Tert-butyl 4-(4-cyanophenyl)-3,6-dihydropyridine-1(2h)-carboxylate → Tert-butyl 4-(4-cyanophenyl)piperidine-1-carboxylate

HRID 541181노트

반응식

HRID 541181 반응식
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH2:14][CH2:13][N:12]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH2:11][CH:10]=2)=[CH:5][CH:4]=1)#[N:2]>C(OCC)(=O)C>[C:1]([C:3]1[CH:4]=[CH:5][C:6]([CH:9]2[CH2:10][CH2:11][N:12]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH2:13][CH2:14]2)=[CH:7][CH:8]=1)#[N:2]

참가 물질

3

반응물 1

HCID 11289112Tert-butyl 4-(4-cyanophenyl)-3,6-dihydropyridine-1(2h)-carboxylate2회

생성물 1

HCID 22492960Tert-butyl 4-(4-cyanophenyl)piperidine-1-carboxylate수율 40%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

Around-bottom flask, containing a solution of tert-butyl 4-(4-cyanophenyl)-5,6-dihydropyridine-1(2H)-carboxylate (compound 1.3, 500 mg, 1.76 mmol, 1.00 equiv) in ethyl acetate (20 mL) was purged with nitrogen gas. To the solution was then added palladium on carbon (0.1 g, 10%, 60% water) and the flask was then further purged with nitrogen. The atmosphere was then changed to hydrogen and the mixture was stirred overnight at room temperature. After purging the system with nitrogen, the solids were removed by filtration and the filtrate was concentrated under reduced pressure to yield 0.2 g (40%) of the title compound as a yellow oil.

후처리

  1. customwas purged with nitrogen gas
  2. customadded palladium on carbon (0.1 g, 10%, 60% water) and the flask was then further purged with nitrogen
  3. customAfter purging the system with nitrogen
  4. customthe solids were removed by filtration
  5. concentrationthe filtrate was concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-4e715233ceeb4f438add9eabb4fa59bb
출처 데이터셋
uspto-grants-2014_10
특허 번호
US08871790B2

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