Ammonium formate → Tert-butyl 4-(2-cyanophenyl)piperidine-1-carboxylate

HRID 238268

반응식

HRID 238268 반응식
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH:12]=[C:11]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[C:20]#[N:21])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C([O-])=O.[NH4+]>[Pd].O>[C:1]([O:5][C:6]([N:8]1[CH2:9][CH2:10][CH:11]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[C:20]#[N:21])[CH2:12][CH2:13]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

참가 물질

5

반응물 2

HCID 2723923Ammonium formateHCID 18326592tert-butyl 4-(2-cyanophenyl)-5,6-dihydropyridine-1(2H)-carboxylate

생성물 1

HCID 18326585Tert-butyl 4-(2-cyanophenyl)piperidine-1-carboxylate수율 74.5%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 962Water용매

실험 절차

4-(2-Cyano-phenyl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester (0.2 g) was dissolved in IMS (15 mL) and palladium on carbon (10%; 0.08 g) in water (0.5 mL) was added. Ammonium formate (0.3 g) was added and the mixture heated at reflux for 0.5 hour. The mixture was allowed to cool, filtered and the solvent removed by evaporation to give the title compound as a clear colourless oil (0.15 g). LCMS m/z 287.3[M+H]+. R.T.=4.63 min (Analytical Method 4).

후처리

  1. temperaturethe mixture heated
  2. temperatureat reflux for 0.5 hour
  3. temperatureto cool
  4. filtrationfiltered
  5. customthe solvent removed by evaporation

출처 및 근거

ORD 기록
ord-6c6b8b24a291417584e13c73563824ae
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08642621B2

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