L-Proline → 5-[1-(1,1-dimethyl-propyl)-2-(2-1,2,4-triazol-1-yl-phenyl)-1H-benzimidazol-5-yl]-pyrimidin-2-ylamine

HRID 1966779노트

반응식

HRID 1966779 반응식
[NH2:1][C:2]1[N:7]=[CH:6][C:5]([C:8]2[CH:9]=[C:10]([NH2:20])[C:11]([NH:14][C:15]([CH3:19])([CH3:18])[CH2:16][CH3:17])=[CH:12][CH:13]=2)=[CH:4][N:3]=1.[N:21]1([C:26]2[CH:33]=[CH:32][CH:31]=[CH:30][C:27]=2[CH:28]=O)[CH:25]=[N:24][CH:23]=[N:22]1.N1CCC[C@H]1C(O)=O>CO>[CH3:18][C:15]([N:14]1[C:11]2[CH:12]=[CH:13][C:8]([C:5]3[CH:4]=[N:3][C:2]([NH2:1])=[N:7][CH:6]=3)=[CH:9][C:10]=2[N:20]=[C:28]1[C:27]1[CH:30]=[CH:31][CH:32]=[CH:33][C:26]=1[N:21]1[CH:25]=[N:24][CH:23]=[N:22]1)([CH3:19])[CH2:16][CH3:17]

참가 물질

5

반응물 3

HCID 145742L-ProlineHCID 35364462-(1H-1,2,4-Triazol-1-yl)benzaldehydeHCID 585419944-(2-amino-pyrimidin-5-yl)-N1-(1,1-dimethyl-propyl)-benzene-1,2-diamine

생성물 1

HCID 585419115-[1-(1,1-dimethyl-propyl)-2-(2-1,2,4-triazol-1-yl-phenyl)-1H-benzimidazol-5-yl]-pyrimidin-2-ylamine

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A reaction mixture of 4-(2-amino-pyrimidin-5-yl)-N1-(1,1-dimethyl-propyl)-benzene-1,2-diamine (130 mg, 0.48 mmol), 2-1,2,4-triazol-1-yl-benzaldehyde (110 mg, 0.64 mmol) and L-proline (5 mg) in MeOH (25 mL) is refluxed for 16 hours. The reaction mixture is allowed to cool to room temperature and is concentrated under reduced pressure. The residue is purified by silica gel flash column chromatography with 8% MeOH in CH2Cl2 as the eluent to afford 5-[1-(1,1-dimethyl-propyl)-2-(2-1,2,4-triazol-1-yl-phenyl)-1H-benzimidazol-5-yl]-pyrimidin-2-ylamine. LCMS (ESMS): m/z 425.20 (M++1)

후처리

  1. temperatureis refluxed for 16 hours
  2. concentrationis concentrated under reduced pressure
  3. customThe residue is purified by silica gel flash column chromatography with 8% MeOH in CH2Cl2 as the eluent

출처 및 근거

ORD 기록
ord-9accef7ca1eb4f4aa9a530f69394f5f5
출처 데이터셋
uspto-grants-2013_04
특허 번호
US08420655B2

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