Category: 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.

Example 1 benzo[b]thiophen-2-yl-carbamic acid tert-butyl ester (1-B). A solution of compound 1-A (14.4 g, 80.6 mmol), N,N-diisopropylethylamine (15.5 mL, 88.6 mmol) and diphenylphosphoryl azide (20.8 mL, 96.7 mmol) in t-butanol (150 mL) was heated at reflux for 8 h. The solvent was evaporated in vacuo, and the residue purified by flash column chromatography on silica gel, eluting with dichloromethane, to afford compound 1-B as a colorless solid (18.9 g, 94%). 1H-NMR (DMSO-d6): delta 1.50 (s, 9H), 6.78 (s, 1H), 7.16 (d of d, 1H), 7.27 (d of d, 1H), 7.58 (d, 1H), 7.77 (d, 1H), 10.70 (br s, 1H); MS: m/z 250.2 (MH+)., 6314-28-9

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

Reference£º
Patent; Branum, Shawn T.; Colburn, Raymond W.; Dax, Scott L.; Flores, Christopher M.; Jetter, Michele C.; Liu, Yi; Ludovici, Donald; Macielag, Mark J.; Matthews, Jay M.; McNally, James J.; Reaney, Laura M.; Russell, Ronald K.; Qin, Ning; Teleha, Christopher; Wells, Kenneth M.; Youells, Scott C.; Youngman, Mark A.; US2012/190674; (2012); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

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: Following a described procedure [24,42,43] with a few modifications, sodium borohydride wasslowly added to a suspension of selenium powder in water at room temperature or in ethanol, N2atmosphere and 0 C, and stirred until the formation of the typical colorless solution of NaHSe. Then,the corresponding aroyl or heteroaroyl chloride was added. Temperature and time of reaction varieddepending on the compounds. Methylation was achieved through the addition of methyl iodide(in excess). Purification was performed by several washings, recrystallization in different solvents orcolumn chromatography. In those cases where the acyl chloride was not available, it was formed bythe reaction of the corresponding carboxylic acid with SOCl2 for 1-8 h at reflux. Solvent was removedunder vacuum by rotatory evaporation, and the product was then washed three times with dry toluene,which was also eliminated by rotatory evaporation.

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

Reference£º
Article; Diaz-Argelich, Nuria; Encio, Ignacio; Plano, Daniel; Fernandes, Aristi P.; Palop, Juan Antonio; Sanmartin, Carmen; Molecules; vol. 22; 8; (2017);,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

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

B. Benzo[b]thiophen-2-yl-carbamic acid tert-butyl ester (1d). A solution of 2-carboxybenzo[b]thiophene (14.4 g, 80.6 mmol), N,N-diisopropylethylamine (15.5 mL, 88.6 mmol) and diphenylphosphoryl azide (20.8 mL, 96.7 mmol) in t-butanol (150 mL) was heated at reflux for 8 hours. The solvent was evaporated under reduced pressure, and the residue was purified by flash column chromatography on silica gel, using dichloromethane as the eluant, to give the product as a colorless solid (18.9 g, 94%). 1H NMR (DMSO-d6): delta 1.50 (s, 9H), 6.78 (s, 1H), 7.16 (d of d, 1H), 7.27 (d of d, 1H), 7.58 (d, 1H) and 7.77 (d, 1H), 10.70 (br s, 1H); MS: m/z 250.2 (MH+).

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

Reference£º
Patent; Macielag, Mark J.; McNally, James J.; US2010/160289; (2010); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

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

Example 36; Preparation of 3-(1 -benzothien-2-yl)-6-(3-fluoro-2-hvdroxyphenyl)-2-methyl-5-(2- phenylethyl)-4(3H)-pvrimidinone; [00115] a; 1 ,1-Dimethylethyl 1-benzothien-2-ylcarbamate; EPO [00116] To a solution of i-benzothiophene-2-carboxylic acid (5.0 g, 0.028 mol) in dry NBuOH (70 ml_) was added TEA (4.3 ml_, 0.031 mol). After 5 min. of stirring, DPPA (6.67 ml_, 0.031 mol) was added and the reaction was refluxed for 16 h. The reaction was concentrated and the resulting residue was diluted with ethyl acetate and washed successively with sat. NaHCO3 and brine. The organic phase was dried over Na2SO4, filtered and concentrated before purifying by silica chromatography (0 – 40% ethyl acetate/hexane) to afford pure product (4.35 g) in 62% yield. 1H NMR (400 MHz, DMSO-Cf6) ? ppm 1.50 (s, 9 H), 6.77 (s, 1 H), 7.15 (t, J=0.85 Hz, 1 H), 7.26 (t, J=0.85 Hz, 1 H), 7.59 (d, J=7.79 Hz, 1 H), 7.76 (d, J=7.78 Hz, 1 H), 10.2 (brs, 1 H).

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

Reference£º
Patent; NPS PHARMACEUTICALS, INC.; GLAXOSMITHKLINE; WO2006/41968; (2006); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

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.

Under ice-cooling, 5.9 g (31 mmol) of 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride was added to a solution of 5 g (28 mmol) of 2-benzothiophenecarboxylic acid, 6.5 g (28 mmol) of 1-aminocyclohexanecarboxylic acid phenylmethyl ester and 4.5 g (29 mmol) of 1-hydroxybenzotriazole in methylene chloride. After the mixture was stirred at room temperature overnight, the reaction solvent was distilled off under reduced pressure. Water was added to the residue and the mixture was extracted with ethyl acetate twice. The obtained organic layer was washed with a 10% aqueous potassium hydrogensulfate solution, a saturated aqueous sodium hydrogencarbonate solution and then saturated brine, and it was dried with anhydrous sodium sulfate. The solvent was distilled off under reduced pressure, diethyl ether was added to the obtained residue, and the mixture was stirred overnight. The crystal was collected by filtration and heated and dried under reduced pressure to obtain 10 g (91%) of the title compound.1H-NMR (CDCl3, delta): 1.25-1.78 (6H, m), 1.93-2.05 (2H, m), 2.12-2.25 (2H, m), 5.18 (2H, s), 6.24 (1H, s), 7.20-7.38 (5H, m), 7.38-7.51 (2H, m), 7.77 (1H, s), 7.80-7.91 (2H, m)

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

Reference£º
Patent; SEIKAGAKU CORPORATION; US2009/111983; (2009); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

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

(+/-)-fralphan5-l-(Benzo[b]thiophene-2-carbonyl)-2-methyl-l,2,3,4-tetrahydro-quinoline-4- carboxylic acid (4-chloro-phenyl)-ethyl-amide was made following general procedure A, substituting benzo[b]thiophene-2-carbonyl chloride for 4-trifluoromethyl-benzoyl chlorided. Benzo[b]thiophene-2-carbonyl chloride was prepared by reaction of thianaphthene-2-carboxylic acid with oxalyl chloride and dimethylformamide in methylene chloride. The crude l-(benzo[b]thiophene-2-carbonyl)-2- methyl-l,2,3,4-tetrahydro-quinoline-4-carboxylic acid (4-chloro-phenyl)-ethyl-amide was isolated as a mixture of cis and trans isomers. Purification by silica gel chromatography (1% methanol / methylene chloride) followed by purification via HPLC yielded (+/-)-/rans-2-methyl-l-(pyrimidine-5- carbonyl)-l,2,3,4-tetrahydro-quinoline-4-carboxylic acid (4-chloro-phenyl)-ethyl-amide (34%). 1H-NMR (CDCl3) delta: 1.02 – 1.18 (m, 6H), 1.65 – 1.75 (m, IH), 2.55 – 2.65 (m, IH), 3.60 – 3.70 (m, IH),3.80 (q, 2H), 5.05 – 5.15 (m, IH), 6.70 (d, IH), 6.80 – 7.00 (m, 3H), 7.20 -7.40 (m, 4H), 7.45 (s, IH),7.50 (d, 2H), 7.70 (d, IH), 7.80 (d, IH). MS m/z: 489/491 (M+l).

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

Reference£º
Patent; MILLENNIUM PHARMACEUTICALS, INC.; WO2006/91674; (2006); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

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.

Benzo [b] thiophene-2-carboxylic acid (50 mg, 0.28 mmol) and dichloromethane (3 mL) was dissolved in thionyl chloride (SOCl2, 0.50 mL) and dimethylformamide (2 drops) after the addition, the mixture was stirred for 20 minutes at 50 .Thereafter, the reaction mixture was concentrated under reduced pressure, dichloromethane (3 mL) and then diluted to, quinolin-3-amine (50.0 mg, 0.347 mmol) and triethylamine (100 mg, 0.988 mmol) was added to 15 at room temperature and and it stirred for hours. When the thin film check chromatography (TLC), when a new spot is generated, to give the mixture was concentrated under reduced pressure, and purified by silica gel preparative thin layer chromatography (preparative TLC, ethyl acetate / n- hexane = 2/1), the reaction mixture is object of a white solid to give the compound (23.0 mg, 27%)., 6314-28-9

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

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;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

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

Compound 9a (191 mg, 1 mmol) was refluxed in excess of thionylchloride (3 mL) overnight. Excess of thionyl chloride was evaporatedand the residue was dissolved in CH2Cl2, 3-bromopropylamine hydrobromide (328 mg, 1.5 mmol was addedfollowed by triethylamine (TEA; 0.42 mL, 3 mmol). The reactionmixture was stirred at room temperature. After the reaction wascompleted, the reaction mixture was diluted with CH2Cl2 andsequentially washed with water, 1 N HCl and saturated NaHCO3.The organic layer was dried over MgSO4, filtered and concentrated.The obtained product was purified by column chromatographywith n-hexane/ethyl acetate (EtOAc) = 4:1 to obtain 10a, (236 mg,76%) as white solid., 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; Paudel, Suresh; Cao, Yongkai; Guo, Shuohan; An, Byeongkwan; Kim, Kyeong-Man; Cheon, Seung Hoon; Bioorganic and Medicinal Chemistry; vol. 23; 19; (2015); p. 6418 – 6426;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

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, To a solution of benzo[t]thiophene-2-carboxylic acid (274 mg, 1.54 mmol) and 4- (tert-butyl)thiazol-2-amine (200 mg, 1.28 mmol) in DMF (0.84 mL) was added HATU (585 mg, 1.54 mmol) followed by DIEA (791 uL, 4.90 mmol). The mixture was heated to 80 C for 3 h then cooled to ambient temperature, diluted with ethyl acetate (5 mL) and brine (5 mL), and extracted with ethyl acetate (1X5 mL). The organics were combined, washed with brine (2X5 mL), dried with sodium sulfate, filtered, and concentrated. Flash chromatography (0-60% hexanes/ethyl acetate) provided N-(4-tert-butyl-1 ,3-thiazol-2-yl)-1 -benzothiophene-2- carboxamide (397 mg, 98% yield) as an off-white solid. (A145) H NMR (400 MHz, DMSO-d6) delta 12.92 (s, 1 H), 8.63 (s, 1 H), 8.38 – 7.81 (m, 2H), 7.71 – 7.29 (m, 2H), 6.85 (s, 1 H), 3.33 (s, 3H), 1.31 (s, 9H). LCMS for C16H16N202S, found 317 [M+H]+.

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

Reference£º
Patent; KEZAR LIFE SCIENCES; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; MCMINN, Dustin; JOHNSON, Henry; TAUNTON, John, William; CARRASCO, Yazmin, Paulina; SHARP, Phillip, Patrick; (156 pag.)WO2019/46668; (2019); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

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: The DCC (1.2 equiv) was added to the solution of caudatin(0.2 mmol), DMAP (0.2 equiv), and appropriate carboxylic acid (1.2 equiv) in anhydrous CH2Cl2 (8 mL) at 0 C.The resulting mixture was stirred at room temperature until the starting material was not observed by TLC. The reaction mixture was filtered, and the residue was washed with CH2Cl2 (210 mL). Then, the CH2Cl2 solution was washed with 5% HCl (330 mL), saturated NaHCO3 (330 mL) and saturated NaCl (330 mL), respectively. Subsequently, the organic layer was dried by Na2SO4 and concentrated to dryness under reduced pressure. At last, the residue was purified by column chromatography over the silica gel with petroleum ether/acetone (60:40 – 95:5) to yield the pure target compounds.

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

Reference£º
Article; Wang, Li-Jun; Chen, Hao; Ma, Yun-Bao; Huang, Xiao-Yan; Geng, Chang-An; Zhang, Xue-Mei; Chen, Ji-Jun; Medicinal Chemistry; vol. 11; 2; (2015); p. 165 – 179;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem