Category: benzofuran

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.23145-07-5,5-Bromobenzofuran,as a common compound, the synthetic route is as follows.

General procedure: All reactions were prepared at the 1.0 mmol scale in a glovebox using an 8-mL screw cap vial with a Teflon-coated stir bar. The vial was charged with 4% Xantphos Pd G3 (0.038 g, 0.04 mmol), 7-methoxy-4-methylcoumarin (0.190g, 1mmol), and an aryl bromide (1.05 mmol). Next, 3 mL of a 1.0 M LiHMDS solution was added. Finally, 2 mL of THF was added to the reaction. The vial was capped, removed from the glovebox, and allowed to stir on an aluminum block preheated to 70 C for 24 hours. Upon completion, the reaction was allowed to cool. A standard workup was completed using about 2.5 mL of a 2.0 M HCl solution and dichloromethane to extract. Magnesium sulfate was utilized to dry the sample before gravity filtering and removing the solvent under reduced pressure. Completion was checked using TLC and GC-MS. The crude reaction mixture was loaded onto a silica gel column using a wet load technique. The yields reported are from one trial only., 23145-07-5

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

Reference£º
Article; Sexton, Mary E.; Okazaki, Ami; Yu, Zhuowen; van Venrooy, Alexis; Schmink, Jason R.; Malachowski, William P.; Tetrahedron Letters; vol. 60; 38; (2019);,
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

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.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.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

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.54008-77-4,2-Bromobenzofuran,as a common compound, the synthetic route is as follows.

54008-77-4, General procedure: In a hot oven-dried Schlenk tube under N2 atmosphere were added Ph3Bi (0.25 mmol, 110 mg, 1.0 equiv), 2-bromobenzofuran (0.825 mmol, 163 mg, 3.3 equiv), Cs2CO3 (0.75 mmol, 244 mg, 3.0 equiv), Pd(OAc)2 (0.025 mmol, 5.6 mg, 0.1 equiv), PPh3 (0.1 mmol, 26 mg, 0.4 equiv), and NMP (3 mL) solvent. The resulting mixture was stirred in preheated oil bath at 90 C for 1 h. After the reaction is over, the mixture was cooled, quenched with dil HCl and extracted with ethyl acetate. The combined organic extract was washed with water, brine, and dried over MgSO4 and concentrated. The crude was subjected to silica gel column chromatography (230-400 mesh) using petroleum ether as the eluent to obtain the pure 2-phenylbenzofuran (2.1) as a white solid (140 mg, 96%). The product was characterized by spectroscopy and in comparison with the literature data.

54008-77-4 2-Bromobenzofuran 2776264, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Article; Rao, Maddali L.N.; Awasthi, Dheeraj K.; Talode, Jalindar B.; Tetrahedron Letters; vol. 53; 21; (2012); p. 2662 – 2666;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1914-60-9,2,3-Dihydrobenzofuran-2-carboxylic acid,as a common compound, the synthetic route is as follows.

General procedure: To a mixture of 7 (1 eq) and 1,1?-carbodiimidazole (1.2 eq) in anhydrous THF was stirred for 1h then substituted aniline (0.9 eq) was added at room temperature. After stirring for 14 h, solvent was evaporated then the mixture acidified with 6N HCl to pH 2. The mixture was extracted with EtOAc (3 ¡Á 20 mL). The combined extracts were dried over anhydrous Na2SO4and the solvent was evaporated. After evaporation, the residue was purified by column chromatography (EtOAc/hexane = 1:3 – 1:50).

1914-60-9, The synthetic route of 1914-60-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Choi, Minho; Jo, Hyeju; Park, Hyun-Jung; Sateesh Kumar, Arepalli; Lee, Joonkwang; Yun, Jieun; Kim, Youngsoo; Han, Sang-Bae; Jung, Jae-Kyung; Cho, Jungsook; Lee, Kiho; Kwak, Jae-Hwan; Lee, Heesoon; Bioorganic and Medicinal Chemistry Letters; vol. 25; 12; (2015); p. 2545 – 2549;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

652-39-1, 4-Fluoroisobenzofuran-1,3-dione is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

652-39-1, 3-fluoropurine (5.0 g, 30 mmol),3-aminopiperidine-2,6-dione hydrochloride (5.0 g, 30 mmol) andSodium acetate(3.7g, 45mmol)Add 100 mL of acetic acid. Heat to reflux for 12 h.Cool to room temperature and evaporate the acetic acid. Add 100 mL of water, extract 100 mL¡Á3 of ethyl acetate, and combine the organic phases with evaporated toluness.The compound (1a) was obtained in an amount of 7.5 g, and the yield was 90%.

652-39-1 4-Fluoroisobenzofuran-1,3-dione 69551, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; Jilin University; Lu Haibin; Mu Xupeng; Bai Liting; Gao Zhuolin; Wang Ying; Zhao Linxuan; (23 pag.)CN109879877; (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.610-93-5,6-Nitroisobenzofuran-1(3H)-one,as a common compound, the synthetic route is as follows.,610-93-5

(a) 6-Nitrophthalide (14.0 g; J A Houbion, J A Miles and J A Paton, Organic Preparations and Procedures International, 11 (1), 27, 1979) in solution in acetic acid was hydrogenated over a palladium on carbon catalyst to give 6-aminophthalide (12.0 g; W R Vaughan and S L Baird, J. Amer. Chem. Soc. 68, 1314, 1946).

The synthetic route of 610-93-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ICI Australia Limited; US4409017; (1983); A;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem