tert-butyl 4-(1-methyl-1H-imidazol-2-yl)-3,6-dihydropyridine-1(2H)-carboxylate → Tert-butyl 4-(1-methyl-1H-imidazol-2-yl)piperidine-1-carboxylate

HRID 1910394노트

반응식

HRID 1910394 반응식
[CH3:1][N:2]1[CH:6]=[CH:5][N:4]=[C:3]1[C:7]1[CH2:8][CH2:9][N:10]([C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])[CH2:11][CH:12]=1>CO.[Pd]>[CH3:1][N:2]1[CH:6]=[CH:5][N:4]=[C:3]1[CH:7]1[CH2:12][CH2:11][N:10]([C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])[CH2:9][CH2:8]1

참가 물질

4

반응물 1

HCID 68598207tert-butyl 4-(1-methyl-1H-imidazol-2-yl)-3,6-dihydropyridine-1(2H)-carboxylate

생성물 1

HCID 23084145Tert-butyl 4-(1-methyl-1H-imidazol-2-yl)piperidine-1-carboxylate수율 32.9%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

To a solution of tert-butyl 4-(1-methyl-1H-imidazol-2-yl)-3,6-dihydropyridine-1(2H)-carboxylate (398 mg) in MeOH (4.0 ml) was added 5% Pd/C (wet; 40 mg) and the mixture was stirred at room temperature for 7 hours under hydrogen atmosphere (1 atm). After removal of Pd/C with cerite, the filtrate was concentrated in vacuo. The resultant residue was purified by silica gel column (n-hexane:EtOAc=80:20 to EtOAc only) to give tert-butyl 4-(1-methyl-1H-imidazol-2-yl)piperidine-1-carboxylate (132 mg) as a colorless oil.

후처리

  1. customAfter removal of Pd/C with cerite, the filtrate
  2. concentrationwas concentrated in vacuo
  3. customThe resultant residue was purified by silica gel column (n-hexane

출처 및 근거

ORD 기록
ord-ac6b4f827b0c43d397d22a3a4a6f7bc0
출처 데이터셋
uspto-grants-2013_12
특허 번호
US08603975B2

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