HCID 11596355, 화합물 → HCID 59769615, 화합물

HRID 2218113노트

반응식

HRID 2218113 반응식
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

참가 물질

6

반응물 2

HCID 11596355HCID 11596355, 화합물HCID 178418361HCID 178418361, 화합물

생성물 1

HCID 59769615HCID 59769615, 화합물수율 63%

시약·촉매·용매 3

HCID 23938Palladium촉매HCID 702Ethanol용매HCID 887Methanol용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-50ab3eac84e34680b9719b2cd1056888
출처 데이터셋
uspto-grants-2008_08
특허 번호
US07410985B2

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