Methyl iodide → tert-butyl 4-methoxy-4-(1-methyl-1H-imidazol-2-yl)piperidine-1-carboxylate

HRID 1910391노트

반응식

HRID 1910391 반응식
[OH:1][C:2]1([C:15]2[N:16]([CH3:20])[CH:17]=[CH:18][N:19]=2)[CH2:7][CH2:6][N:5]([C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])[CH2:4][CH2:3]1.[H-].[Na+].[CH3:23]I>CN(C=O)C>[CH3:23][O:1][C:2]1([C:15]2[N:16]([CH3:20])[CH:17]=[CH:18][N:19]=2)[CH2:7][CH2:6][N:5]([C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])[CH2:4][CH2:3]1

참가 물질

5

반응물 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 68570244tert-butyl 4-hydroxy-4-(1-methyl-1H-imidazol-2-yl)piperidine-1-carboxylate

생성물 1

HCID 68570558tert-butyl 4-methoxy-4-(1-methyl-1H-imidazol-2-yl)piperidine-1-carboxylate

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of tert-butyl 4-hydroxy-4-(1-methyl-1H-imidazol-2-yl)piperidine-1-carboxylate (300 mg) in DMF (3 ml) was added NaH (60% dispersion in mineral oil; 77 mg) and MeI (120 μl) under ice bath cooling, and the mixture was stirred at room temperature for 2 hours. The reaction mixture was extracted with EtOAc and was washed with water and brine, and was dried over MgSO4. Solvent was removed in vacuo, and the residue was purified by silica gel column (n-hexane:EtOAc=50:50 to EtOAc only) to give tert-butyl 4-methoxy-4-(1-methyl-1H-imidazol-2-yl)piperidine-1-carboxylate (182 mg) as a colorless oil.

후처리

  1. temperaturecooling
  2. extractionThe reaction mixture was extracted with EtOAc
  3. washwas washed with water and brine
  4. dry with materialwas dried over MgSO4
  5. customSolvent was removed in vacuo
  6. customthe residue was purified by silica gel column (n-hexane

출처 및 근거

ORD 기록
ord-4222368124444b94aef5b14bcca463d9
출처 데이터셋
uspto-grants-2013_12
특허 번호
US08603975B2

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