Sodium cyanoborohydride → N4-(1-(2-(1H-Imidazol-1-yl)benzyl)piperidin-4-yl)-N2-(3-(diethylamino)propyl)quinazoline-2,4-diamine
반응식
[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]1참가 물질
7
반응물 4
생성물 1
시약·촉매·용매 2
실험 절차
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.
후처리
- customSolvent was removed under reduced pressure
- customThe crude product was purified by silica gel chromatography
출처 및 근거
- ORD 기록
- ord-6800b49fd2fd48acb30e628063aa796a
- 출처 데이터셋
- uspto-grants-2012_06
- 특허 번호
- US08193203B2
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