Hydrochloric Acid → 5-Fluoro-3-(7H-furo[3,4-b]pyridin-5-ylidene)-1,3-dihydro-indol-2-one

온도

90 °C

A solution of 5-fluoro-1,3-dihydro-indol-2-one (453 mg, 3.0 mmol.) in THF (3 mL) is placed under an Argon atmosphere and cooled in an ice bath. A solution of lithium bis(trimethylsilyl)amide (6.0 mL of a 1M in THF, 6.0 mmol, 3 eq.) is added slowly at 0° C. and the resulting solution is stirred for 10 min. The ice-bath is removed and a solution of 7H-furo[3,4-b]pyridin-5-one (270 mg, 2.0 mmol) in THF (6 mL) is added dropwise to the reaction mixture. The resulting solution is stirred at room temperature for 4 h and poured into a 10% aqueous HCl solution (50 mL). After 10 min at room temperature, the reaction is heated to ˜90° C. for 45 min. and then let stir at room temperature for 36 h. The solid which forms is collected by filtration and washed sequentially with MeOH, EtOAc, Et2O (3×5 mL) and dried under vacuum to give the title compound (200 mg, 37%).

1. temperaturecooled in an ice bath
2. customThe ice-bath is removed
3. stirringThe resulting solution is stirred at room temperature for 4 h
4. waitAfter 10 min at room temperature
5. stirringlet stir at room temperature for 36 h
6. filtrationThe solid which forms is collected by filtration
7. washwashed sequentially with MeOH, EtOAc, Et2O (3×5 mL)
8. customdried under vacuum

ORD 기록

ord-19f8166038174dcaa6891484992c2126

출처 데이터셋

uspto-grants-2013_06

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US08455535B2