Triethylamine → (7R,8aS)-N-(2-chloro-5-cyanopyrimidin-4-yl)-octahydro-5,5-dimethylindolizin-7-amine

To a mixture of (7R,8aS)—N-(5-aminocarbonyl-2-chloropyrimidin-4-yl)-octahydro-5,5-dimethylindolizin-7-amine (1.3 g) and triethylamine (1.72 mL) in THF (50 mL) was added trifluoroacetic anhydride (1.33 mL) at −78° C. After stifling for 2 h, the reaction was quenched with ice (150 mL). The aqueous solution was extracted with EtOAc (6×150 mL). The organic layers were evaporated under vacuum and the residue was purified by CombiFlash chromatography on silica gel (2N NH3 in MeOH/CH2Cl2=0-20%) to give the desired product (1.1 g, 89%).

1. customthe reaction was quenched with ice (150 mL)
2. extractionThe aqueous solution was extracted with EtOAc (6×150 mL)
3. customThe organic layers were evaporated under vacuum
4. customthe residue was purified by CombiFlash chromatography on silica gel (2N NH3 in MeOH/CH2Cl2=0-20%)

ORDレコード

ord-154f78aac52948a684a29831b0bc5d8c

出典データセット

uspto-grants-2015_10

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US09169249B2