Sodium cyanoborohydride → N4-(1-(2-(1H-Imidazol-1-yl)benzyl)piperidin-4-yl)-N2-(3-(diethylamino)propyl)quinazoline-2,4-diamine
反応式
[CH2:1]([N:3]([CH2:25][CH3:26])[CH2:4][CH2:5][CH2:6][NH:7][C:8]1[N:17]=[C:16]([NH:18][CH:19]2[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]2)[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[N:9]=1)[CH3:2].CN(C)C[CH2:30][CH2:31][NH:32][C:33]1N=[C:41](NC2CCNCC2)[C:40]2[C:35](=[CH:36][CH:37]=[CH:38][CH:39]=2)[N:34]=1.N1(C2C=CC=CC=2C=O)C=CN=C1.[BH3-]C#N.[Na+]>CO.[Cl-].[Cl-].[Zn+2]>[N:34]1([C:35]2[CH:36]=[CH:37][CH:38]=[CH:39][C:40]=2[CH2:41][N:22]2[CH2:23][CH2:24][CH:19]([NH:18][C:16]3[C:15]4[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=4)[N:9]=[C:8]([NH:7][CH2:6][CH2:5][CH2:4][N:3]([CH2:1][CH3:2])[CH2:25][CH3:26])[N:17]=3)[CH2:20][CH2:21]2)[CH:30]=[CH:31][N:32]=[CH:33]1参加物
7
反応物 4
生成物 1
試薬・触媒・溶媒 2
実験手順
To a solution of 57 mg (0.160 mmol) N2-(3-(diethylamino)propyl)-N4-(piperidin-4-yl)quinazoline-2,4-diamine (prepared analogously to Compound 129) and 2-(1H-imidazol-1-yl)benzaldehyde (28 mg, 0.160 mmol) in MeOH (1 ml) was added NaCNBH3 (10 mg, 0.160 mmol) and ZnCl2 (11 mg, 0.08 mmol), The solution was stirred at room temperature overnight. Solvent was removed under reduced pressure. The crude product was purified by silica gel chromatography using 5% NH3 ca. 7 N MeOH in CH2Cl2 and 90% CH2Cl2 solution as eluent to produce the title compound as a brown oil.
後処理
- customSolvent was removed under reduced pressure
- customThe crude product was purified by silica gel chromatography
出典と根拠
- ORDレコード
- ord-6800b49fd2fd48acb30e628063aa796a
- 出典データセット
- uspto-grants-2012_06
- 特許番号
- US08193203B2
反応ノート
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