Ammonia → 4-(3-Aminopropyl)-4-cyclohexylpiperidine-1-carboxylic acid tert-butyl ester

HRID 1795175노트

반응식

HRID 1795175 반응식
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][C:11]([CH:20]=[CH:21][C:22]#[N:23])([CH:14]2[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].N>CO.[Ni]>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][C:11]([CH2:20][CH2:21][CH2:22][NH2:23])([CH:14]2[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19]2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

참가 물질

5

반응물 2

HCID 222AmmoniaHCID 695970864-(2-Cyanovinyl)-4-cyclohexylpiperidine-1-carboxylic acid tert-butyl ester

생성물 1

HCID 210237744-(3-Aminopropyl)-4-cyclohexylpiperidine-1-carboxylic acid tert-butyl ester

시약·촉매·용매 2

HCID 935Nickel촉매HCID 887Methanol용매

실험 절차

To a solution of 4-(2-cyanovinyl)-4-cyclohexylpiperidine-1-carboxylic acid tert-butyl ester, 14, (800 mg, 2.35 mmol) in MeOH (33 mL) is added ammonia (16 mL) and Raney Ni (50 mg). The reaction mixture is degassed with nitrogen, purged with hydrogen gas and shaken under an atmosphere of hydrogen (45 psi) on a standard hydrogenation apparatus at room temperature for 6 hours. The reaction solution is filtered to remove the catalyst and the solvent removed in vacuo to afford the desired product was obtained as a colorless, sticky oil in quantitative yield.

후처리

  1. customThe reaction mixture is degassed with nitrogen
  2. custompurged with hydrogen gas
  3. filtrationThe reaction solution is filtered
  4. customto remove the catalyst
  5. customthe solvent removed in vacuo

출처 및 근거

ORD 기록
ord-6d37f3a415b64af89315f71cd3701724
출처 데이터셋
uspto-grants-2006_04
특허 번호
US07026335B2

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