The important role of 17413-10-4

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

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

Comparative Example 2 2,6-dichloro-N-[(2,3-dihydro-1,4-benzodioxin-6-yl)methyl]benzamide To a mixture of 2,3-dihydro-1,4-benzodioxin-6-yl)methylamine (50 mg, 0.30 mmol) and dichloromethane (1 mL) were added N,N-diisopropylethylamine (0.11 mL, 0.61 mmol) and 2,6-dichlorobenzoyl chloride (0.043 mL, 0.30 mmol) under ice cooling and the resultant was stirred at room temperature for 3 hours. The reaction mixture was purified by column chromatography on silica gel (heptane:ethyl acetate=2:1) to give the title compound (94 mg, 92% yield), 1H-NMR Spectrum (CDCl3) delta (ppm): 4.24 (s, 4 H), 4.57 (d, J=5.47 Hz, 2 H), 5.94 (br. s, 1 H), 6.81-6.92 (m, 3 H), 7.21 -7.33 (m, 3 H).

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; Eisai R&D Management Co., Ltd.; Tanaka, Keigo; Ishida, Tasuku; Miyano, Masayuki; Shinkyo, Raku; US2019/231720; (2019); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

Analyzing the synthesis route of (2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)methanamine

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

As a common heterocyclic compound, it belong benzodioxans compound,(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)methanamine,17413-10-4,Molecular formula: C9H11NO2,mainly used in chemical industry, its synthesis route is as follows.,17413-10-4

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%).

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

Analyzing the synthesis route of 17413-10-4

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

As a common heterocyclic compound, it belong benzodioxans compound,(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)methanamine,17413-10-4,Molecular formula: C9H11NO2,mainly used in chemical industry, its synthesis route is as follows.,17413-10-4

A mixture of compound 15 (200 mg, 0.58 mmol), (2,3-dihydrobenzo[b][1,4] dioxin-6-yl) methanamine (250 mg, 1.51 mmol), and DIEA (0.2 mL) in EtOH (1.5 mL) was heated at 155C for 2.5 h in a Biotage microwave reactor then was cooled to room temperature. The mixture was purified by silica gel chromatography (hexane-EtOAc; 50 : 50) to yield 19(230 mg, 84%).1H-NMR (400 MHz, CDCl3) delta: 1H-NMR (chloroform-d):Shift 8.44 (1H, t, J=5.5 Hz), 8.33 (1H, d, J=2.3 Hz), 8.14(1H, d, J=2.3 Hz), 6.80-6.87 (3H, m), 4.63 (2H, d, J=5.6 Hz),4.46 (1H, br s), 4.32 (3H, q, J=7.2 Hz), 4.24 (4H, s), 3.17 (3H,s), 1.71 (6H, s), 1.38 (3H, t, J=7.2 Hz). MS m/z: (ESI) 474.1(M+H)+. HPLC purity 97.1% (4.61 min, method B).

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
Article; Takahashi, Bitoku; Funami, Hideaki; Shibata, Makoto; Maruoka, Hiroshi; Koyama, Makoto; Kanki, Satomi; Muto, Tsuyoshi; Chemical and Pharmaceutical Bulletin; vol. 63; 10; (2015); p. 825 – 832;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

Downstream synthetic route of (2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)methanamine

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

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO131,mainly used in chemical industry, its synthesis route is as follows.,17413-10-4

General procedure: To a magnetically stirred solution of 2-chloro-5-(trifluoromethyl)-3-nitrobenzamide (8, prepared according to the reportedmethod [11]) (1.07 g, 4.0 mmol) in dry 1,2-dichloroethane(10 mL) was added oxalyl chloride (863 mg, 6.8 mmol). The mixturewas heated to reflux for 3 h under an atmosphere of argon. Thesolvent was evaporated under reduced pressure. The residue wasdissolved in acetonitrile (15 mL) and then cooled to -25 C. Correspondingamine (4.0 mmol) in acetonitrile (5 mL) was slowlyadded to the above solution keeping the reaction under -25 C for 0.5-2 h. The precipitated solid was filtered, washed with cooledacetonitrile and dried. The crude product was purified by silica gelcolumn chromatography (EtOAc: PE = 1:2) to obtain the intermediates9a-r.

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
Article; Li, Peng; Wang, Bin; Zhang, Xinwei; Batt, Sarah M.; Besra, Gurdyal S.; Zhang, Tingting; Ma, Chen; Zhang, Dongfeng; Lin, Ziyun; Li, Gang; Huang, Haihong; Lu, Yu; European Journal of Medicinal Chemistry; vol. 160; (2018); p. 157 – 170;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

Downstream synthetic route of (2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)methanamine

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

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO467,mainly used in chemical industry, its synthesis route is as follows.,17413-10-4

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

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
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

Analyzing the synthesis route of 17413-10-4

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

As a common heterocyclic compound, it belong benzodioxans compound,(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)methanamine,17413-10-4,Molecular formula: C9H11NO2,mainly used in chemical industry, its synthesis route is as follows.,17413-10-4

A mixture of compound 5 (50 mg, 0.127 mmol), (2,3-dihydrobenzo[b]-[1,4] dioxin-6-yl) methanamine (40 mg, 0.242 mmol), and DIPEA (0.1 mL, 0.127 mmol) in EtOH (0.6 mL) was placedinto sealed tube and stirred at 160C under microwave irradiation for 1 h. The mixture was cooled and purified by silica gel column chromatography (EtOAc-n-hexane; 22 : 67) to yield 6a(20 mg, 30%) as a colorless solid. 1H-NMR (400 MHz, CDCl3) delta: 8.60 (1H, br s), 8.28 (1H, d,J=2.0 Hz), 7.58 (1H, d, J=2.4 Hz), 7.45 (1H, br s), 7.34 (1H,d, J=8.8 Hz), 7.31 (1H, s), 7.23 (1H, d, J=8.8 Hz), 6.87 (1H,d, J=1.2 Hz), 6.82 (1H, d, J=1.2 Hz), 6.81 (1H, s), 6.61 (1H, t,J=55.2 Hz), 6.27 (1H, br s), 4.60 (2H, d, J=5.2 Hz), 4.56 (2H,d, J=5.6 Hz), 4.24 (4H, s), 2.43 (3H, s), 1.94 (1H, s), 1.59 (6H,s). 13C-NMR (100 MHz, CDCl3) delta: 167.3, 156.7, 154.9, 143.5,142.7, 137.6, 135.9 (t, J=4.3 Hz), 135.7, 132.8 (t, J=20.9 Hz),132.5, 131.7, 130.1 (t, J=2.1 Hz), 125.4 (t, J=7.4 Hz), 120.7,117.3, 116.6, 114.1 (t, J=238 Hz), 108.9, 106.0, 94.3, 79.2,65.7, 64.4, 64.3, 44.4, 43.5, 31.6, 18.2. MS (ESI) m/z: 522.1(M+H)+. FAB-MS m/z: 522.2230 (Calcd for C29H30F2N3O4+:522.2204). HPLC purity 95.1% (6.14 min, method A).

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
Article; Takahashi, Bitoku; Funami, Hideaki; Shibata, Makoto; Maruoka, Hiroshi; Koyama, Makoto; Kanki, Satomi; Muto, Tsuyoshi; Chemical and Pharmaceutical Bulletin; vol. 63; 10; (2015); p. 825 – 832;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

Brief introduction of 17413-10-4

The synthetic route of 17413-10-4 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.17413-10-4,(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)methanamine,as a common compound, the synthetic route is as follows.,17413-10-4

To a solution of fers-butyl (25)-2-{[(6-methoxy-l,5-naphthyridin-4-yl)amino]carbonyl}- 5-oxopiperidine-l -carboxylate (1.19 g) in dichloroethane (50 mL) were added l-(2,3-dihydro- l,4-benzodioxin-6-yl)methanamine (0.60 g) and sodium cyanoborohydride (NaCNBH3) (0.42 g). After stirring at room temperature 60 hours, the reaction was concentrated. This residue was purified by flash chromatography using a FlashMaster using ethylacetate and hexane as eluants yielding 0.45 g of the title compound. ES (M+H)+=550.

The synthetic route of 17413-10-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/125974; (2006); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

Brief introduction of 17413-10-4

The synthetic route of 17413-10-4 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.17413-10-4,(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)methanamine,as a common compound, the synthetic route is as follows.,17413-10-4

General procedure: To a magnetically stirred solution of 2-chloro-5-(trifluoromethyl)-3-nitrobenzamide (8, prepared according to the reportedmethod [11]) (1.07 g, 4.0 mmol) in dry 1,2-dichloroethane(10 mL) was added oxalyl chloride (863 mg, 6.8 mmol). The mixturewas heated to reflux for 3 h under an atmosphere of argon. Thesolvent was evaporated under reduced pressure. The residue wasdissolved in acetonitrile (15 mL) and then cooled to -25 C. Correspondingamine (4.0 mmol) in acetonitrile (5 mL) was slowlyadded to the above solution keeping the reaction under -25 C for 0.5-2 h. The precipitated solid was filtered, washed with cooledacetonitrile and dried. The crude product was purified by silica gelcolumn chromatography (EtOAc: PE = 1:2) to obtain the intermediates9a-r.

The synthetic route of 17413-10-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Li, Peng; Wang, Bin; Zhang, Xinwei; Batt, Sarah M.; Besra, Gurdyal S.; Zhang, Tingting; Ma, Chen; Zhang, Dongfeng; Lin, Ziyun; Li, Gang; Huang, Haihong; Lu, Yu; European Journal of Medicinal Chemistry; vol. 160; (2018); p. 157 – 170;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

Downstream synthetic route of 17413-10-4

As the paragraph descriping shows that 17413-10-4 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.17413-10-4,(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)methanamine,as a common compound, the synthetic 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

As the paragraph descriping shows that 17413-10-4 is playing an increasingly important role.

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

New learning discoveries about 17413-10-4

As the paragraph descriping shows that 17413-10-4 is playing an increasingly important role.

17413-10-4, (2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)methanamine is a benzodioxans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,17413-10-4

General procedure: A 15mL capped tube was charged with intermediate 11 (64 mg,0.2 mmol) and corresponding amine (1.0 mmol). The degassed isopropanol (5 mL) was added. The tube was flushed with argon,capped, and heated at 140 C for 12-48 h. After cooling to roomtemperature, the reaction mixture was concentrated in vacuum,and the residue was purified by column chromatography (EtOAc:PE = 1:2) to give the target compounds 6a-r.

As the paragraph descriping shows that 17413-10-4 is playing an increasingly important role.

Reference£º
Article; Li, Peng; Wang, Bin; Zhang, Xinwei; Batt, Sarah M.; Besra, Gurdyal S.; Zhang, Tingting; Ma, Chen; Zhang, Dongfeng; Lin, Ziyun; Li, Gang; Huang, Haihong; Lu, Yu; European Journal of Medicinal Chemistry; vol. 160; (2018); p. 157 – 170;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem