Cyclopropanol → (R)-4-{1-[6-(4-Fluoro-phenyl)-4-cyclopropoxy-pyrido[3,2-d]pyrimidin-2-ylamino]-ethyl}-benzenesulfonamide
反応式
N1([O:10][C:11]2[C:12]3[N:33]=[C:32]([C:34]4[CH:39]=[CH:38][C:37]([F:40])=[CH:36][CH:35]=4)[CH:31]=[CH:30][C:13]=3[N:14]=[C:15]([NH:17][C@@H:18]([C:20]3[CH:25]=[CH:24][C:23]([S:26]([NH2:29])(=[O:28])=[O:27])=[CH:22][CH:21]=3)[CH3:19])[N:16]=2)C2C=CC=CC=2N=N1.[CH:41]1(O)[CH2:43][CH2:42]1>COCCOC>[F:40][C:37]1[CH:38]=[CH:39][C:34]([C:32]2[CH:31]=[CH:30][C:13]3[N:14]=[C:15]([NH:17][C@@H:18]([C:20]4[CH:21]=[CH:22][C:23]([S:26]([NH2:29])(=[O:28])=[O:27])=[CH:24][CH:25]=4)[CH3:19])[N:16]=[C:11]([O:10][CH:41]4[CH2:43][CH2:42]4)[C:12]=3[N:33]=2)=[CH:35][CH:36]=1参加物
4
実験手順
A mixture of (R)-4-(1-(4-(1H-benzo[d][1, 2, 3]triazol-1-yloxy)-6-(4-fluorophenyl)pyrido[3,2-d]pyrimidin-2-ylamino)ethyl)benzenesulfonamide (80 mg), cyclopropanol (0.1 ml) and CsCO3 (94 mg) in DME (3 ml) was stirred at room temperature over the weekend. The reaction mixture was concentrated and purified by reverse phase HPLC (eluting with ACN/H2O+0.1% TFA) to give the title compound, which was characterized by its NMR and mass spectrum as follows: 1H NMR (CD3OD): d 0.83-1.04 (m, 4H), 1.66-1.70 (m, 3H). 4.50-4.58 (m, 1H), 5.40-5.49 (m, 1H), 7.19 (t, 2H), 7.61-7.88 (m, 4H), 7.99-8.02 (m, 1H), 8.08-8.13 (m, 2H), 8.30 (s, 1H); MS (m/z): 480.3 ([M+H]+, 100).