HCID 11596355、化合物 → HCID 59769615、化合物

HRID 420479ノート

反応式

HRID 420479 の反応式
C([O:8][C:9]1[C:14](=[O:15])[CH:13]=[C:12]([CH3:16])[N:11]([CH:17]2[CH2:19][CH2:18]2)[C:10]=1[C:20]([NH:22][CH2:23][CH:24]1[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]1)=[O:21])C1C=CC=CC=1.[H][H]>C(O)C.CO.[Pd]>[CH:24]1([CH2:23][NH:22][C:20]([C:10]2[N:11]([CH:17]3[CH2:19][CH2:18]3)[C:12]([CH3:16])=[CH:13][C:14](=[O:15])[C:9]=2[OH:8])=[O:21])[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29]1

参加物

6

反応物 2

HCID 11596355HCID 11596355、化合物HCID 178418361HCID 178418361、化合物

生成物 1

HCID 59769615HCID 59769615、化合物収率 63%

試薬・触媒・溶媒 3

HCID 23938Palladium触媒HCID 702Ethanol溶媒HCID 887Methanol溶媒

実験手順

A mixture of 3-(benzyloxy)-N-(cyclohexylmethyl)-1-cyclopropyl-6-methyl-4-oxo-1,4-dihydropyridine-2-carboxamide (2.0 g, 4.8 mmol), Pd/C (10% wet, 0.45 g) in ethanol (150 mL) was hydrogenated in a Parr apparatus at 50 psi of hydrogen pressure for 16 h. The reaction mixture was filtered over a pad of Celite® and the Celite® was thoroughly washed with EtOH (25 mL). Evaporation of the solvent afforded a pale pink solid. The solid was dissolved in hot methanol, then cooled to RT as solid product precipitated out. The solid was collected by suction filtration. The mother liquor was concentrated in vacuo and the residual solid was again dissolved in hot methanol and cooled to RT to precipitate out the product, which was then collected. This process was repeated one more time. The three combined white solid fractions weighed 0.95 g (63% yield).

後処理

  1. filtrationThe reaction mixture was filtered over a pad of Celite®
  2. washthe Celite® was thoroughly washed with EtOH (25 mL)
  3. customEvaporation of the solvent
  4. customafforded a pale pink solid
  5. customprecipitated out
  6. filtrationThe solid was collected by suction filtration
  7. concentrationThe mother liquor was concentrated in vacuo
  8. dissolutionthe residual solid was again dissolved in hot methanol
  9. temperaturecooled to RT
  10. customto precipitate out the product, which
  11. customwas then collected

出典と根拠

ORDレコード
ord-2234e08bf96f4a14b1a8926942c7363b
出典データセット
uspto-grants-2012_01
特許番号
US08097624B2

反応ノート

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