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

HRID 216322

反応式

HRID 216322 の反応式
[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]

参加物

5

反応物 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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-b7aae145552f46dca8e008e9f0d81512
出典データセット
uspto-grants-2012_06
特許番号
US08193228B2

関連ノート

読み込み中…