Ethanol → 3-[5-(2-Amino-pyrimidin-5-yl)-1-tert-butyl-1H-benzimidazol-2-yl]-4-1,2,4-triazol-1-yl-benzoic acid

HRID 1966746노트

반응식

HRID 1966746 반응식
[NH2:1][C:2]1[N:7]=[CH:6][C:5]([C:8]2[CH:33]=[CH:32][C:11]3[N:12]([C:28]([CH3:31])([CH3:30])[CH3:29])[C:13]([C:15]4[CH:16]=C([CH:20]=[CH:21][C:22]=4[N:23]4[CH:27]=[N:26][CH:25]=[N:24]4)C#N)=[N:14][C:10]=3[CH:9]=2)=[CH:4][N:3]=1.[OH-:34].[K+].[CH3:36][CH2:37][OH:38]>O>[NH2:1][C:2]1[N:7]=[CH:6][C:5]([C:8]2[CH:33]=[CH:32][C:11]3[N:12]([C:28]([CH3:31])([CH3:30])[CH3:29])[C:13]([C:15]4[CH:16]=[C:36]([CH:20]=[CH:21][C:22]=4[N:23]4[CH:27]=[N:26][CH:25]=[N:24]4)[C:37]([OH:34])=[O:38])=[N:14][C:10]=3[CH:9]=2)=[CH:4][N:3]=1

참가 물질

5

반응물 3

HCID 702EthanolHCID 14797Potassium HydroxideHCID 532376053-[5-(2-Amino-pyrimidin-5-yl)-1-tert-butyl-1H-benzimidazol-2-yl]-4-1,2,4-triazol-1-yl-benzonitrile

생성물 1

HCID 585419673-[5-(2-Amino-pyrimidin-5-yl)-1-tert-butyl-1H-benzimidazol-2-yl]-4-1,2,4-triazol-1-yl-benzoic acid

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
80 °C

실험 절차

To a mixture of 3-[5-(2-amino-pyrimidin-5-yl)-1-tert-butyl-1H-benzimidazol-2-yl]-4-1,2,4-triazol-1-yl-benzonitrile (Example 7) (400 mg, 0.92 mmol) in EtOH (10 mL) is added KOH (103 mg, 1.8 mmol) in H2O (1 mL) at room temperature. The mixture is heated to 80° C. for 48 hours. The solution is cooled down and is concentrated under vacuum. The residue is dissolved in H2O (10 mL) and the pH of the solution is adjusted to 6 with 2M HCl solution. The white solid that precipitates out from the solution is collected by filtration. The white solid is dried under vacuum providing the title compound. LCMS (ESMS): m/z 455.20 (M++1)

후처리

  1. temperatureThe solution is cooled down
  2. concentrationis concentrated under vacuum
  3. dissolutionThe residue is dissolved in H2O (10 mL)
  4. customThe white solid that precipitates out from the solution
  5. filtrationis collected by filtration
  6. customThe white solid is dried under vacuum

출처 및 근거

ORD 기록
ord-354e54afbd2d4a1c9f4d849a813b6673
출처 데이터셋
uspto-grants-2013_04
특허 번호
US08420655B2

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