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5-[1-tert-Butyl-2-(2-1,2,4-triazol-1-yl-5-vinyl-phenyl)-1H-benzimidazol-5-yl]-pyrimidin-2-ylamine → 5-[1-tert-Butyl-2-(5-ethyl-2-1,2,4-triazol-1-yl-phenyl)-1H-benzimidazol-5-yl]-pyrimidin-2-ylamine

HRID 1966673
ノート
印刷プレビュー

反応式

HRID 1966673 の反応式
[C:1]([N:5]1[C:9]2[CH:10]=[CH:11][C:12]([C:14]3[CH:15]=[N:16][C:17]([NH2:20])=[N:18][CH:19]=3)=[CH:13][C:8]=2[N:7]=[C:6]1[C:21]1[CH:26]=[C:25]([CH:27]=[CH2:28])[CH:24]=[CH:23][C:22]=1[N:29]1[CH:33]=[N:32][CH:31]=[N:30]1)([CH3:4])([CH3:3])[CH3:2]>CCO.[Pd]>[C:1]([N:5]1[C:9]2[CH:10]=[CH:11][C:12]([C:14]3[CH:15]=[N:16][C:17]([NH2:20])=[N:18][CH:19]=3)=[CH:13][C:8]=2[N:7]=[C:6]1[C:21]1[CH:26]=[C:25]([CH2:27][CH3:28])[CH:24]=[CH:23][C:22]=1[N:29]1[CH:33]=[N:32][CH:31]=[N:30]1)([CH3:2])([CH3:3])[CH3:4]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 1

HCID 532373775-[1-tert-Butyl-2-(2-1,2,4-triazol-1-yl-5-vinyl-phenyl)-1H-benzimidazol-5-yl]-pyrimidin-2-ylamine

生成物 1

HCID 532376105-[1-tert-Butyl-2-(5-ethyl-2-1,2,4-triazol-1-yl-phenyl)-1H-benzimidazol-5-yl]-pyrimidin-2-ylamine収率 31%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 702Ethanol溶媒

実験手順

To a solution of 5-[1-tert-butyl-2-(2-1,2,4-triazol-1-yl-5-vinyl-phenyl)-1H-benzimidazol-5-yl]-pyrimidin-2-ylamine (100 mg, 0.23 mmol) in EtOH (5 mL) is added 10% Pd/C (10 mg) at room temperature. The reaction vessel is de-gased and is filled with H2 using a balloon. The mixture is stirred at the same temperature for 12 hours. The mixture is filtered and the filtrate is concentrated. The residue is purified by silica gel flash column chromatography eluting with 10% MeOH in CH2Cl2 to afford the title compound (31 mg, 31%) as a pale brown foam. LCMS (ESMS): m/z 439.73 (M++1)

後処理

  1. customThe reaction vessel is de-gased
  2. additionis filled with H2 using a balloon
  3. filtrationThe mixture is filtered
  4. concentrationthe filtrate is concentrated
  5. customThe residue is purified by silica gel flash column chromatography
  6. washeluting with 10% MeOH in CH2Cl2

出典と根拠

ORDレコード
ord-e75ed961211447e988845bca12ddf247
出典データセット
uspto-grants-2013_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08420655B2

反応ノート

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