Category: benzofuran

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, l-benzofuran-6-carboxylic acid (10 g), HOBt (12.5 g) and EDC.HC1 (17.75 g) was charged in THF (60 ml). To this solution was added di isopropyl ethyl amine (22.2 g). Reaction mass was cooled to 0~5C. Added (S)-2-(5,7-dichloro-l,2,3,4- tetrahydroisoquinoline-6-carboxamido)-3-(3-(methyl sulfonyl)phenyl)propanoic acid ( 28.5g) lot wise at -10C. Temperature of reaction mass was raised to room temperature. Stirred and monitored the reaction by TLC. After completion of reaction, Water (100 ml) and MDC (100 ml) were added. Stirred and separated the layers. Organic layer so obtained was washed with brine and 10% sodium carbonate solution. Organic layer was distilled to give crude lifitegrast which was then purified in acetone and methanol to give pure lifitegrast (3.1.2 g, 83.8%).

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

Reference£º
Patent; MANKIND PHARMA LTD.; BHAVSAR, Jigar Tarun Kumar; TIWARI, Rakesh; BHASHKAR, Bhuwan; KUMAR, Anil; (30 pag.)WO2019/73325; (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.32703-79-0,5-(tert-Butyl)isobenzofuran-1,3-dione,as a common compound, the synthetic route is as follows.

Into a 500 ml three-necked flask, 36 g (176 mmole) of 4-t-butylphthalic anhydride, 27 g (200 mmole) of t-butylbenzene and 100 ml of dichloroethane were placed under a stream of argon and cooled to 0C. To the obtained mixture, 56 g (420 mmole) of aluminum chloride was slowly added. After the addition was completed, the resultant mixture was stirred at the room temperature for one night. After the reaction was completed, ice was added slowly, and then concentrated hydrochloric acid was added. The formed precipitates were separated by filtration and washed well with water, and 32 g of the benzoic acid compound of the object compound was obtained (the yield: 54%; a white powder)., 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; IDEMITSU KOSAN CO., LTD.; EP1440959; (2004); 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.174775-48-5,Ethyl 5-aminobenzofuran-2-carboxylate,as a common compound, the synthetic route is as follows.

Example-4: preparation of ethyl 5-(l-piperazinyl)-benzofuran-2-carboxylate hydrobromide. ethyl-5 -amino- l-benzofuran-2-carboxylate obtained in above step was dissolved in o-Xylene (1500ml) and then Bis (2-chloroethyl) amine hydrochloride (1 13.8g), Potassium carbonate powder (108.6g) and TBAB (5.0g) at 20-30C was added in the reaction mixture. The reaction mixture was maintained for 32 hrs at 135-140C. After completion of the reaction solid was filtered and washed it with o-Xylene [100ml *3], suck it dry. The wet cake was charged in the saturated brine solution under stirring and ammonia solution (100ml) was added in the reaction mixture at 10- 15C under stirring. The product was extracted in MDC (1000ml) and washed subsequently with dilute acetic acid and water. Aqueous HBr was charged in MDC layer and then MDC was removed atmospherically up-to 50C. Ethanol (700ml) was charged to the residue and raise the temperature of the suspension to 55-60C. The reaction mass was cooled for 1-2 hours at 20-30C and filtered the solid, washed it with Ethanol [100ml x3]. Dried at 55-60C for 12 hours. Yield: 81.3%, 174775-48-5

Big data shows that 174775-48-5 is playing an increasingly important role.

Reference£º
Patent; ALEMBIC PHARMACEUTICALS LIMITED; JAYARAMAN, Venkat Raman; RATHOD, Dhiraj; VOHRA, Irfan; BHUJADE, Vinayak; MODI, Viral; GANDHI, Ojas; BUDH, Mayur; WO2013/153492; (2013); A2;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.10242-11-2,5-Bromobenzofuran-2-carboxylic acid,as a common compound, the synthetic route is as follows.

EXAMPLE 6 2-(5-bromobenzofuran-2-yl)imidazole hydrochloride R1 =H R2 =5-bromo This was prepared from 5-bromobenzofuran-2-carboxylic acid according to the methods a-e as described in example 1; m.p.=280 C. 1 H-NMR (DMSO-d6): 7.65 (dd,1H), 7.75 (d,1H), 7.85 (s,2H), 8.10 (s,1H), 8.15 (d,1H). 13 C-NMR (DMSO-d6): 109.3, 114.1, 117.1, 121.6, 125.8, 129.9, 130.3, 135.0, 142.5, 154.0., 10242-11-2

As the paragraph descriping shows that 10242-11-2 is playing an increasingly important role.

Reference£º
Patent; Societe de Conseils de Recherches et d’Applications Scientifiques (S.C.R.A.S); US5310930; (1994); 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.10035-16-2,Benzofuran-5-carbaldehyde,as a common compound, the synthetic route is as follows.

To a solution of aidehyde (400g) in ether (1 Oml) was added LiN (TMS) 2 (1 M in THF, 3. 3ml) at 0C dropwise. The solution was stirred at 0C for 30min and EtMgBr (3M in THF, 1. 83moi) was added dropwise. The reaction was refluxed overnight, cooed to 0C, quenched with saturated ammonium chloride and extracted with ether. The ether was stirred with 3N HCI (20ml), then the aqueous layer was basified with NaOH pellets and extracted with ether. The ether layer was washed with brine, dried with MgS04, filtered and concentrated in vacuo to give 220mg of product (46%)., 10035-16-2

As the paragraph descriping shows that 10035-16-2 is playing an increasingly important role.

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

87-41-2, Isobenzofuran-1(3H)-one is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

3H-Isobenzofuran-1-one (4.00 g, 29.8 mmol) was dissolved in concentrated sulfuric acid (5.0 ml) at 0 C., and a solution of potassium nitrate (3.0 g, 30 mmol) in concentrated sulfuric acid (8.0 ml) was added dropwise thereto. After stirring at room temperature for 5 hours, the reaction solution was diluted with water. The precipitated solid was filtered and recrystallized from ethanol (20 ml) to obtain the title compound (2.0 g, 37%). [1323] 1H NMR (400 MHz, DMSO-d6): delta 8.62-8.59 (m, 1H), 8.53 (d, J=2.8 Hz, 1H), 7.72 (d, J=8.0 Hz, 1H), 5.57 (s, 2H), 87-41-2

87-41-2 Isobenzofuran-1(3H)-one 6885, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; AJINOMOTO CO., LTD.; Ueno, Hirokazu; Yamamoto, Takashi; Takashita, Ryuta; Yokoyama, Ryohei; Sugiura, Toshihiko; Kageyama, Shunsuke; Ando, Ayatoshi; Eda, Hiroyuki; Eviryanti, Agung; Miyazawa, Tomoko; Kirihara, Aya; Tanabe, Itsuya; Nakamura, Tarou; Noguchi, Misato; Shuto, Manami; Sugiki, Masayuki; Dohi, Mizuki; US2015/51395; (2015); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

496-41-3,496-41-3, Benzofuran-2-carboxylic acid is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: At 0C, to a solution of 1.0 mmol of benzofuran-2-carboxylic acid in anhydrous THF(20mL),0.135g(1.0mmol) of HOBt and 1.0 mmol of (2S,3R)- 2-Amino-3-hydroxy-N-octylbutanamide, (2S,3R)-2-Amino-3-hydroxy-N- dodecylbutanamide, (2 S,3 R)-2-Amino-3 -hydroxy-N-tetradecylbutanamide, or (2S,3R)-2-Amino-3-hydroxy-N-octadecylbutanamide were added. After 5 min, 0.220g (1.1 mmol) of EDC-HCl was added, and the pH of the solution was adjusted to 8-9 with 4-methylmorpholine. The mixture was stirred at 0 C for 2 h and at room temperature overnight. On evaporation the residue was dissolved in 80 mL of ethyl acetate. The solution was washed successively with saturated sodium bicarbonate, 5% potassium bisulfate, and saturated sodium chloride, and the organic phase was separated and dried over anhydrous magnesium sulfate for 2 h. After filtration and evaporation under reduced pressure crude product was obtained and recrystallized using ethyl acetate to obtain compounds NZJUlh, NZJU2h, NZJU3h, and NZJU4h. N-((2S,3R)-3-hydroxy- 1-oxo- l-(octylamino)butan-2-yl)-benzofuran- 2-carboxamide (NZJUlh) was obtained in a yield of 0.248 g (66.3%) as colorless powder. XH NMR (300 MHz, CDC13) delta 7.70 (d, J= 6.9 Hz, 1H), 7.66 (d, J= 7.8 Hz, 1H), 7.53 (d, J= 8.3 Hz, 1H), 7.48 (s, 1H), 7.46 – 7.37 (m, 1H), 7.33 – 7.27 (m, 1H), 6.96 (s, 1H), 4.61 – 4.42 (m, 2H), 3.36 – 3.12 (m, 2H), 1.57 – 1.41 (m, 2H), 1.37 – 1.06 (m, 13H), 0.83 (t, J= 6.7 Hz, 3H); 13C NMR (75 MHz, CDC13) delta 170.3, 159.8, 155.0, 147.9, 127.3, 123.8, 122.7, 112.0, 11 1.2, 66.8, 57.2, 39.7, 31.8, 29.4, 29.2, 26.9, 22.6, 18.2, 14.1; ESI/MS (m/e) 409.15 [M+Cl]”; Anal. Calcd. For C21H30 2O4: C, 67.35; H, 8.07; N, 7.48%. Found: C, 67.37; H, 8.13; N, 7.39%. N-((2S,3R)-3-hydroxy- 1-oxo- 1 -(dodecylamino)butan-2-yl)- benzofuran- 2-carboxamide (NZJU2h) was obtained in a yield of 0.276 g (64.2%) as colorless powder. XH NMR (300 MHz, CDC13) delta 7.76 – 7.61 (m, 2H), 7.53 (d, J= 8.3 Hz, 1H), 7.48 (s, 1H), 7.47 – 7.38 (m, 1H), 7.31 (d, J = 7.2 Hz, 1H), 6.95 (s, 1H), 4.64 – 4.41 (m, 2H), 3.39 – 3.09 (m, 2H), 1.59 – 1.41 (m, 2H), 1.39 – 1.02 (m, 21H), 0.87 (t, J= 6.6 Hz, 3H); 13C NMR (75 MHz, CDC13) 5 170.6, 159.8, 155.0, 147.8, 127.4, 123.9, 122.7, 112.1, 111.3, 66.6, 56.8, 39.7, 31.9, 29.6, 29.6, 29.5, 29.4, 29.3, 26.9, 22.7,18.2, 14.1; ESI/MS (m/e) 431.10 [M+H]+; Anal. Calcd. For C25H38N2O4: C, 69.74; H, 8.90; N, 6.51%. Found: C, 69.78; H, 8.76; N, 6.44%. N-((2S,3R)-3-hydroxy- 1-oxo- 1 -(tetradecylamino)butan-2-yl)- benzofuran- 2-carboxamide (NZJU3h) was obtained in a yield of 0.323 g (70.5%) as colorless powder. XH NMR (300 MHz, CDC13) delta 7.74 – 7.60 (m, 2H), 7.54 (d, J= 8.3 Hz, 1H), 7.50 (s, 1H), 7.44 (t, J= 7.6 Hz, 1H), 7.31 (t, J = 7.5 Hz, 1H), 6.85 (s, 1H), 4.61 – 4.44 (m, 2H), 3.37 – 3.09 (m, 2H), 1.58 – I.40 (m, 2H), 1.41 – 1.01 (m, 25H), 0.88 (t, J= 6.5 Hz, 3H); 13C NMR (75 MHz, CDC13) 5 170.5, 159.7, 155.0, 147.8, 127.3, 123.8, 122.7, 112.1, 111.2, 66.6, 56.9, 39.7, 31.9, 29.7, 29.5, 29.4, 29.3, 26.9, 22.7, 18.2, 14.1; ESI/MS (m/e) 459.15 [M+H]+; Anal. Calcd. For C27H42N2O4: C, 70.71; H, 9.23; N, 6.11%. Found: C, 70.59; H, 9.29; N, 6.18%. N-((2S,3R)-3-hydroxy- 1-oxo- 1 -(octadecylamino)butan-2-yl)- benzofuran- 2-carboxamide (NZJU4h) was obtained in a yield of 0.362 g (70.4%) as colorless powder. XH NMR (300 MHz, CDC13) delta 7.71 – 7.62 (m, 2H), 7.54 (d, J= 8.3 Hz, 1H), 7.50 (s, 1H), 7.48 – 7.40 (m, 1H), 7.30 (t, J= 7.2 Hz, 1H), 6.87 (s, 1H), 4.59 – 4.44 (m, 2H), 3.35 – 3.15 (m, 2H), 1.57 – 1.43 (m, 2H), 1.36 – 1.11 (m, 33H), 0.88 (t, J= 6.6 Hz, 3H); 13C NMR (75 MHz, CDCI3) delta 170.4, 159.7, 155.0, 147.8, 127.3, 123.8, 122.7, 112.0, 111.2, 66.6, 56.9, 39.7, 31.9, 29.7, 29.6, 29.5, 29.4, 29.3, 26.9, 22.7, 18.2, 14.1; ESI/MS (m/e) 515.25 [M+H]+; Anal. Calcd. For C31H50N2O4: C, 72.33; H, 9.79; N, 5.44%. Found: C, 72.31; H, 9.81; N, 5.43%.

The synthetic route of 496-41-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ZHEJIANG UNIVERSITY; GEORGIA REGENTS RESEARCH INSTITUTE, INC.; LIU, Feiyan; LIU, Kebin; HUANG, Zhizhen; WU, Ping; WO2014/66613; (2014); A2;,
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, 1914-60-9 2,3-Dihydrobenzofuran-2-carboxylic acid 2776555, abenzofuran compound, is more and more widely used in various fields.

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

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

(i)3-Hydroxy-4,6-dichloro-1,3-dihydro-3-(benzofuran-5-yl)indole-2-one2.25 g of magnesium for a Grignard reaction in 15 ml of anhydrous THF are placed in a round-bottomed flask equipped with a mechanical stirrer, and under a stream of nitrogen.A mixture of 13.6 g of 5-bromobenzofuran in 35 ml of anhydrous THF is then added.The mixture is stirred for one hour, followed by addition of a solution of 5 g of 4,6-dichloro-1H-indole-2,3-dione in 50 ml of anhydrous THF.The mixture is stirred at room temperature for 4 hours 30 minutes.Water is added and the resulting mixture is extracted with ethyl acetate.The organic phase is separated out, dried over Na2SO4, filtered and evaporated under vacuum.The residue is taken up in ethyl acetate and washed with 1N sodium hydroxide solution.The organic phase is dried over Na2SO4, filtered and evaporated under vacuum.The solid is taken up in ethyl ether and filtered off. 4.2 g of expected product are obtained., 23145-07-5

23145-07-5 5-Bromobenzofuran 90015, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; SANOFI; US2011/312972; (2011); 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

3. Synthesis of benzofuran-5-sulfonyl chloride. Isopropyl iodide (15.0 mmol) was added dropwise to a suspension of iodine (0.12 mmol), magnesium (30.0 mmol) in tetrahydrofuran (25 mL). After 15 min, a solution of 5- bromobenzofuran (15.2 mmol) in tetrahydrofuran (25 mL) was added dropwise and the reaction mixture was heated at reflux for 1 h. The mixture was cooled to -30 0C and sulfonyl chloride was bubbled through the reaction mixture for 10 min. The mixture was maintained for 30 min whereupon sulfuryl chloride (15.1 mmol) was added dropwise while cooling to -30 to -40 0C. The resulting solution was maintained for an additional 10 min and was allowed to warm to rt. The insoluble solids were removed by filtration and the filtrate was concentrated. The residue was diluted with dichloromethane (150 mL), washed with brine (3 x 100 mL), dried (sodium sulfate), and concentrated. The residue was purified by Flash chromatography (100/1 to 50/1 petroleum ether/ethyl acetate) to provide benzofuran-5-sulfonyl chloride in 15percent yield as a white solid. Data: 1H NMR (CDCl3) delta 8.37 (s, IH), 8.00 (d, IH), 7.84 (s, IH), 7.44 (d, IH), 6.97 (s, IH). LC/MS (ES) m/z 286 [M+BnH-l]+., 23145-07-5

As the paragraph descriping shows that 23145-07-5 is playing an increasingly important role.

Reference£º
Patent; MEMORY PHARMACEUTICALS CORPORATION; SCHUMACHER, Richard, A.; TEHIM, Ashok; XIE, Wenge; WO2010/24980; (2010); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem