Category: 77095-51-3

Downstream synthetic route of 77095-51-3

The synthetic route of 77095-51-3 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.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

Some tips on 77095-51-3

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

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, Benzofuran-6-carboxylic acid (VI) (50 gms , 0.3086 moles) was suspended in 250 ml MDC and cooled to l5-20C. 5 ml DMF was added at l5-20C followed by thionyl Chloride ( 34 ml , 0.4629 moles). The temperature was raised to 35-40C and the reaction mixture was further stirred for 2 hours. The solvent was removed under vacuum at 45C. The residue was stirred in 250 ml MDC and the solution was cooled to 5-l0C. The solution of 5,7-dichloro-l,2,3,4-tetrahydroisoquinoline- 6-carboxylic acid HC1 (V) ( 74.12 gms , 0.2623 moles) and tri ethyl amine ( 215 ml , 1.5432 moles) in 500 ml MDC , was cooled to 5-l0C. To this solution was added benzofuran-6-carboxylic chloride (VII) maintaining temperature at 5-l0C. The temperature was raised to 25-30C and the reaction mixture was further stirred for 2 hours. The reaction mixture was quenched in 500 ml of water. The organic layer was separated, washed with water and stirred with 2.5 gms of charcoal for 30 minutes. The reaction mixture was filtered over hyflo and the clear filtrate evaporated under vacuum at 40-45C. The residue was stirred in 250 ml ethyl acetate and stirred for an hour at 25-30C. The solid was isolated by filtration and dried to yield titled compound. Yield: 95-98%

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

Reference£º
Patent; CIPLA LIMITED; PHULL, Manjinder Singh; RAO, Dharmaraj Ramachandra; MALHOTRA, Geena; THOPPIL, Sanoj Jose; PAWAR, Sunil Akaram; (28 pag.)WO2019/97547; (2019); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

Brief introduction of 77095-51-3

77095-51-3 Benzofuran-6-carboxylic acid 17867234, abenzofuran compound, is more and more widely used in various.

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.

l-benzofuran-6-carboxylic acid (5.0 g) was charged in dichloromethane and added thionyl chloride (4.5 g) followed by stirring to get clear solution. The solvent was removed under reduced pressure, MDC (20 ml) was charged to the residue. The acid chloride, in methylene chloride was added slowly to a solution of (S)-2-(5,7-dichloro-l,2,3,4- tetrahydroisoquinoline-6-carboxamido)-3-(3-(methyl sulfonyl)phenyl)propanoic acid (13.8 g) and diisopropylethyl amine (10 ml) below 5C. Reaction mass was stirred at 0-5C till, completion of reaction. Reaction mass was then quenched with water 25ml. Layers were separated and organic layer washed with sodium bicarbonate solution. Organic layer concentrated to get crude Lifitegrast. Crude lifitegrast was recrystaliized in acetone. (13 g, yield-72.8%)

77095-51-3 Benzofuran-6-carboxylic acid 17867234, abenzofuran compound, is more and more widely used in various.

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

Brief introduction of 77095-51-3

77095-51-3 Benzofuran-6-carboxylic acid 17867234, abenzofuran compound, is more and more widely used in various.

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.

An oven-dried flask was charged with 2 (40 mg, 0.103 mmol), EDC.HCl (29.5 mg, 0.154 mmol), DMAP (18.8 mg, 0.154 mmol), and the appropriate acid (0.154 mmol). To the flask was added CH2CI2 (8 mL). After stirring overnight at RT the reaction was quenched with HC1 (1 M, 8 mL) and the organic layer rinsed sequentially with saturated NaHCCh (8 mL) and brine (8 mL) then dried over NarSOu The solvent was removed in vacuo and the resulting residue purified by flash column chromatography (?FCC?) eluting with 30-35% EtOAc/Pent. Compounds <95% pure as indicated by HPLC were further purified by reverse phase semi -preparatory HPLC. 77095-51-3 Benzofuran-6-carboxylic acid 17867234, abenzofuran compound, is more and more widely used in various. Reference£º
Patent; UNIVERSITY OF KANSAS; VICTORIA LINK LIMITED; PRISINZANO, Thomas E.; CROWLEY, Rachel Saylor; DAKEN, Bronwyn Maree; (56 pag.)WO2019/99588; (2019); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

Some tips on 77095-51-3

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

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

g) A mixture of 0.25 mmol of compound 1.11 and 0.26 mmol of HATU in 1 mmol of DIEA and 2 mL of DMF was stirred at room temperature for 30 min, followed by adding a solution of 0.22 mmol of compound 1.5 in 1 mL of DMF. The resulting mixture was stirred 45C for 12 hours. The solvent was removed, and the residue was purified to give compound 1. 6 in 50-65% yield. Subsequently, compound 1.6 was hydrolyzed with LiOH (1.0 M aqueous, 0.5 mL) in THF (3 mL) for 2 hours. The rexaction mixture was then acidified with HCl (aqueous), extracted with ethyl acetate (50 mL), dried over anhydrous magnesium sulfate and concentrated to give compound 1 in quantitative yield NMR (400 MHz, CD3OD) : 8 7.91 (s, 1H), 7.75 (d, J= 8.0 Hz, 1H), 7.67 (s, 3H), 7.36 (d, J= 8. 0 HZ, 1H), 7.13 (s, 1H), 6.96 (s, 1H), 5.01 (t, J= 6.8 Hz, 1H), 4.68 and 4.89 (m, 2H), 3.85 (d, J= 6. 8 Hz, 2H), 3.70 and 4.02 (m, 2H), 2.93 (m, 2H) ppm; ESI-MS (m/z) : (milz 586.10.

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

Reference£º
Patent; SUNESIS PHARMACEUTICALS, INC.; WO2005/44817; (2005); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem