Pyridine, hydrofluoride (1:1) → 4-(2-Fluoro-1,2-dimethylpropyl)-2-methyl-1-trityl-1h-imidazole

HRID 216322

반응식

HRID 216322 반응식
[CH3:1][C:2](C)([CH3:30])[CH:3]([C:5]1[N:6]=[C:7]([CH3:29])[N:8]([C:10]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:9]=1)O.[CH:32]1C=CN=CC=1.[FH:38].[Si](C(O)C)(C)(C)C>C(Cl)Cl>[F:38][C:2]([CH3:1])([CH3:30])[CH:3]([C:5]1[N:6]=[C:7]([CH3:29])[N:8]([C:10]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)([C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)[C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH:9]=1)[CH3:32]

참가 물질

5

반응물 3

HCID 64774Pyridine, hydrofluoride (1:1)HCID 124478981-(Trimethylsilyl)ethanolHCID 686681432,2-dimethyl-1-(2-methyl-1-trityl-1H-imidazol-4-yl)propan-1-ol

생성물 1

HCID 591619854-(2-Fluoro-1,2-dimethylpropyl)-2-methyl-1-trityl-1h-imidazole

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

2,2-Dimethyl-1-(2-methyl-1-trityl-1H-imidazol-4-yl)propan-1-ol (200 mg, 0.49 mmol) in a minimal volume of methylene chloride was added to HF-pyridine (2 mL) at 0° C. After stirring at ambient temperature overnight, the reaction was added dropwise to TMS-ethanol and partitioned between ethyl acetate and saturated aqueous sodium bicarbonate. Organic phase was washed with brine, dried (sodium sulfate) and concentrated in vacuo. Chromatography over silica eluting with 10-70% ethyl acetate/hexane afforded the title compound.

후처리

  1. custompartitioned between ethyl acetate and saturated aqueous sodium bicarbonate
  2. washOrganic phase was washed with brine
  3. dry with materialdried (sodium sulfate)
  4. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-b7aae145552f46dca8e008e9f0d81512
출처 데이터셋
uspto-grants-2012_06
특허 번호
US08193228B2

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