Hydrochloric Acid → 3-[4-(2,2-dimethylpropyl)-1H-imidazol-2-yl]-1,1-difluoro-2-[4-(1-methyl-1H-pyrazol-5-yl)phenyl]propan-2-ol

HRID 216365노트

반응식

HRID 216365 반응식
Cl.[CH3:2][C:3]([CH3:48])([CH3:47])[CH2:4][C:5]1[N:6]=[C:7]([CH2:29][C:30]([C:35]2[CH:40]=[CH:39][C:38]([C:41]3[N:45]([CH3:46])[N:44]=[CH:43][CH:42]=3)=[CH:37][CH:36]=2)([OH:34])[CH:31]([F:33])[F:32])[N:8](C(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[CH:9]=1>CO>[CH3:2][C:3]([CH3:48])([CH3:47])[CH2:4][C:5]1[N:6]=[C:7]([CH2:29][C:30]([C:35]2[CH:40]=[CH:39][C:38]([C:41]3[N:45]([CH3:46])[N:44]=[CH:43][CH:42]=3)=[CH:37][CH:36]=2)([OH:34])[CH:31]([F:32])[F:33])[NH:8][CH:9]=1

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 686681093-[4-(2,2-dimethylpropyl)-1-trityl-1H-imidazol-2-yl]-1,1-difluoro-2-[4-(1-methyl-1H-pyrazol-5-yl)phenyl]propan-2-ol

생성물 1

HCID 1784817853-[4-(2,2-dimethylpropyl)-1H-imidazol-2-yl]-1,1-difluoro-2-[4-(1-methyl-1H-pyrazol-5-yl)phenyl]propan-2-ol

시약·촉매·용매 1

HCID 887Methanol용매

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온도
70 °C

실험 절차

Hydrogen chloride (4 M in 1,4-dioxane) (1 mL, 0.25 mmol) was added to an ambient temperature solution of 3-[4-(2,2-dimethylpropyl)-1-trityl-1H-imidazol-2-yl]-1,1-difluoro-2-[4-(1-methyl-1H-pyrazol-5-yl)phenyl]propan-2-ol (30 mg, 0.05 mmol) in methanol (1 mL). After stirring at 70° C. for 1 h, volatiles were removed in vacuo. The residue was partitioned between diethyl ether and 1 N hydrochloric acid. The aqueous phase was washed with diethyl ether, basified with 2.5 N aqueous sodium hydroxide and extracted with ethyl acetate. Combined extracts were washed with brine, dried (sodium sulfate) and concentrated in vacuo to afford the title compound. 1H NMR (500 MHz, CD3OD) δ 7.58 (d, J=8.0 Hz, 2H), 7.46 (d, J=1.5 Hz, 1H), 7.39 (d, J=8.0 Hz, 2H), 6.51 (s, 1H), 6.30 (d, J=1.5 Hz, 1H), 5.98 (t, J=55.7 Hz, 1H), 3.81 (s, 3H), 3.42-3.28 (m, 2H), 2.31 (s, 2H), 0.76 (s, 9H).

후처리

  1. customvolatiles were removed in vacuo
  2. customThe residue was partitioned between diethyl ether and 1 N hydrochloric acid
  3. washThe aqueous phase was washed with diethyl ether
  4. extractionextracted with ethyl acetate
  5. washCombined extracts were washed with brine
  6. dry with materialdried (sodium sulfate)
  7. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-4fa15cefcd784cfc8503421c48964d7e
출처 데이터셋
uspto-grants-2012_06
특허 번호
US08193228B2

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