(2-Bromoethyl)cyclohexane → 3-(2-aminoquinazolin-6-yl)-1-(2-cyclohexylethyl)-4-methylpyridin-2(1H)-one

반응식

[NH2:1][C:2]1[N:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:12]3[C:13](=[O:19])[NH:14][CH:15]=[CH:16][C:17]=3[CH3:18])[CH:8]=2)[N:3]=1.CC(C)([O-])C.[Na+].Br[CH2:27][CH2:28][CH:29]1[CH2:34][CH2:33][CH2:32][CH2:31][CH2:30]1>CN(C=O)C>[NH2:1][C:2]1[N:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:12]3[C:13](=[O:19])[N:14]([CH2:27][CH2:28][CH:29]4[CH2:34][CH2:33][CH2:32][CH2:31][CH2:30]4)[CH:15]=[CH:16][C:17]=3[CH3:18])[CH:8]=2)[N:3]=1

참가 물질

실험 절차

To a solution of 3-(2-aminoquinazolin-6-yl)-4-methylpyridin-2(1H)-one (103 mg, 408 μmol, Example 1, step 3) in DMF in a sealed tube was added sodium tert-butoxide (58.9 mg, 612 μmol). The mixture was stirred at RT for 5 min and turned from clear yellow to a suspension of yellow solids. 1-bromo-2-cyclohexylethane (76.7 μl, 490 μmol) was then added and the resulting mixture was heated to 70° C. over the weekend. Reaction was cooled to RT and was quenched with Sat'd NH4Cl and extracted with DCM. Purification by prep plate TLC (10% MeOH/DCM) produced the title compound as an off white solid. M+H=363.2.