HCID 13133449, compound → HCID 10970025, compound

HRID 1632958Notes

Reaction equation

HRID 1632958 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[CH:15]1[C:20]([C:21]([O:23][CH2:24][CH3:25])=[O:22])=[C:19]([CH3:26])[NH:18][C:17]([CH3:27])=[C:16]1[C:28]([O:30][CH2:31][CH3:32])=[O:29])C1C=CC=CC=1>C(O)C.[Pd]>[OH:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[CH:15]1[C:20]([C:21]([O:23][CH2:24][CH3:25])=[O:22])=[C:19]([CH3:26])[NH:18][C:17]([CH3:27])=[C:16]1[C:28]([O:30][CH2:31][CH3:32])=[O:29]

Participants

4

Reactant 1

HCID 13133449HCID 13133449, compound

Product 1

HCID 10970025HCID 10970025, compoundYield 34%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

Diethyl 1,4-dihydro-4-(2-benzyloxyphenyl)-2,6-dimethyl-3,5-pyridine dicarboxylate (13.3 grams, 0.03 mole) was dissolved in 250 ml ethanol, 1.5 grams of 10% palladium on carbon was added and the reaction mixture reduced on a Parr Hydrogenator. A drop of 111 psi was noted over a period of seven hours. The Pd-C was filtered off, the solvent removed from the filtrate. Two recrystallizations from acetonitrile yielded 3.4 grams (34%) of the desired product, m.p. 159°-161° C.

Workup

  1. filtrationThe Pd-C was filtered off
  2. customthe solvent removed from the filtrate
  3. customTwo recrystallizations from acetonitrile

Sources & evidence

ORD record
ord-313cfb6d7fd245c18bf8696a80a27e15
Source dataset
uspto-grants-1984_10
Patent number
US04478834

Reaction notes

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