反应详情

Methylamine hydrochloride (68 mg, 1.0 mmol) was added to a solution of 8-fluoro-3-oxo-4-(2-oxoethyl)-3,4-dihydro-2H-quinoxaline-1-carboxylic acid 2-methyl-4-(2,3,4,5-tetrahydrobenzo[b]azepine-1-carbonyl)benzylamide from Example 10 (53 mg, 0.1 mmol) in methanol (4.0 ml) then the mixture was cooled in an ice/water bath. Diisopropylethylamine (185 μl, 1.0 mmol) was added and the mixture was stirred for 20 mins. Acetic acid (0.40 ml) and sodium cyanoborohydride (6.3 mg, 0.1 mmol) were added and the mixture was allowed to warm to room temperature. The mixture was stirred for 3 h, diluted with toluene and evaporated in vacuo. The residue was partitioned between EtOAc and saturated sodium hydrogen carbonate solution and separated. The organic phase was washed with brine, dried and evaporated in vacuo. The residue was purified by flash chromatography on silica (eluant dichloromethane:methanol:triethylamine 95:4:1) to give a white solid; yield 22 mg, 41%.

1. temperaturethe mixture was cooled in an ice/water bath
2. stirringThe mixture was stirred for 3 h
3. customevaporated in vacuo
4. customThe residue was partitioned between EtOAc and saturated sodium hydrogen carbonate solution
5. customseparated
6. washThe organic phase was washed with brine
7. customdried
8. customevaporated in vacuo
9. customThe residue was purified by flash chromatography on silica (eluant dichloromethane:methanol:triethylamine 95:4:1)
10. customto give a white solid