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

HRID 238268

反応式

HRID 238268 の反応式
[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]

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 962Water溶媒

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-6c6b8b24a291417584e13c73563824ae
出典データセット
uspto-grants-2014_02
特許番号
US08642621B2

関連ノート

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