Extracurricular laboratory: Synthetic route of 4442-54-0

As the rapid development of chemical substances, we look forward to future research findings about 4442-54-0

2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid, cas is 4442-54-0, it is a common heterocyclic compound, the benzodioxans compound, its synthesis route is as follows.,4442-54-0

General procedure: NEt3 (0.57?mL, 4.00?mmol) was added dropwise to a suspension of 3-methoxyphenylacetic acid (0.60?g, 4.00?mmol) and [Ti(eta5-C5H5)2Cl2] (0.50?g, 2.00?mmol) in toluene (50?mL) at room temperature. The reaction mixture colour changed immediately from deep red to orange and was then stirred for 3?h at 80?¡ãC. The mixture was decanted and filtered to remove the triethylammonium chloride salt. The filtrate was then concentrated and cooled to ?30?¡ãC to give orange crystals of the complex which were isolated by filtration.

As the rapid development of chemical substances, we look forward to future research findings about 4442-54-0

Reference£º
Article; Ceballos-Torres, Jesu?s; Caballero-Rodri?guez, Mari?a J.; Prashar, Sanjiv; Paschke, Reinhard; Steinborn, Dirk; Kaluerovic?, Goran N.; Go?mez-Ruiz, Santiago; Journal of Organometallic Chemistry; vol. 716; (2012); p. 201 – 207;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

Analyzing the synthesis route of 4442-54-0

4442-54-0, The synthetic route of 4442-54-0 has been constantly updated, and we look forward to future research findings.

4442-54-0, 2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid is a benzodioxans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

INTERMEDIATE 97: (S)-dibenzyl 2-(4-(5-((((R)-2-((R)-1 -(N-((2,3- dihydrobenzo[b][1 ,4]dioxine-6- carbonyl)oxy)formamido)propyl)heptanamido)methyl)carbamoyl)furan-2-yl)-2- ethoxybenzamido)succinate HATU (0.084 g, 0.221 mmol) was added to a solution containing 2,3- dihydrobenzo[b][1 ,4]dioxine-6-carboxylic acid (0.037 g, 0.203 mmol) and DI PEA (0.097 ml_, 0.554 mmol) in MeCN (2 ml_) at RT. After stirring for 30 mins, (S)-dibenzyl 2-(2-ethoxy-4-(5- ((((R)-2-((R)-1 -(N-hydroxyformamido)propyl)heptanamido)methyl)carbamoyl)furan-2- yl)benzamido)succinate (0.2 g, 0.185 mmol), was added and the reaction was stirred at RT overnight. Water was added and the reaction was extracted with EtOAc. The organic layer was dried over Na2S04 and concentrated. Purification by Si (0-80percent EtOAc/Hex) afforded the title compound as a pale yellow solid. (162 mg, 90 percent yield). MS (m/z) 975.4 (M+H)+

4442-54-0, The synthetic route of 4442-54-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; DONATELLI, Carla A.; DOWDELL, Sarah E.; ELBAN, Mark; HILFIKER, Mark A.; HOANG, Tram H.; HOLT, Dennis Alan; MANNS, Sharada; MARCUS, Andrew; POTTEIGER, Craig; SHENJE, Raynold; WASHBURN, David G.; (364 pag.)WO2017/6296; (2017); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

Share a compound : 4442-54-0

As the rapid development of chemical substances, we look forward to future research findings about 4442-54-0

2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid, cas is 4442-54-0, it is a common heterocyclic compound, the benzodioxans compound, its synthesis route is as follows.,4442-54-0

WORKING EXAMPLE 17 A mixture of 1,4-benzodioxane-6-carboxylic acid (0.5 g), benzene (20 ml) and thionyl chloride (5 ml) is heated for one hour under reflux. The reaction mixture is evaporated to dryness under reduced pressure. To the residue is added benzene (50 ml), then the solvent is again distilled off to leave 1,4-benzodioxane-6-carbonyl chloride.

As the rapid development of chemical substances, we look forward to future research findings about 4442-54-0

Reference£º
Patent; Takeda Chemical Industries, Ltd.; US4937246; (1990); A;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

Some tips on 2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid

With the complex challenges of chemical substances, we look forward to future research findings about 4442-54-0,belong benzodioxans compound

As a common heterocyclic compound, it belongs to benzodioxans compound, name is 2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid, and cas is 4442-54-0, its synthesis route is as follows.,4442-54-0

Method I Ba (1 mmol) and 2,3-dihydrobenzo[b][1,4]dioxin-6-carboxylic acid (or 2,3-dihydrobenzo[b][1,4]dioxin-2-carboxylic acid) (1 mmol) together with EDCI (1.5 mmol) and HOBt (0.05 mmol) in CH2Cl2 (20 mL) were refluxed at room temperature for 10 h. While the reaction completed, the solution was washed with water for three times (30 mL each time). The remaining water layer was extracted by EtOAc for three times (30 mL each time). The organic layers (CH2Cl2 and EtOAc) were combined and then evaporated. The separated solid was crystallized from mixture of DMF and ethanol (9:1) to obtain the corresponding compound as translucent solid. 4.5.13 (2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)(5-(2-fluorophenyl)-3-phenyl-4,5-dihydro-1H-pyrazol-1-yl)methanone (C13) White crystal, mp: 176-177 ¡ãC. 1H NMR (CDCl3, 300 MHz) delta: 3.20-3.27 (m, 1H), 3.81-3.86 (m, 1H), 4.39-4.41 (t, J = 4.2 Hz, 4H), 5.62-5.69 (m, 1H), 6.91-6.99 (m, 2H), 7.21-7.24 (d, J = 9.0 Hz, 1H), 7.43-7.46 (m, 3H), 7.50-7.54 (m, 3H), 7.60 (s, 1H), 7.71-7.74 (d, J = 7.8 Hz, 2H). MS (ESI): 403.14 (C24H20FN2O3, [M+H]+). Anal. Calcd for C24H19FN2O3: C, 71.63; H, 4.76; F, 4.72; N, 6.96; O, 11.93. Found: C, 71.35; H, 4.75; N, 7.00.

With the complex challenges of chemical substances, we look forward to future research findings about 4442-54-0,belong benzodioxans compound

Reference£º
Article; Yang, Yu-Shun; Li, Qing-Shan; Sun, Shuai; Zhang, Yan-Bin; Wang, Xiao-Liang; Zhang, Fei; Tang, Jian-Feng; Zhu, Hai-Liang; Bioorganic and Medicinal Chemistry; vol. 20; 20; (2012); p. 6048 – 6058;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

New learning discoveries about 4442-54-0

As the paragraph descriping shows that 4442-54-0 is playing an increasingly important role.

4442-54-0, 2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid is a benzodioxans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a mixture of 4-(tert-butyl)benzoic acid (1 g, 5.61 mmol) in DCM (30 mL) was added oxalyl chloride (0.57 mL, 6.74 mmol) and DMF (0.05 mL) at 0 ¡ãC. The reaction mixture was stirred at room temperature for 4 h. The resulting mixture was then concentrated to afford the crude 4-(tert-butyl)benzoyl chloride. And then to a mixture of 3-bromo-2-methylaniline (1.11 g, 6 mmol) in dry DCM (50 mL) was slowly added crude 4-(tert-butyl)benzoyl chloride and DIPEA (1 mL, 5 mmol) at 0 ¡ãC. The resulting mixture was stirred for 10 min at room temperature, and then quenched by MeOH (5 mL), concentrated and purified by flash column chromatography (0-2percentMeOH in DCM) to afford S1a (1.86 g, two steps yield 96percent) as a white solid., 4442-54-0

As the paragraph descriping shows that 4442-54-0 is playing an increasingly important role.

Reference£º
Article; Liang, Qianmao; Chen, Yongfei; Yu, Kailin; Chen, Cheng; Zhang, Shouxiang; Wang, Aoli; Wang, Wei; Wu, Hong; Liu, Xiaochuan; Wang, Beilei; Wang, Li; Hu, Zhenquan; Wang, Wenchao; Ren, Tao; Zhang, Shanchun; Liu, Qingsong; Yun, Cai-Hong; Liu, Jing; European Journal of Medicinal Chemistry; vol. 131; (2017); p. 107 – 125;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

New learning discoveries about 4442-54-0

As the paragraph descriping shows that 4442-54-0 is playing an increasingly important role.

4442-54-0, 2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid is a benzodioxans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Compound benzodioxane-6-carboxylic acid (0401-119) (500 mg, 2.78 mmol, 1 eq.)Dissolved in 15 ml of methanol,Then slowly add 1.5 ml of thionyl chloride,The mixture was stirred at reflux for 2 hours.After the reaction was completed, the mixture was concentrated under reduced pressure.Ester and water extraction, the organic phase was washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to give the target compound benzodiMethyl hexacycline-6-carboxylate (538 mg, yield: 99.26percent) was a yellow solid., 4442-54-0

As the paragraph descriping shows that 4442-54-0 is playing an increasingly important role.

Reference£º
Patent; Guangzhou Bi Beite Pharmaceutical Co., Ltd.; Cai Xiong; Qian Changgeng; Weng Yunwo; Qing Yuanhui; Liu Bin; Lin Mingsheng; Wang Yanyan; (126 pag.)CN107383024; (2017); A;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

Brief introduction of 4442-54-0

4442-54-0, The synthetic route of 4442-54-0 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.4442-54-0,2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid,as a common compound, the synthetic route is as follows.

(2R,4R)-1-tert-butyl 2-methyl 4-(2,3-dihydrobenzo[b][1,4]dioxine-6-carboxamido)piperidine-1,2-dicarboxylate BOP (6.59 g, 14.9 mmol) was added to a solution of 2,3-dihydrobenzo[b][1,4]dioxine-6-carboxylic acid (2.68 g, 14.9 mmol) and DIEA (5.3 mL, 30 mmol) in DMF (50 mL). Then (2R,4R)-1-tert-butyl 2-methyl 4-aminopiperidine-1,2-dicarboxylate (3.5 g, 13.5 mmol) was added to the mixture and the resulting solution was stirred at room temperature for 18 hours. Water (100 mL) was added to quench the reaction, and extracted with ethyl acetate (2*100 mL), organic layers were dried over MgSO4, and concentrated under reduced pressure. The residue was purified by Companion (ReadySep, 120 g, silica gel packed) with ethyl acetate/heptane from 20-50percent to give the amide as off-white solid 5.4 g (95percent). LC-MC: 421.2 (t=2.4 min).

4442-54-0, The synthetic route of 4442-54-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PFIZER INC.; US2009/5416; (2009); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

Some tips on 4442-54-0

4442-54-0, 4442-54-0 2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid 2758833, abenzodioxans compound, is more and more widely used in various fields.

4442-54-0, 2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid is a benzodioxans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(1) Synthesis of Compound k (0145) A mixed solution of the compound j (1.5 g) and sulfuric acid (2.0 ml)/methanol (17 ml) was introduced into an eggplant-shaped flask and heated overnight to reflux. The reaction solution was extracted with ethyl acetate. Then, the extract was washed with saturated saline, dehydrated with sodium sulfate, and concentrated. The concentrate was purified by silica gel column chromatography (Wakosil? C-300) using hexane-ethyl acetate as an eluent. Thus, the compound k was obtained (yield: 1.69 g; yield rate: 52percent).

4442-54-0, 4442-54-0 2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid 2758833, abenzodioxans compound, is more and more widely used in various fields.

Reference£º
Patent; RIKEN; Nakano, Takeshi; ASAMI, Tadao; OSADA, Hiroyuki; (31 pag.)US2017/305886; (2017); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

The important role of 4442-54-0

With the complex challenges of chemical substances, we look forward to future research findings about 2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid

Name is 2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid, as a common heterocyclic compound, it belongs to benzodioxans compound, and cas is 4442-54-0, its synthesis route is as follows.,4442-54-0

Method I Ba (1 mmol) and 2,3-dihydrobenzo[b][1,4]dioxin-6-carboxylic acid (or 2,3-dihydrobenzo[b][1,4]dioxin-2-carboxylic acid) (1 mmol) together with EDCI (1.5 mmol) and HOBt (0.05 mmol) in CH2Cl2 (20 mL) were refluxed at room temperature for 10 h. While the reaction completed, the solution was washed with water for three times (30 mL each time). The remaining water layer was extracted by EtOAc for three times (30 mL each time). The organic layers (CH2Cl2 and EtOAc) were combined and then evaporated. The separated solid was crystallized from mixture of DMF and ethanol (9:1) to obtain the corresponding compound as translucent solid. 4.5.12 (2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)(5-(3-fluorophenyl)-3-(4-methoxyphenyl)-4,5-dihydro-1H-pyrazol-1-yl)methanone (C12) White crystal, mp: 162-163 ¡ãC. 1H NMR (CDCl3, 300 MHz) delta: 3.11-3.17 (m, 1H), 3.70-3.80 (m, 1H), 3.86 (s, 3H), 4.32-4.37 (t, J = 5.4 Hz, 4H), 5.76-5.82 (m, 1H), 6.91-6.98 (m, 4H), 7.03 (s, 1H), 7.10-7.13 (d, J = 7.8 Hz, 1H), 7.66-7.70 (m, 4H), 7.74 (s, 1H). MS (ESI): 433.15 (C25H22FN2O4, [M+H]+). Anal. Calcd for C25H21FN2O4: C, 69.44; H, 4.89; F, 4.39; N, 6.48; O, 14.80. Found: C, 69.16; H, 4.87; N, 6.49.

With the complex challenges of chemical substances, we look forward to future research findings about 2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid

Reference£º
Article; Yang, Yu-Shun; Li, Qing-Shan; Sun, Shuai; Zhang, Yan-Bin; Wang, Xiao-Liang; Zhang, Fei; Tang, Jian-Feng; Zhu, Hai-Liang; Bioorganic and Medicinal Chemistry; vol. 20; 20; (2012); p. 6048 – 6058;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

Analyzing the synthesis route of 4442-54-0

The synthetic route of 4442-54-0 has been constantly updated, and we look forward to future research findings.

4442-54-0, 2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid is a benzodioxans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 129, N-(5-(2,3-dihydrobenzo[b][1,4]dioxine-6-carboxamido)-2-(trifluoromethyl)phenyl)-2-methylquinoline-6-carboxamide[00180] Phosphorus oxychloride (0.196 mL, 2.10 mmol) was added dropwise to a stirred suspension of 2,3-dihydrobenzo[b][1 ,4]dioxine-6-carboxylic acid (172 mg, 0.96 mmol), Compound 137 (330 mg, 0.96 mmol) and DIPEA (0.832 mL, 4.78 mmol) in DCM (5 mL) at 0 ¡ãC. The reaction mixture was allowed to come to ambient temperature and stirred for 4 days. A saturated aqueous solution of sodium bicarbonate (50 mL) was added carefully over 30 mins then the mixture was extracted with DCM (2 x 50 mL). The combined organics were washed with brine, passed through a phase separating cartridge and concentrated in vacuo to give a yellow solid. The crude product was purified by preparative HPLC. Fractions containing the desired compound were evaporated to dryness to afford the desired material as a white solid (26 mg, 5 percent).1H NMR (400 MHz, DMSO) delta 10.42 (s, 1 H), 10.32 (s, 1 H), 8.56 (d, J = 1 .9 Hz, 1 H), 8.41 (d, J = 8.5 Hz, 1 H), 8.21 (dd, J = 2.0, 8.8 Hz, 1 H), 8.09 – 8.01 (m, 2H), 7.97 (d, J = 8.7 Hz, 1 H), 7.78 (d, J = 8.9 Hz, 1 H), 7.64 – 7.44 (m, 3H), 7.01 (d, J = 8.4 Hz, 1 H), 4.39 – 4.24 (m, 4H), 2.71 (s, 3H). m/z (ES+) (M+H)+ = 508.4., 4442-54-0

The synthetic route of 4442-54-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; JONES, Keith; RYE, Carl; CHESSUM, Nicola; CHEESEMAN, Matthew; PASQUA, Adele Elisa; PIKE, Kurt Gordon; FAULDER, Paul Frank; WO2015/49535; (2015); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem