Heterocyclic Building Block-benzofuran

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.32703-79-0,5-(tert-Butyl)isobenzofuran-1,3-dione,as a common compound, the synthetic route is as follows.

A solution of amine salt 1-127 (36 mg, 0.117 mmol), 5-(/er/-butyl)isobenzofuran- l,3-dione (29 mg, 1.2 equiv.) and potassium acetate (11 mg, 1.0 equiv.) in AcOH was heated to 100 C for 18 hours. The reaction mixture was then cooled to ambient temperature and concentrated in vacuo. The residue was dissolved in EtOAc and the solution was washed with 1 M HC1 then brine, and the combined aqueous washes were back-extracted with EtOAc. The combined organic extracts were dried over sodium sulfate and concentrated in vacuo. The resulting residue was purified by flash chromatography using 15% MeOH in DCM with 1% AcOH to afford 49 mg of intermediate acid 1-138 containing dicarboxylic acid impurities. This material was dissolved in DCM along with pentafluorophenol (18.4 mg, 0.100 mmol) and EDC (19 mg, 0.100 mmol). The resulting reaction mixture was stirred for 2 hours, concentrated in vacuo , and the residue was re- dissolved in EtOAc. The resulting solution was washed with 1 M HC1 and brine, dried over sodium sulfate, and concentrated in vacuo. Purification of the residue by flash chromatography using EtOAc in hexanes afforded 22 mg of 1-139 (37% yield over two steps).

32703-79-0, The synthetic route of 32703-79-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; CARMOT THERAPEUTICS, INC.; ENQUIST, Johan; KRISHNAN, Shyam; ATWAL, Suman; ERLANSON, Daniel; FUCINI, Raymond V.; HANSEN, Stig; SAWAYAMA, Andrew; SETHOFER, Steven; (719 pag.)WO2019/183577; (2019); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

24673-56-1, 3-Methylbenzofuran-2-carboxylic acid is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 3-methyl-benzofuran-2-carboxylic acid (0.98 g, 5.6 mmol) and catalytic amount of DMF (5 drops) in THF (25 ml) was added oxalyl chloride (0.53 ml, 6.1 mmol). After stirring the solution for 1 h at room temperature, methanol (20 ml) and TEA (7.0 ml) were added. The reaction mixture was stirred overnight at room temperature, then concentrated and dissolved in ethyl acetate (100 ml) and washed with aqueous sodium bicarbonate solution (100 ml). The organic layer was dried over sodium sulfate and concentrated to provide crude methyl 3-methylbenzofuran-2-carboxylate (1.0 g, 5.3 mmol) as a tan solid, which was used without further purification., 24673-56-1

24673-56-1 3-Methylbenzofuran-2-carboxylic acid 600591, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; AXYS PHARMACEUTICALS, INC.; WO2005/19174; (2005); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

77095-51-3, Benzofuran-6-carboxylic acid is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

77095-51-3, Add HATU (418 mg, 1.1 mmol) and DIPEA (390 mg, 3 mmol) to a vigorously stirred solution of benzofuran-6-carboxylic acid (178 mg, 1.1 mmol) in DMF (5 mL). After the reaction mixture was reacted at room temperature for 1 hour, (S)-2-(8-chloro-2,3-dihydro-1H-pyrrole[3,2,1-ij]-quinazoline-7-carbonylamino)- 3-(3-(Methanesulfonyl)phenyl)propanoic acid benzyl ester trifluoroacetate (649 mg, 1 mmol), the mixture was stirred at room temperature for 2 hours. Ethyl acetate was added (100 mL), sequentially washed with water (20mL), saturated brine (20mL) was washed, and the organic phase was dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated, the residue was purified by flash chromatography, Petroleum ether with 50% ethyl acetate in hexanes to afford the desired product as a white solid (661mg, 0.95mmol 95%).

The synthetic route of 77095-51-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Weimou Bio-technology (Shanghai) Co., Ltd.; Shen Wang; Ding Yue; Wang Jiangfeng; Jiang Hao; Chen Fuli; Wu Xinglong; Li Cunfei; Yang Liguo; Hu Biao; (34 pag.)CN109721605; (2019); A;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.6940-49-4,3-Bromophthalide,as a common compound, the synthetic route is as follows.

Next, 0.75 g (2.0 mmol) of the compound of the structural formula (3), 0.64 g (3.0 mmol) of 3-bromophthalide and 10 ml of acetonitrile were placed in a 100 ml recovery flask, and the mixture was stirred at 70 C. for 6 hours under a nitrogen stream went. After completion of the reaction, the precipitated crystals were filtered and washed with acetonitrile to obtain 0.83 g (yield: 70%) of halide (I, Br mixed) of exemplified compound A-4. Next, an aqueous solution of 0.41 g (2.5 mmol) of ammonium hexafluorophosphate was added dropwise to an aqueous solution of 0.5 g (0.84 mmol) of the halogen compound of exemplified compound A-4 and stirred for 2 hours. After completion of the reaction, the precipitated white crystals were filtered, washed with water and dried at room temperature under reduced pressure to obtain 0.40 g (yield 70%) of exemplified compound A-4., 6940-49-4

6940-49-4 3-Bromophthalide 96218, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; CANON INCORPORATED; TAMURA, TETSUYA; IGAWA, SATOSHI; YAMADA, KENJI; (27 pag.)JP2017/197477; (2017); A;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.79002-39-4,Benzofuran-5-carbonitrile,as a common compound, the synthetic route is as follows.

79002-39-4, EXAMPLE 20 Preparation of 1-benzofuran-5-carbaldehyde To a solution of 1-benzofuran-5-carbonitrile (5.0 g, 34.9 mmol) in CH2Cl2 under nitrogen at -15 to -20 C. was added DIBAL-H (41.9 mL, 41.9 mmol, 1 M/heptane) and the temperature was maintained below -15 C. After addition was complete, the reaction mixture was stirred at -15 to -20 C. for an additional 10 min. The reaction mixture was quenched via dropwise addition of aqueous 2N HCl. The organic layer was separated and washed with water, dried over sodium sulfate, and concentrated to give 4.0 g (78%) of 1-benzofuran-5-carbaldehyde as a yellow oil.

The synthetic route of 79002-39-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Cole, Derek Cecil; Asselin, Magda; Boschelli, Diane Harris; Wissner, Allan; Wang, Yanong Daniel; Prashad, Amarnauth Shastrie; Dushin, Russell; US2007/287738; (2007); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

23145-07-5, 5-Bromobenzofuran is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

23145-07-5, A solution of 5-bromobenzofuran (950 mg, 4.82 mmol) in anhydrous ether (12 mL) was cooled to-78 ¡ãC. 1.7 M tert-BuLi solution in pentane (6 ml, 10.2 mmol) was added dropwise under argon. After addition, the mixture was stirred at-78 ¡ãC for 20 min, followed by addition of a mixture of DMF (0.8 mL) and ether (1 mL). The mixture was allowed to warm to rt and stirred for 0.5 h. Ethyl acetate was added. The mixture was poured to saturated ammonium chloride solution. The organic layer was separated and concentrated. The residue was purified by column chromatography (ethyl acetate-hexanes, 1: 5 v/v) to give the title compound as a pale yellow solid (490 mg, 70percent).

The synthetic route of 23145-07-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SCHERING CORPORATION; PHARMACOPEIA DRUG DISCOVERY, INC.; WO2005/68460; (2005); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.6940-49-4,3-Bromophthalide,as a common compound, the synthetic route is as follows.

EXAMPLE 10 To a stirred solution of 10.65 g of 3-bromophthalide in 120 ml of dimethylformamide at room temperature is added 15.9 g of sodium 2-(2,6-dichloroanilino)-phenylacetate. The reaction mixture is stirred 24 hours at the room temperature, and then poured into 500 ml of ice water. After extraction with chloroform, the aqueous phase is washed with an aqueous solution of sodium bicarbonate, then with water and finally it is dried on anhydrous sodium sulfate and evaporated to dryness to yield the phthalidyl 2-(2,6-dichloroanilino)-phenylacetate; yield 70%., 6940-49-4

As the paragraph descriping shows that 6940-49-4 is playing an increasingly important role.

Reference£º
Patent; Resfar S.r.I.; US4529737; (1985); A;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.519018-52-1,7-Bromobenzofuran-3(2H)-one,as a common compound, the synthetic route is as follows.

519018-52-1, Reference Example 687-bromo-2, 3-dihydro-l-benzofuran-3-amine; [0397]A mixed solution of 7-bromo-l-benzofuran-3 (2H) -one (0.521 g, 2.45 mmol) , 0-methylhydroxyammonium chloride (0.306 g, 3.67 mmol) and sodium acetate (0.301 g, 3.67 mmol) in methanol (12 mL) was heated under reflux for 10 hr, and the mixture was stirred at room temperature for 16 hr. The reaction mixture was concentrated’ under reduced pressure, the residue was poured into saturated aqueous sodium hydrogen carbonate, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane: ethyl acetate = 100:0 – 80:20) to give 7-bromo-l-benzofuran-3 (2H) -one O- methyloxime (0.468 g, yield 79%) as a yellow solid. To a solution of 7-bromo-l-benzofuran-3 (2H) -one O-methyloxime (0.468 g, 1.93 mmol) obtained above in tetrahydrofuran (9 mL) was slowly added dropwise borane-tetrahydrofuran solution (1 M, 5.80 mL, 5.80 mmol) at room temperature, and the mixture was heated under reflux under a nitrogen atmosphere for 3 hr. The reaction mixture was cooled, ice water was slowly added, 1 M hydrochloric acid was added, and the mixture was stirred at8O0C for 1.5 hr. The reaction mixture was allowed to cool, 28% aqueous ammonia solution was added to alkalify the solution, and the mixture was extracted with ethyl acetate. The extract was dried over sodium sulfate, and concentrated under reduced pressure. The residue (0.402 g) was dissolved in diethyl ether (4 mL) , and 4 M hydrochloric acid-ethyl acetate solution (0.480 mL) was slowly added. The precipitated solid was collected by filtration, and washed with diethyl ether to give 7-bromo-2, 3-dihydro-l-benzofuran-3-amine hydrochloride (0.434 g) as a beige solid. The solid obtained above was dissolved in28% aqueous ammonia solution, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over sodium sulfate, and concentrated under reduced pressure to give the title compound (0.366 g, yield 89%) as a yellow solid.1H NMR (300 MHz, DMSO-d6) delta 2.15 (2H, br s), 4.05-4.16 (IH, m) , 4.58-4.72 (2H, m) , 6.78-6.87 (IH, m) , 7.28-7.38 (2H, m) .

As the paragraph descriping shows that 519018-52-1 is playing an increasingly important role.

Reference£º
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; NEGORO, Nobuyuki; TERAO, Yoshito; MIKAMI, Satoshi; YUKAWA, Tomoya; WO2010/143733; (2010); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.77095-51-3,Benzofuran-6-carboxylic acid,as a common compound, the synthetic route is as follows.

77095-51-3, 16.05 g (0.10 mol) of benzofuran-6-carboxylic acid (compound III) were added over a suspension of 16.05 g (0.10 mol) of 1 ,T-carbonyldiimidazole in 400 mL of ethyl acetate at 20-25 C, under nitrogen atmosphere. The mixture was stirred at 20-25 C for 1 hour, and the resulting solution was added over a mixture of 53.8 g (0.09 mol) of crude hydrochloride salt of benzyl (S)-2-(5,7-dichloro-1 ,2,3,4-tetrahydroisoquinoline-6- carboxamido)-3-[3-(methylsulfonyl)phenyl]propanoate (compound IV) as obtained in Example 1 and 37.6 ml. (0.22 mol) of /V,/V-diisopropylethylamine in a mixture of 200 ml. of ethyl acetate and 55 ml. of dimethylsulfoxide at 20-25 C. The resulting mixture was stirred at this temperature for 18 hours. 1.05 L of 0.5 M hydrochloric acid and 500 ml. of ethyl acetate were added. The organic phase was extracted, washed with 2 x 500 ml. of 4% (w/w) aqueous sodium bicarbonate and with 500 ml. of deionized water, in sequence. The organic layer was concentrated to dryness under reduced pressure, to give 63.1 g of benzyl (S)-2-[2-(benzofuran-6-carbonyl)-5,7-dichloro-1 ,2,3,4-tetrahydroisoquinoline-6- carboxamido]-3-[3-(methylsulfonyl)phenyl]propanoate (compound II) as a yellowish solid.

As the paragraph descriping shows that 77095-51-3 is playing an increasingly important role.

Reference£º
Patent; MEDICHEM, S.A.; BIN, Zhu; LINGXIANG, Rao; PUIG SERRANO, Jordi; DURAN LOPEZ, Ernesto; (28 pag.)WO2019/96996; (2019); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.206347-30-0,7-Bromo-2,3-dihydrobenzofuran,as a common compound, the synthetic route is as follows.

Take a 100mL double-necked bottle, add 7-bromo-2,3-dihydrobenzofuran (5.0g, 25mmol),Sulfur powder (0.88g, 28mmol, 100mass%), under the protection of nitrogen, add THF (50mL), the reaction system was cooled to -78 , stirred for 5min,Then, n-BuLi (39 mL, 51 mmol, 1.3 mol/L) was added dropwise. After the dropwise addition was completed, the reaction solution was stirred at -78C for 1 hour.A saturated ammonium chloride solution (30 mL) was added dropwise to the reaction system at -78C to quench the reaction.Then the reaction solution was raised to room temperature, EtOAc (100 mL) and water (100 mL) were added to the reaction system, the liquid was separated, the aqueous phase was extracted with EtOAc (80 mL¡Á3), and the organic phases were combined,The organic phase was washed with saturated brine and separated, and the collected organic phase was washed with saturated brine (100 mL), dried over anhydrous sodium sulfate, filtered, and the filtrate was spin-dried under reduced pressure.The crude product of the title compound was obtained as a yellow liquid (3.8 g, 99%), which was directly used in the next reaction without further purification., 206347-30-0

206347-30-0 7-Bromo-2,3-dihydrobenzofuran 22571869, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Luo Huichao; Ren Qingyun; Yin Junjun; Wu Chunlin; Fan Yuxin; Mo Yufeng; Zhang Yingjun; (102 pag.)CN111057074; (2020); A;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem