1-Propanol, 3-amino-2,2-dimethyl- → 3-{4-[2-(4-Fluorophenyl)-8-isopropoxyimidazo[1,2-a]pyrazin-3-yl]-pyrimidin-2-ylamino}-2,2-dimethylpropan-1-ol

HRID 2233115노트

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HRID 2233115 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]3[C:15]([O:16][CH:17]([CH3:19])[CH3:18])=[N:14][CH:13]=[CH:12][N:11]3[C:20]=2[C:21]2[CH:26]=[CH:25][N:24]=[C:23](S(C)(=O)=O)[N:22]=2)=[CH:4][CH:3]=1.[NH2:31][CH2:32][C:33]([CH3:37])([CH3:36])[CH2:34][OH:35]>C(#N)C>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]3[C:15]([O:16][CH:17]([CH3:19])[CH3:18])=[N:14][CH:13]=[CH:12][N:11]3[C:20]=2[C:21]2[CH:26]=[CH:25][N:24]=[C:23]([NH:31][CH2:32][C:33]([CH3:37])([CH3:36])[CH2:34][OH:35])[N:22]=2)=[CH:4][CH:3]=1

참가 물질

4

반응물 2

HCID 1173261-Propanol, 3-amino-2,2-dimethyl-HCID 588695382-(4-Fluorophenyl)-8-isopropoxy-3-(2-methanesulfonylpyrimidin-4-yl)-imidazo[1,2-a]pyrazine

생성물 1

HCID 160504513-{4-[2-(4-Fluorophenyl)-8-isopropoxyimidazo[1,2-a]pyrazin-3-yl]-pyrimidin-2-ylamino}-2,2-dimethylpropan-1-ol수율 65.4%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

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온도
80 °C

실험 절차

A suspension of 2-(4-fluorophenyl)-8-isopropoxy-3-(2-methanesulfonylpyrimidin-4-yl)-imidazo[1,2-a]pyrazine (0.16 g, 0.37 mmol) and 3-amino-2,2-dimethylpropan-1-ol (TCI-US, 0.208 g, 0.74 mmol) in ACN (5 mL) was heated at about 80° C. overnight to give a clear solution. The reaction mixture was cooled to ambient temperature, the volatiles were evaporated, and the resulting residue was dissolved in DCM and washed with water. The organic phase was dried over MgSO4, filtered, and evaporated to give a white solid that was triturated with heptane to afford 0.109 g (64.7%) the title compound as a white solid: LC/MS (Table 1, Method g) Rt=3.01 min; MS m/z: 494.2 (M+H)+.

후처리

  1. customto give a clear solution
  2. temperatureThe reaction mixture was cooled to ambient temperature
  3. customthe volatiles were evaporated
  4. dissolutionthe resulting residue was dissolved in DCM
  5. washwashed with water
  6. dry with materialThe organic phase was dried over MgSO4
  7. filtrationfiltered
  8. customevaporated
  9. customto give a white solid
  10. customthat was triturated with heptane

출처 및 근거

ORD 기록
ord-ae0c9fe3293e4b8db6d421c13d94dfb3
출처 데이터셋
uspto-grants-2010_05
특허 번호
US07709468B2

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