Sodium cyanoborohydride → (S)-5-Chloro-3-(5-(2-methyl-4-(oxetan-3-yl)piperazin-1-yl)pyridin-2-ylamino)pyridin-2(1H)-one

温度

30 °C

To a solution of 138b (1.0 g, 3.1 mmol) in methanol (35 mL) was added oxetan-3-one (669.6 mg, 9.3 mmol), NaBH3CN (585.9 mg, 9.3 mmol), and ZnCl2 (1.26 g, 9.3 mmol). The reaction was stirred at 30° C. for 2 h. The mixture was evaporated under reduced pressure and the residue diluted with water (20 mL). It was then extracted with dichloromethane (3×30 mL). The combined dichloromethane extract was concentrated under reduced pressure and the residue was purified by silica-gel column chromatography eluting with 40:1 ethyl acetate/methanol to afford 138c (291 mg, 25%) as a red solid. MS-ESI: [M+H]+ 376.3

1. customThe mixture was evaporated under reduced pressure
2. additionthe residue diluted with water (20 mL)
3. extractionIt was then extracted with dichloromethane (3×30 mL)
4. extractionThe combined dichloromethane extract
5. concentrationwas concentrated under reduced pressure
6. customthe residue was purified by silica-gel column chromatography
7. washeluting with 40:1 ethyl acetate/methanol

ORDレコード

ord-dc40d0b509d448d79b000d9e0fae5f3d

出典データセット

uspto-grants-2014_03

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08669251B2