Downstream synthetic route of 6314-28-9

The synthetic route of 6314-28-9 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.6314-28-9,Benzo[b]thiophene-2-carboxylic acid,as a common compound, the synthetic route is as follows.

6314-28-9, To a dry 25mL round bottomed flask was added 44mg (0.25mmol) benzo[b]thiophene-2-carboxylic acid and excess (5mL) thionyl chloride, and the resulting mixture held at reflux for 3h. The resulting benzo[b]thiophene-2- carbonyl chloride was then evaporated to dryness via rotavap in preparation for the next step.

The synthetic route of 6314-28-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PURDUE RESEARCH FOUNDATION; VAN RIJN, Richard M.; CUSHMAN, Mark S.; LILL, Markus; CASSELL, Robert James; ABDALLAH, Amr Hamed Mahmoud; ELSAYED, Mohamed S. A.; (28 pag.)WO2018/231635; (2018); A1;,
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Analyzing the synthesis route of 6314-28-9

6314-28-9 Benzo[b]thiophene-2-carboxylic acid 95864, abenzothiophene compound, is more and more widely used in various fields.

6314-28-9,6314-28-9, Benzo[b]thiophene-2-carboxylic acid is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Benzo [b] thiophene-2-carboxylic acid (159 mg, 0.892 mmol), 2-amino-biphenyl (156 mg, 0.922 mmol), DCC (393 mg, 1.90mmol) and DMAP (26 mg, 0.21 mmol) It was dissolved in dichloromethane (20 mL), and stirred for 14 hours at room temperature. when thin layer chromatography (TLC) check when, a new spot is generated, and then adding water to the reaction mixture, dichloromethane comingAnd extracted twice with. The extracted organic layer was dried over magnesium sulfate and concentrated under reduced pressure. Column The concentrated reaction mixture was purified by chromatography (silica gel, ethyl acetate / n- hexane = 1/9) to obtain the object compound (102 mg, 35%) as a white solid.

6314-28-9 Benzo[b]thiophene-2-carboxylic acid 95864, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Patent; KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY; JUNG, YOUNG SIK; KIM, PIL HO; HAN, SOO BONG; RAGHAVENDRA, ACHARY; KIM, MEE HYEIN; LEE, CHONG KYO; SHIN, JIN SOO; (131 pag.)KR2015/25531; (2015); A;,
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New learning discoveries about 6314-28-9

The synthetic route of 6314-28-9 has been constantly updated, and we look forward to future research findings.

6314-28-9, Benzo[b]thiophene-2-carboxylic acid is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

6314-28-9, Thionyl chloride (0.81 mL, 11.1 mmol) was added to a solution of benzo[b]thiophene-2-carboxylic acid 3 (0.4 g, 2.24 mmol), in pyridine (0.3 mL, 1.8 mmol) and toluene (15 mL, 14.1 mmol) at reflux. The reaction mixture was quenched in ice water and the toluene evaporated in vacuo. The acid chloride was extracted with distilled DCM (2¡Á25 mL, 2¡Á10 mL) and the combined organic extracts washed with distilled water (2¡Á20 mL) and dried. The solvent was evaporated under reduced pressure to give a brown residue, which was purified using flash chromatography with DCM as the eluent to yield 11a17 (0.27 g, 61%) as a colourless solid. 1H NMR (CDCl3, 300 MHz): delta 7.50 (m, 2H), 7.91 (m, 2H), 8.27 (s, 1H). 13C NMR: delta 123.1 (C3), 125.9 (C7), 126.9 (C4), 128.9 (C5 and C6), 136.1 (C2), 138.3 (C3a), 144.3 (C7) and 161.9 (CO). MS (CI+), m/z 197, 199 [MH+1, 35Cl, 37Cl].

The synthetic route of 6314-28-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Mbere, Johana M.; Bremner, John B.; Skelton, Brian W.; White, Allan H.; Tetrahedron; vol. 67; 36; (2011); p. 6895 – 6900;,
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Brief introduction of 6314-28-9

6314-28-9 Benzo[b]thiophene-2-carboxylic acid 95864, abenzothiophene 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.6314-28-9,Benzo[b]thiophene-2-carboxylic acid,as a common compound, the synthetic route is as follows.

6314-28-9, To a CH2CI2 (70 ml_, 0.2 M) solution of 1 ,1 -dim ethyl ethyl (3R.4R)- 3-hydroxy-4-[(L-leucylamino)methyl]-1-pyrrolidinecarboxylate (4.6 g, 14.1 mmol) was added i-benzothiophene-2-carboxylic acid (2.76 g, 15.5 mmol ), EDC (3.24 g, 16.9 mmol), HOOBt (0.46 g, 2.82 mmol) and NMM (3.8 ml_, 35.26 mmol), and the mixture was stirred at room temperature overnight. The reaction mixture was quenched by the addition of 1 N HCI, and the phases were separated. The organic solution was washed sequentially with saturated NaHCO3 and brine, dried (Na2SO4), filtered and concentrated to give crude product. Purification by silica chromatography (40 – 100% ethyl acetate/hexanes) gave the title compound as a white foam in 87% yield (6.0 g). LCMS (m/z): 490 (M+H)+.

6314-28-9 Benzo[b]thiophene-2-carboxylic acid 95864, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2007/82262; (2007); A2;,
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Simple exploration of 6314-28-9

As the paragraph descriping shows that 6314-28-9 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.6314-28-9,Benzo[b]thiophene-2-carboxylic acid,as a common compound, the synthetic route is as follows.,6314-28-9

General procedure: Compounds 9e-35e were obtained by using one-pot reaction. A mixture of aromatic acid (6.30 mmol), EDCI (7.50 mmol), DMAP (0.60 mmol), and anhydrous dichloromethane (20 mL) was stirred to dissolve, then decane-diamine (3 mmol) was added and stirred at room temperature for 12 h. The mixture solution was filtered under reduced pressure. After that, the residue was washed with little amount of CH2Cl2and water successively, and dried to give the solid. Then, the residue was purified on preparative TLC eluted with chloroform/methanol = 40:1-7:1 to yield compounds 26e, 28e, 30e, and 31e.

As the paragraph descriping shows that 6314-28-9 is playing an increasingly important role.

Reference£º
Article; Wang, Jiawen; Hong, Ge; Li, Guoliang; Wang, Wenzhi; Liu, Tianjun; Molecules; vol. 24; 24; (2019);,
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Simple exploration of 6314-28-9

As the paragraph descriping shows that 6314-28-9 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.6314-28-9,Benzo[b]thiophene-2-carboxylic acid,as a common compound, the synthetic route is as follows.

6314-28-9, Benzothiophene-2-carboxylic acid 40 mg (0.22 mmol) and obtained in Preparation Example 2 tert- butyl 4- [4 – [(4-amino-piperidin-1-yl) methyl] -2-bromo- phenoxy] piperidine-1 – carboxylate 109 mg (0.24 mmol) 5 ml of N, N-dimethylformamide was then dissolved and bis(2-oxo-3-oxazolidinyl)phosphinic chloride( BOP-Cl) 84 mg (0.33 mmol) and triethylamine 92 ul (0.66 mmol) was added and the resultant mixture was stirred at room temperature for 16 hours. Water was added to the 30 ml and extracted with ethyl acetate 30 ml. The organic layer was dried and then anhydrous magnesium sulfate (MgSO4), washed with brine, chromatography and the filtrate was purified by silica gel column chromatography (dichloromethane: methanol, 30: 1, v / v) to give the target compound as a yellow 82% of the number to 112mg to give the (0.18mmol).

As the paragraph descriping shows that 6314-28-9 is playing an increasingly important role.

Reference£º
Patent; KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY; LEE, BYUNG HO; YI, KYU YANG; OH, KWANG SEOK; IM, CHAE JO; KIM, NAK JEONG; SO, JEE HEE; LEE, JEONG HYUN; SEO, HO WON; (54 pag.)KR2015/117318; (2015); A;,
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Simple exploration of 6314-28-9

As the paragraph descriping shows that 6314-28-9 is playing an increasingly important role.

6314-28-9,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.6314-28-9,Benzo[b]thiophene-2-carboxylic acid,as a common compound, the synthetic route is as follows.

Production Example 2; Production of compound (3) by the production method 1; To 40 ml of N,N-dimethylformamide were dissolved 5.00 g (22 mmol) of 6,6-difluoro-5-methyl-5-hexenyl methanesulfonate and 4.30 g (24 mmol) of benzo[b]thiophene-2-carboxylicacid, followed by the addition of 6.00 g (71 mmol) of sodium hydrogencarbonate and stirring at 100 C for 3 hours. The reaction liquid was then poured in water and extracted with diethyl ether. The organic layer was washed with water and a saturated saline solution in this order, followed by drying over anhydrous magnesium sulfate and concentration under reduced pressure. The residue was purified with silica gel column chromatography (diisopropyl ether_hexane=1:7) to obtain 5.50 g (yield: 81 %) of 6,6-difluoro-5-methyl-5-hexenyl benzo[b]thiophene-2-carboxylate.1H-NMR (CDCl3, TMS) deltappm: 1.52-1.62 (5H, m), 1.73-1.83 (2H, m), 2.03-2.09 (2H, m), 4.36 (2H, t), 7.38-7.49 (2H, m), 7.85-7.90 (2H, m), 8.06 (1H, s)

As the paragraph descriping shows that 6314-28-9 is playing an increasingly important role.

Reference£º
Patent; KUMIAI CHEMICAL INDUSTRY CO., LTD.; Ihara Chemical Industry Co., Ltd.; EP1439169; (2004); A1;,
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Brief introduction of 6314-28-9

6314-28-9 Benzo[b]thiophene-2-carboxylic acid 95864, abenzothiophene compound, is more and more widely used in various fields.

6314-28-9,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.6314-28-9,Benzo[b]thiophene-2-carboxylic acid,as a common compound, the synthetic route is as follows.

General procedure: IS-PPh3 (746 mg, 1.8 mmol) was dried by a vacuum pump for 2 h at 70 C. To a flask containing IS-PPh3 were added 4-methoxycarboxylic acid (152 mg, 1.0 mmol), BrCCl3 (357 mg, 1.8 mmol), benzylamine (129 mg, 1.2 mmol), triethylamine (0.14 mL, 1.0 mmol), and THF (4 mL). The obtained mixture was stirred for 6 h at 60 C under Ar atmosphere. After the reaction, diethyl ether (10 mL) and aq HCl (1 M, 2 mL) were added at 0 C and the obtained mixture was stirred for 15-30 min at room temperature. Then, the reaction mixture was poured into water (8 mL) and the obtained mixture was extracted with diethyl ether (10 mL¡Á4). The combined organic layer was washed with water (10 mL) and brine (10 mL), and then dried over Na2SO4. After removal of the solvent under reduced pressure, N-benzyl-4-methoxybenzamide was obtained in 93% yield with 99% purity, as estimated by 1H NMR measurement. For cinnamic and aliphatic amides (entries 18-25 in Table 2) and indole-2-carboxamide (entry 16 in Table 2), the reaction mixture was poured into water (8 mL) and the obtained mixture was extracted with chloroform (10 mL¡Á4). The combined organic layer was washed with water (10 mL) and brine (10 mL), and then dried over Na2SO4. After removal of the solvent under reduced pressure, N-benzylamide was obtained. or the recovery of IS-Ph3PO, NaCl (5.0 g) was added to the aqueous layer. The aqueous solution was extracted with CHCl3 (10 mL¡Á5) and the combined organic layer was dried over NaSO4. After removal of the solvent, IS-Ph3PO containing a trace amount of IS-Ph3P was obtained in 95% yield.

6314-28-9 Benzo[b]thiophene-2-carboxylic acid 95864, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Article; Kawagoe, Yuhsuke; Moriyama, Katsuhiko; Togo, Hideo; Tetrahedron; vol. 69; 19; (2013); p. 3971 – 3977;,
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New learning discoveries about 6314-28-9

The synthetic route of 6314-28-9 has been constantly updated, and we look forward to future research findings.

6314-28-9, Benzo[b]thiophene-2-carboxylic acid is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of thieno[3,2-b]pyridine-7-carboxylic acid10(568 mg, 3.18 mmol) and tert-butyl 4-(4-((4-aminopiperidin-1-yl)methyl)-2-bromophenoxy)piperidine-1-carboxylate15(109 mg, 0.24 mmol) in DMF (5 mL) were added bis(2-oxo-3-oxazolidinyl)phosphinic chloride(BOP-Cl, 84 mg, 0.33 mmol) and triethylamine (0.092 ml, 0.66 mmol). After being stirred at room temperature for 16 h, the mixture was diluted with water (30 mL), and extracted with ethyl acetate (30 mL x 2). The organic layer was washed with brine, dried over anhydrous sodium sulfate, and concentrated in vacuo, giving a residue that was subjected to column chromatography on silica gel (3% MeOH/CH2Cl2) to afford 112 mg (82%) of the boc-protected compound11.1H NMR (300 MHz, CDCl3)delta7.79-7.89 (m, 2H), 7.75 (s, 1H), 7.53 (s, 1H), 7.35-7.45 (m, 2H), 7.17 (d,J= 8.4 Hz, 1H), 6.86 (d,J= 8.4 Hz, 1H), 6.02 (d,J= 7.8 Hz, NH), 4.50-4.60 (m, 1H), 3.94-4.08 (m, 1H), 3.58-3.70 (m, 2H), 3.43-3.55 (m, 2H), 3.43 (s, 2H), 2.80-2.90 (m, 2H), 2.11-2.22 (m, 2H), 2.00-2.10 (m, 2H), 1.81-1.91 (m, 4H), 1.51-1.69 (m, 2H), 1.47 (s, 9H)., 6314-28-9

The synthetic route of 6314-28-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Lim, Chae Jo; Woo, Seong Eun; Ko, Su Ik; Lee, Byung Ho; Oh, Kwang-Seok; Yi, Kyu Yang; Bioorganic and Medicinal Chemistry Letters; vol. 26; 19; (2016); p. 4684 – 4686;,
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New learning discoveries about 6314-28-9

The synthetic route of 6314-28-9 has been constantly updated, and we look forward to future research findings.

6314-28-9, Benzo[b]thiophene-2-carboxylic acid is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Following the typical procedure for 3a using 2b (178 mg, 1 mmol) and 3-(1-hydroxycyclohexyl)prop-2-ynenitrile (1c, 179 mg, 1.2 mmol) in MeCN (5 mL), and Et3N (101 mg, 1 mmol) with microwave irradiation at 100 C for 6.5 h (or was stirred at 20-25 C for 23 d, or at 40-45 C for 3 d). The residue was concentrated to give solid matter (308 mg) containing the furan-3(2H)-one 3f and traces of carboxylic acid 2b (1H NMR). The mixture was dissolved in Et2O (40 mL) and washed with ~0.2% NaHCO3 solution (7 ¡Á 1 mL), then it was washed with small amount of H2O (neutral reaction on litmus paper). The organic solution was dried (MgSO4) and concentrated to give 3f as pale yellow crystals; yield: 254 mg (82 %), or 31 mg (10 %, at 20-25 C), or 52 mg (17 %, at 40-45 C); mp 187-188 C. IR (KBr): 3079, 3058 (C=CH), 2937, 2860 (CH), 2220 (CN), 1704(C), 1566, 1516 (C=C), 1459, 1446, 1433, 1383, 1366, 1326,1314, 1279, 1265, 1214, 1197, 1163, 1149, 1121, 1115, 1068, 1031,985, 970, 950, 932, 909, 900, 868, 854, 845, 823, 774, 756, 723,681, 672, 655, 548, 539, 497, 468, 428 cm-1. 1H NMR (400.1 MHz, CDCl3): delta = 1.41 (m, 1 H, H8), 1.65-1.90 (m,9 H, H6, H7, H8, H9, H10), 7.47 (m, 1 H, H6?), 7.53 (m, 1 H, H5?), 7.91 (d, J = 8.0 Hz, 1 H, H7?), 7.96 (d, J = 8.0 Hz, 1 H, H4?), 8.53 (s, 1 H, H3?). 13C NMR (100.6 MHz, CDCl3): delta = 21.4, 24.1, 31.8 (C6, C7, C8,C9, C10), 87.5 (C5), 93.8 (C3), 112.3 (CN), 122.6 (C7?), 125.8(C6?), 126.3 (C5?), 128.6 (C4?), 129.1 (C2?), 132.5 (C3?), 138.6 (C3a), 142.6 (C7a), 180.7 (C2), 198.5 (C4). MS (EI): m/z (%) = 310 (20) [M]+1, 309 (78) [M]+, 268 (22), 267(32), 255 (16), 254 (100), 241 (11), 184 (15), 183 (79), 161 (43), 139 (23), 133 (20), 89 (11). Anal. Calcd for C18H15NO2S (309.38): C, 69.88; H, 4.89; N, 4.53;S, 10.36. Found: C, 69.41; H, 4.83; N, 4.53; S, 10.82., 6314-28-9

The synthetic route of 6314-28-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Mal’Kina, Anastasiya G.; Volostnykh, Olga G.; Stepanov, Anton V.; Ushakov, Igor A.; Petrushenko, Konstantin B.; Trofimov, Boris A.; Synthesis; vol. 45; 24; (2013); p. 3435 – 3441;,
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