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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
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HRID 1966673 반응식
[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]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 1

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

생성물 1

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

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

실험 절차

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)

후처리

  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

출처 및 근거

ORD 기록
ord-e75ed961211447e988845bca12ddf247
출처 데이터셋
uspto-grants-2013_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08420655B2

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