Downstream synthetic route of 4442-54-0

As the paragraph descriping shows that 4442-54-0 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.4442-54-0,2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid,as a common compound, the synthetic route is as follows.

The 2,3-dihydrobenzo[b][1,4]dioxine-6-carboxylic acid (9.0 g, 50 mmol) in methanol (50 mL) containing concentrated H2SO4 (5 mL) was refluxed overnight. Water (100 mL) was added, the organic phases were washed with saturated NaCl (100 mL) and dried over Na2SO4, and the solvents were evaporated., 4442-54-0

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

Reference£º
Article; Sun, Juan; Cao, Ning; Zhang, Xiao-Min; Yang, Yu-Shun; Zhang, Yan-Bin; Wang, Xiao-Ming; Zhu, Hai-Liang; Bioorganic and Medicinal Chemistry; vol. 19; 16; (2011); p. 4895 – 4902;,
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

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)+

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
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

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

The synthesis of ecfo-8-methyl-8-azabicyclo[3.2.1 ]oct-3-yl 2,3-dihydro- l ,4- benzodioxine-6-carboxylate (Compound 7) is illustrated in Synthesis Scheme 2 (Figure 3). A solution of 1 ,4-benzodioxane-6-carboxylic acid, 1 (3.5 g, 1 9.43 mmol) in dichloromethane (35 mL) at room temperature under argon atmosphere was treated with thionyl chloride (35 mL, 479.83 mmol) and stirred for 3 h under reflux. The solution was then concentrated to leave the acid chloride as a dark black solid. The solid was then coevaporated with dichloromethane (2×25 mL) and dried under vacuum to remove the volatile impurities. The dark black solid was then dissolved in dry THF (35 mL). Meanwhile, on a separate flask, a solution of tropine, 2 (2.9 g, 20.54 mmol) in dry THF (30 mL) at 5 ¡ãC under argon atmosphere was treated with n-butyl lithium (0.5 M in hexanes, 20.6 mL, 1 0.27 mmol) and stirred for 30 min. at the same temperature. A solution of the acid chloride was added to the alkoxide solution at 5¡ãC dropwise. After completion of addition, the reaction mixture was allowed to warm to room temperature and stirred for another 16 h at the same temperature. The reaction was monitored with TLC. After completion, the reaction mixture was evaporated under vacuum. The residue was dissolved in dichloromethane ( 100 mL), washed with water (3 x50 mL), saturated brine (50 mL), dried over Na2S04. The organic layer was filtered and evaporated under vacuum. The crude product was purified by flash column chromatography (neutral alumina) using a mixture of 80percent EtOAc in pet ether as eluent to provide the product (2.3 g) as a pale yellow solid. The compound was further purified by recrystallisation using diethyl ether and n-hexanes to afford Cpd-7 ( 1 .2 g, 20.36percent) as a colorless solid. R/: 0.3 (30percent MeOH in CHC13). 1H-NMR (DMSO-tft): delta 1 .63(s, 1 H), 1 .68 (s, 1 H), 1 .87-2.09 (m, 6H), 2.1 7 (s, 3H), 3.03 (s, 2H), 4.28-4.33 (m, 4H), 5.04-5.07 (m, 1 H), 7.00 (d, J=8.4Hz, 1 H), 7.38 (d, J= 1 .8Hz, 1 H), 7.45 (dd, J=8.4Hz, 1 .8Hz, 1 H). LC-MS m/z: 304 [M + H]+

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

Reference£º
Patent; BUCK INSTITUTE FOR RESEARCH ON AGING; JOHN, Varghese; BREDESEN, Dale E.; WO2013/19901; (2013); A2;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

Simple exploration of 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.

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.

To 5 mL of an N,N-dimethylformamide solution containing 0.50 g of 2,3-dihydro-1,4-benzodioxin-6-carboxylic acid, 0.65 g of 1-(trifluoroacetyl)piperidine-4-amine hydrochloride and 1.1 g of O-(7-azabenzotriazol-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate and 0.78 mL of triethylamine were added at room temperature, and the mixture was stirred at the same temperature for 6 hours. The reaction mixture was added with ethyl acetate and water. The organic layer was separated, and the aqueous layer was extracted with ethyl acetate. The organic layer and the extract were combined, the resultant solution was washed sequentially with water and an aqueous saturated sodium chloride solution and dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure to obtain 0.84 g of a light brown solid, N-(1-(trifluoroacetyl)piperidin-4-yl)-2,3-dihydro-1,4-benzodioxin-6-carboxamide. 1H-NMR (CDCl3) delta: 1.42-1.56 (2H, m), 2.12-2.24 (2H, m), 2.92-3.02 (1H, m), 3.24-3.34 (1H, m), 4.00-4.08 (1H, m), 4.20-4.34 (5H, m), 4.50-4.60 (1H, m), 5.85-5.90 (1H, m), 6.89 (1H, d, J=8.5), 7.23 (1H, dd, J=8.5, 2.1 Hz), 7.29 (1H, d, J=2.1 Hz), 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; TOYAMA CHEMICAL CO., LTD.; TAISHO PHARMACEUTICAL CO., LTD; EP1900732; (2008); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

Downstream synthetic route of 2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid

With the synthetic route has been constantly updated, we look forward to future research findings about 2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid,belong benzodioxans compound

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO414,mainly used in chemical industry, its synthesis route is as follows.,4442-54-0

INTERMEDIATE 95: dibenzyl (3-(5-((((R)-2-((R)-1-(N-((2,3-dihydrobenzo[b][1 ,4]dioxi 6-carbonyl)oxy)formamido)propyl)heptanamido)methyl)carbamoyl)furan-2-yl)-5- ethoxyphenyl)phosphonat HATU (0.093 g, 0.245 mmol) was added to a solution containing 2,3- dihydrobenzo[b][1 ,4]dioxine-6-carboxylic acid (0.041 g, 0.225 mmol) and DIPEA (0.107 ml_, 0.613 mmol) in MeCN (1.5 ml_). After stirring for 30 mins, dibenzyl (3-ethoxy-5-(5-((((R)-2- ((R)-1-(N-hydroxyformamido)propyl)heptanamido)methyl)carbamoyl)furan-2- yl)phenyl)phosphonate (0.15 g, 0.204 mmol) was added and the reaction was stirred at RT overnight. Water was added and the reaction was partitioned between water and 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 foam. (177 mg, 97 percent yield). MS (m/z) 896.4 (M+H)+

With the synthetic route has been constantly updated, we look forward to future research findings about 2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid,belong benzodioxans compound

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

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

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. 4.5.9 (2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)(5-(4-fluorophenyl)-3-(4-methoxyphenyl)-4,5-dihydro-1H-pyrazol-1-yl)methanone (C9) White crystal, yield mp: 236-237 ¡ãC. 1H NMR (CDCl3, 300 MHz) delta: 3.18-3.23(d, J = 16.8 Hz, 1H), 3.72-3.78 (m, 1H), 3.82 (s, 3H), 4.31-4.32 (t, J = 2.7 Hz, 4H), 5.72-5.78 (m, 1H), 7.04-7.11 (m, 5H), 7.22-7.25 (m, 2H), 7.43-7.49 (m, 1H), 7.58 (s, 1H), 7.74-7.76 (d, J = 7.2 Hz, 2H). 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, 69.08; H, 4.86; N, 6.49., 4442-54-0

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

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

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. 4.5.11 (3-(4-Bromophenyl)-5-(3-fluorophenyl)-4,5-dihydro-1H-pyrazol-1-yl)(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)methanone (C11) Yellow crystal, mp: 135-137 ¡ãC. 1H NMR (CDCl3, 300 MHz) delta: 3.22-3.27 (d, J = 16.5 Hz, 1H), 3.77-3.82 (m, 1H), 4.34 (t, J = 2.1 Hz, 4H), 5.70-5.76 (m, 1H), 6.79 (s, 1H), 6.91-7.05 (m, 3H), 7.31-7.33 (m, 1H), 7.49-7.57 (m, 3H), 7.61 (s, 1H), 7.68-7.71 (d, J = 7.5 Hz, 2H). MS (ESI): 481.05 (C24H19BrFN2O3, [M+H]+). Anal. Calcd for C24H18BrFN2O3: C, 59.89; H, 3.77; Br, 16.60; F, 3.95; N, 5.82; O, 9.97. Found: C, 59.52; H, 3.74; N, 5.82., 4442-54-0

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

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

To a stirred solution of 2,3-dihydrobenzo[b][1,4]dioxine-6-carboxylic acid 1a (1.80?g, 10?mmol) in MeOH (20?mL) was added SOCl2 (1.45?mL, 20?mmol) dropwise at 0?¡ãC over 1?h. The mixture was further stirred 12?h at 50?¡ãC. The solution was cooled to room temperature and diluted with water (25?mL). MeOH was evaporated and the pH adjusted to ?6 with aqueous NaHCO3. The mixture was extracted three times with EtOAc and successively washed with brine. The organic layer was dried over MgSO4 and concentrated under reduced pressure to give 2a (1.6?g, 83percent) as a colorless solid. 1H NMR (DMSO-d6, 500?MHz): delta [ppm]?=?3.80 (3H, s), 4.19 (2H, m), 4.23 (2H, m), 6.80 (1H, m), 7.47 (2H, m). 13C NMR (DMSO-d6, 125?MHz): delta [ppm]?=?50.5, 62.7, 63.2, 115.7, 117.6, 122.0, 141.7, 146.4, 165.2. EI-MS: m/z 194 (M+)., 4442-54-0

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

Reference£º
Article; Lo Monte, Fabio; Kramer, Thomas; Gu, Jiamin; Brodrecht, Martin; Pilakowski, Johannes; Fuertes, Ana; Dominguez, Juan Manuel; Plotkin, Batya; Eldar-Finkelman, Hagit; Schmidt, Boris; European Journal of Medicinal Chemistry; vol. 61; (2013); p. 26 – 40;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

Share a compound : 4442-54-0

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

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

2,3-Dihydrobenzo[b][1,4]dioxine-6-carboxylic acid (1 mmol) in methanol (30 ml) was treated with concentrated sulfuric acid (0.5 ml) under reflux overnight. The sovlent was removed in vacuo leaving oil which was dissovled in ethyl acetate (20 ml) and extracted with water (40 ml). After drying the organic layer with anhydrous Na2SO4 and evaporating the solvent under reduced pressure and a solid appeared. The solid was recyrstallized from ethanol to obtain the compound 1.

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

Reference£º
Article; Hou, Ya-Ping; Sun, Juan; Pang, Zhong-Hua; Lv, Peng-Cheng; Li, Dong-Dong; Yan, Li; Zhang, Hong-Jia; Zheng, Emily Xi; Zhao, Jing; Zhu, Hai-Liang; Bioorganic and Medicinal Chemistry; vol. 19; 20; (2011); p. 5948 – 5954;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

Introduction of a new synthetic route about 4442-54-0

With 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

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.

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

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