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 1966779ノート

反応式

HRID 1966779 の反応式
[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]

参加物

5

反応物 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

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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)

後処理

  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

出典と根拠

ORDレコード
ord-9accef7ca1eb4f4aa9a530f69394f5f5
出典データセット
uspto-grants-2013_04
特許番号
US08420655B2

反応ノート

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