Simple exploration of 3663-80-7

3663-80-7 2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid 2735450, 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.3663-80-7,2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid,as a common compound, the synthetic route is as follows.,3663-80-7

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. 4.5.24 (2,3-Dihydrobenzo[b][1,4]dioxin-2-yl)(5-(4-fluorophenyl)-3-(4-methoxyphenyl)-4,5-dihydro-1H-pyrazol-1-yl)methanone (D9) White crystal, mp: 229-231 ¡ãC. 1H NMR (CDCl3, 300 MHz) delta: 3.18-3.24 (d, J = 17.1 Hz, 1H), 3.71-3.76 (m, 1H), 3.81 (s, 3H), 4.32-4.36 (m, 1H), 4.54-4.57 (m, 1H), 5.60-5.64 (m, 2H), 6.88-6.94 (m, 4H), 7.01-7.07 (m, 2H), 7.16-7.19 (d, J = 8.7 Hz, 2H), 7.29-7.31 (d, J = 7.5 Hz, 2H), 7.72-7.74 (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, 69.15; H, 4.86; N, 6.51.

3663-80-7 2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid 2735450, abenzodioxans compound, is more and more widely used in various fields.

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

Brief introduction of 3663-80-7

The synthetic route of 3663-80-7 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.3663-80-7,2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid,as a common compound, the synthetic route is as follows.,3663-80-7

To a solution of 5-chloro-lH-indole-2-carboxylic acid hydrazide (Preparation 1, 0. 50g, 2. 39mmol) in DMF (5rnL) was added HOBt (0. 32g, 2. 39mmol), DIPEA (0.83mL, 4. 78mmol) and 2,3-dihydrobenzo [1, 4] dioxine-2-carboxylic acid (0.43g, 2.39mmol) followed by EDCI (0. 55g, 2. 87mmol). The reaction mixture was stirred at rt for 16h, poured into water (75mL) and extracted with ethyl acetate (2 x 150mL). The combined organic extracts were washed with HCl (IN, 50mL), NaOH (1N, 50mL) and saturated sodium chloride solution (75mL). The organic layer was dried (MgS04) and concentrated in vacuo to give the title compound. m/z (ES+) = 372 [M+ H] + ; RT = 3. 57min.

The synthetic route of 3663-80-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PROSIDION LIMITED; WO2005/85194; (2005); A2;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

Downstream synthetic route of 3663-80-7

As the paragraph descriping shows that 3663-80-7 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.3663-80-7,2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid,as a common compound, the synthetic route is as follows.,3663-80-7

EXAMPLE 26 Preparation of (-)-N-[[3-[4-[4-[(2,3-Dihydro-1,4-benzodioxin-2-yl)carbonyl]-1-piperazinyl]-3,5-difluorophenyl]-4,5-dihydro-5-isoxazolyl]methyl]acetamide. To a flame dried flask containing (-)-N-[[4,5-dihydro-3-[3,5-difluoro-4-(1-piperazinyl)phenyl]-5-isoxazolyl]methyl]acetamide (see Example 25) (175 mg), 1,4-benzodioxan-2-carboxylic acid (112 mg, 0.0.62 mmol), DMAP (7 mg) in pyridine (~5 mL) is added EDC (119 mg) at ambient temperature and stirred for 3 days. The reaction is diluted with CH2Cl2 (25 mL) and washed with H2O (2 X 50 mL) and saline (50 mL). The organic phase is dried over sodium sulfate, filtered and concentrated in vacuo and chromatographed on silica gel (230-400 mesh, 100 mL), eluding with chloroform/methanol. The appropriate fractions are combined and concentrated to give the title compound, mp 158-159 ¡ãC, [alpha]25D -41 (CHCl3).

As the paragraph descriping shows that 3663-80-7 is playing an increasingly important role.

Reference£º
Patent; PHARMACIA & UPJOHN COMPANY; EP1054874; (2002); B1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

Brief introduction of 3663-80-7

The synthetic route of 3663-80-7 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.3663-80-7,2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid,as a common compound, the synthetic route is as follows.,3663-80-7

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. 4.5.26 (3-(4-Bromophenyl)-5-(3-fluorophenyl)-4,5-dihydro-1H-pyrazol-1-yl)(2,3-dihydrobenzo[b][1,4]dioxin-2-yl)methanone (D11) Yellow crystal, mp: 143-144 ¡ãC. 1H NMR (CDCl3, 300 MHz) delta: 3.14-3.20 (d, J = 17.1 Hz, 1H), 3.73-3.78 (m, 1H), 4.35 (m, 1H), 4.56-4.59 (d, J = 10.8 Hz, 1H), 5.68-5.72 (m, 2H), 6.77 (s, 1H), 6.88-7.03 (m, 6H), 7.29-7.31 (m, 1H), 7.50-7.53 (d, J = 8.1 Hz, 2H), 7.67-7.70 (d, J = 7.2 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, 59.71; H, 3.76; N, 5.85.

The synthetic route of 3663-80-7 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

Downstream synthetic route of 3663-80-7

As the paragraph descriping shows that 3663-80-7 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.3663-80-7,2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid,as a common compound, the synthetic route is as follows.,3663-80-7

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. 4.5.28 (2,3-Dihydrobenzo[b][1,4]dioxin-2-yl)(5-(2-fluorophenyl)-3-phenyl-4,5-dihydro-1H-pyrazol-1-yl)methanone (D13) White crystal, mp: 189-190 ¡ãC. 1H NMR (CDCl3, 300 MHz) delta: 3.22-3.29 (m, 1H), 3.83-3.89 (m, 1H), 4.43-4.51 (m, 1H), 4.53-4.67 (m, 1H), 5.60-5.68 (m, 1H), 5.80-5.85 (m, 1H), 6.86-6.90 (m, 3H), 7.02-7.17 (m, 3H), 7.21-7.26 (m, 2H), 7.45-7.48 (m, 3H), 7.75-7.78 (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, 71.25; H, 4.73; N, 6.97.

As the paragraph descriping shows that 3663-80-7 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

Simple exploration of 3663-80-7

3663-80-7 2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid 2735450, abenzodioxans compound, is more and more widely used in various.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.3663-80-7,2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid,as a common compound, the synthetic route is as follows.,3663-80-7

2,3-Dihydrobenzo[b][1,4]dioxin-2-carboxylic acid (145 mg, 0.80 mmol) was dissolved in dichloromethane (15 mL) and N,N-dimethylformamide (0.10 mL), and in an ice bath, oxalic chloride (153 mg, 1.21 mmol) was added dropwise slowly. Upon completion of the dropwise addition, it was moved to react at room temperature for 3 hours, and concentrated under reduce pressure to obtain 2,3-dihydrobenzo[b][1,4]dioxin-2-formyl chloride as a white solid.

3663-80-7 2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid 2735450, abenzodioxans compound, is more and more widely used in various.

Reference£º
Patent; KBP Biosciences Co., Ltd.; ZHANG, Yan; ZHANG, Min; LO, HoYin; (52 pag.)EP2781508; (2014); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

Downstream synthetic route of 3663-80-7

As the paragraph descriping shows that 3663-80-7 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.3663-80-7,2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid,as a common compound, the synthetic route is as follows.,3663-80-7

To a solution of Example 23B (40mg, 0.140 mmol) in N,N-dimethylformamide (0.8 mL) were added 2,3-dihydrobenzo[Z?][l ,4]dioxine-2-carboxylic acid (27.8 mg, 0.155 mmol), 1- [bis(dimethylamino)methylene]- lH-l,2,3-triazolo[4,5- ?]pyridinium 3-oxid hexafluorophosphate (HATU, 58.8 mg, 0.155 mmol), and NN-diisopropylethylamine (0.074 mL, 0.421 mmol) at room temperature. The reaction mixture was stirred for 1 hour at room temperature. The mixture was purified by preparative HPLC [Waters XB ridge? C18 5 muiotaeta OBD? column, 30 x 100 mm, flow rate 40 mL/minute, 5-100percent gradient of acetonitrile in buffer (0.1 percent trifluoroacetic acid in water)] to give the title compound.(45mg, 0.101 mmol, 71.7 percent yield). H NMR (501 MHz, DMSO-ifc) delta ppm 8.78 (s, 1H), 8.70 (s, 1H), 7.47 (t, J = 8.9 Hz, 1H), 7.05 (dd, J = 11.3, 2.9 Hz, 1H), 6.97 – 6.92 (m, 1H), 6.87 – 6.80 (m, 4H), 4.67 (dd, J = 6.5, 2.7 Hz, 1H), 4.45 (s, 2H), 4.31 (dd, J = 11.6, 2.7 Hz, 1H), 4.12 (dd, J = 11.6, 6.5 Hz, 1H), 2.24 (s, 6H); MS (ESI+) m/z 464 (M+NH4)+.

As the paragraph descriping shows that 3663-80-7 is playing an increasingly important role.

Reference£º
Patent; CALICO LIFE SCIENCES LLC; ABBVIE INC.; MARTIN, Kathleen, Ann; SIDRAUSKI, Carmela; FROST, Jennifer, M.; TONG, Yunsong; XU, Xiangdong; CHUNG, Seungwon; ZHANG, Qingwei, I.; SHI, Lei; MURAUSKI, Kathleen; DART, Michael, J.; RANDOLPH, John, T.; (238 pag.)WO2019/90085; (2019); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

Simple exploration of 3663-80-7

3663-80-7 2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid 2735450, abenzodioxans compound, is more and more widely used in various.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.3663-80-7,2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid,as a common compound, the synthetic route is as follows.

General procedure: The dipeptides after appropriate deprotection and the amino acid methyl esters were coupled with 1,4-benzodioxane-2-carboxylic acid using DCC as acoupling reagent and TEA as a base in different reaction conditions like microwave, sonication, refluxing and conventional methods to give the desired products (2a-2e) (Scheme-2)., 3663-80-7

3663-80-7 2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid 2735450, abenzodioxans compound, is more and more widely used in various.

Reference£º
Article; Malipeddi, Himaja; Gowda, Visruth; Das, Moonjit; Indian Journal of Heterocyclic Chemistry; vol. 25; 2; (2015); p. 113 – 118;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

Simple exploration of 3663-80-7

3663-80-7 2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid 2735450, abenzodioxans compound, is more and more widely used in various.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.3663-80-7,2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid,as a common compound, the synthetic route is as follows.

To a solution of 1 ,4-benzodioxan-2-carboxylic acid (0.216 g, 1.2 mmol) in N, N- dimethylformamide (5.0 mL) were added 2,2-diphenylethanamine (0.197 g, 1.0 mmol), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (0.186 g, 1.2 mmol) and 1- hydroxybenzotriazole (0.162 g, 1.2 mmol). The resulting mixture was stirred at ambient temperature for 16 h. To the above mixture was added ethyl acetate (100 ml_), the resultant solution was washed with 2 N citric acid (50 ml_), saturated sodium bicarbonate (50 ml_) and brine (50 ml_). The organic layer was dried over anhydrous sodium sulfate, then filtered and concentrated to give the crude product. The crude product was recrystalized from ether and hexane to yield lambda/-(2,2-diphenylethyl)-2,3- dihydro-1 ,4-benzodioxine-2-carboxamide (0.326 g, 91percent) as a colorless solid: 1H NMR (300 MHz, CDCI3) 5 7.33-7.11 (m, 10H), 6.89-6.68 (m, 4H), 6.49 (s, 1 H), 4.59 (dd, J = 6.6, 2.7 Hz, 1 H), 4.39 (dd, J = 11.3, 2.7 Hz, 1 H), 4.17-3.97 (m, 3H), 3.90-3.78 (m, 1H); 13C NMR (75 MHz, CDCI3) delta 167.1 , 143.2, 141.4, 141.3, 128.7, 128.7, 128.0, 127.9, 126.9, 122.2, 121.9, 117.6, 117.0, 73.2, 65.0, 50.5, 43.2; MS (ES+) m/z 382.1 (M + 23), 360.1 (M + 1 )., 3663-80-7

3663-80-7 2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid 2735450, abenzodioxans compound, is more and more widely used in various.

Reference£º
Patent; XENON PHARMACEUTICALS INC.; WO2008/106633; (2008); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

New learning discoveries about 3663-80-7

As the paragraph descriping shows that 3663-80-7 is playing an increasingly important role.

3663-80-7, 2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid is a benzodioxans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,3663-80-7

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. 4.5.25 (2,3-Dihydrobenzo[b][1,4]dioxin-2-yl)(5-(3-fluorophenyl)-3-phenyl-4,5-dihydro-1H-pyrazol-1-yl)methanone (D10) White crystal, mp: 118-119 ¡ãC. 1H NMR (CDCl3, 300 MHz) delta: 3.13-3.20 (d, J = 17.7 Hz, 1H), 3.62-3.71 (m, 1H), 4.30-4.33 (m, 1H), 4.55-4.58 (m, 1H), 5.66-5.71 (m, 2H), 6.77 (s, 1H), 6.89-7.02 (m, 4H), 7.08-7,13 (m, 2H), 7.31-7.35 (m, 1H), 7.46-7.54 (m, 3H), 7.61-7.64 (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, 71.25; H, 4.75; N, 6.99.

As the paragraph descriping shows that 3663-80-7 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