Phenyl chloroformate → HCID 67295418、化合物

反応式

Cl[C:2]([O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:3].[CH3:11][S:12][C:13]1[C:14]([N:26]2[CH2:31][CH2:30][O:29][CH2:28][CH2:27]2)=[N:15][C:16]([C:19]2[CH:24]=[CH:23][C:22]([NH2:25])=[CH:21][CH:20]=2)=[N:17][CH:18]=1.C([O-])(O)=O.[Na+]>C(#N)C>[CH3:11][S:12][C:13]1[C:14]([N:26]2[CH2:31][CH2:30][O:29][CH2:28][CH2:27]2)=[N:15][C:16]([C:19]2[CH:24]=[CH:23][C:22]([NH:25][C:2](=[O:3])[O:4][C:5]3[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=3)=[CH:21][CH:20]=2)=[N:17][CH:18]=1

参加物

実験手順

The phenyl chloroformate (0.84 ml, 6.68 mmole, 2.5 eq) was added to a mixture of 4-(5-(methylthio)-4morpholinopyrimidin-2-yl)benzeneamine (0.84 g, 2.18 mmole, 1 eq), NaHCO3(aq) (1M, 6.3 ml, 6.3 mmole 2.2 eq) and ACN (13 ml) at 0□. The reaction mixture was stirred for 8 hrs and then dried. The reaction mixture was partitioned between EA and water, the organic layer was washed with brine, dried over MgSO4, filtered and evaporated in vacuo. The resulting residue was purified by flash chromatography on silica gel (Hexane/EtOAc 2:1) to give a yellow solid (80%).