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Ammonia methanol → 1-Piperidinecarboxylic acid, 4-(aminomethyl)-4-[(phenylmethoxy)methyl]-, 1,1-dimethylethyl ester

HRID 1748308
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반응식

HRID 1748308 반응식
[CH2:1]([O:8][CH2:9][C:10]1([C:23]#[N:24])[CH2:15][CH2:14][N:13]([C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[CH2:12][CH2:11]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CO.N>[Ni].CO>[NH2:24][CH2:23][C:10]1([CH2:9][O:8][CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)[CH2:15][CH2:14][N:13]([C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[CH2:12][CH2:11]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 21705897Ammonia methanolHCID 53485182tert-Butyl 4-[(benzyloxy)methyl]-4-cyanopiperidine-1-carboxylate

생성물 1

HCID 672364511-Piperidinecarboxylic acid, 4-(aminomethyl)-4-[(phenylmethoxy)methyl]-, 1,1-dimethylethyl ester수율 79%

시약·촉매·용매 2

HCID 935Nickel촉매HCID 887Methanol용매

실험 절차

To a slurry of Raney nickel (1 g, 10% w/w) in methanol are added tert-butyl 4-[(benzyloxy)methyl]-4-cyanopiperidine-1-carboxylate (10 g, 30.3 mmol) and methanol/NH3 (1 mL). The reaction mixture is stirred at room temperature under 60 psi of H2 for 16 h. Then the reaction mixture is filtered through a pad of Celite and the filtrate is concentrated to afford the title compound (8 g, 79%) as a colorless liquid.

후처리

  1. filtrationThen the reaction mixture is filtered through a pad of Celite
  2. concentrationthe filtrate is concentrated

출처 및 근거

ORD 기록
ord-85d246bceeda43b5ba7db3ab09b45401
출처 데이터셋
uspto-grants-2015_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09150577B2

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