl)methyl)amino)-4-methylpyrido[2,3-d]pyrimidin-7(8H)-one (57 mg). 1H-NMR (CDCl3) delta value: 2.93 (s, 3H), 4.25 (d, J=4.6 Hz, 2H), 4.28 (s, 4H), 5.23-5.33 (m, 3H), 5.73 (s, 1H), 6.81-6.94 (m, 3H), 7.35-7.44 (m, 3H), 7.65-7.74 (m, 2H), 8.89 (s, 1H).

With the complex challenges of chemical substances, we look forward to future research findings about (2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)methanamine

Reference£º
Patent; Toyama Chemical Co., Ltd.; KAWAI, Hyouei; MURATA, Daigo; SUZUMURA, Yuko; EP2810944; (2014); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO307,mainly used in chemical industry, its synthesis route is as follows.,17413-10-4

Step 1..Preparation of 3-((2,3-dihydrobenzo[b][1 ,4]dioxin-6-yl)methyl)-2-imidazolidin-4- one; A suspension of (2,3-Dihydro-benzo[1 ,4]dioxin-6-yl)-methylamine (16.5 mmol, 2.73 g) in 1 MNaOH is refluxed for 10 min and cooled to room temperature. Subsequently bis(carboxymethyl) trithiocarbonate (3.74 g, 16.5 mmol) is added and the reaction mixture refluxed overnight to give the precipitate, which is filtered off and is washed with water (3x 20 ml_). The remaining residue is suspended in a mixture of methanol and isopropanol (1 :1 , 25 ml_) and refluxed for 10 minutes. Cooled reaction mixture is filtered and the solid residue dried at lower temperature and recrystallyzed from methanol to give 3.29 g of 3-((2,3- dihydrobenzo[b][1 ,4]dioxin-6-yl)methyl)-imidazolidin-2,4-dione.

With the synthetic route has been constantly updated, we look forward to future research findings about (2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)methanamine,belong benzodioxans compound

Reference£º
Patent; LEK PHARMACEUTICAL D.D.; WO2008/43733; (2008); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)methanamine, cas is 17413-10-4, it is a common heterocyclic compound, the benzodioxans compound, its synthesis route is as follows.,17413-10-4

To a 500 mL three-necked flask was added 42 g of compound 7b, 400 g of N-methylmorpholine and 250 mL of DCM, stirred for 10 min,Ice bath cooling to l C; start slowly dropping 38g pivaloyl chloride, control the internal temperature is not higher than 20 C, after the drop, the roomTemperature stirring reaction, TLC in the control, after the end of the reaction, with 100mL 0.5N dilute hydrochloric acid to adjust the pH value to 6 ~ 7, liquid, organic phase100mL washed twice, 15g yuan powder drying, pumping, concentrated under reduced pressure, petroleum ether beating, suction filtration, vacuum drying to get 55g compound6b, purity: 99.1%, yield 86%

17413-10-4 is used more and more widely, we look forward to future research findings about (2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)methanamine

Reference£º
Patent; Astatech (Chengdu) Pharm. Co., Ltd.; Chen, Xing; Wang, Gang; Luo, Jianye; Tang, Jian; Chen, Jiachang; Chen, Tao; Yang, Youzhe; (15 pag.)CN106366089; (2017); A;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem