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2-(1H-pyrrol-1-yl)benzaldehyde → N4-(1-(2-(1H-Pyrrol-1-yl)benzyl)piperidin-4-yl)-N2-(3-(dimethylamino)propyl)quinazoline-2,4-diamine

HRID 215922
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HRID 215922 반응식
[CH3:1][N:2]([CH3:24])[CH2:3][CH2:4][CH2:5][NH:6][C:7]1[N:16]=[C:15]([NH:17][CH:18]2[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]2)[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[N:8]=1.[N:25]1([C:30]2[CH:37]=[CH:36][CH:35]=[CH:34][C:31]=2[CH:32]=O)[CH:29]=[CH:28][CH:27]=[CH:26]1.[BH3-]C#N.[Na+]>CO.[Cl-].[Cl-].[Zn+2]>[N:25]1([C:30]2[CH:37]=[CH:36][CH:35]=[CH:34][C:31]=2[CH2:32][N:21]2[CH2:20][CH2:19][CH:18]([NH:17][C:15]3[C:14]4[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=4)[N:8]=[C:7]([NH:6][CH2:5][CH2:4][CH2:3][N:2]([CH3:1])[CH3:24])[N:16]=3)[CH2:23][CH2:22]2)[CH:26]=[CH:27][CH:28]=[CH:29]1
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참가 물질

6

반응물 3

HCID 49612592-(1H-pyrrol-1-yl)benzaldehydeHCID 5003444Sodium cyanoborohydrideHCID 58006203N2-(3-(Dimethylamino)propyl)-N4-(piperidin-4-yl)quinazoline-2,4-diamine

생성물 1

HCID 58006247N4-(1-(2-(1H-Pyrrol-1-yl)benzyl)piperidin-4-yl)-N2-(3-(dimethylamino)propyl)quinazoline-2,4-diamine

시약·촉매·용매 2

HCID 3007855Zincchloride촉매
HCID 887Methanol용매

실험 절차

N2-(3-(Dimethylamino)propyl)-N4-(piperidin-4-yl)quinazoline-2,4-diamine (62 mg, 0.189 mmol), 2-(1H-pyrrol-1-yl)benzaldehyde (32 mg, 0.189 mmol), NaCNBH3 (12 mg, 0.190 mmol) and ZnCl2 (13 mg, 0.09 mmol) in MeOH (1 ml) was stirred at room temperature overnight. The solvent was removed under reduced pressure, and 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

  1. customThe solvent was removed under reduced pressure
  2. customthe crude product was purified by silica gel chromatography

출처 및 근거

ORD 기록
ord-5378b0a46d514d1dad5b383f27eb4f9c
출처 데이터셋
uspto-grants-2012_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08193203B2

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