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Ethyl Acetate → 4-(3-Chlorophenyl)-3-(3,3-diphenylpropylcarbamoyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylic acid

HRID 24614
Notes
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Reaction equation

HRID 24614 reaction equation
C(OCC)(=O)C.[Cl:7][C:8]1[CH:9]=[C:10]([CH:14]2[C:19]([C:20]([O:22]CC3C=CC=CC=3)=[O:21])=[C:18]([CH3:30])[NH:17][C:16](=[O:31])[N:15]2[C:32](=[O:49])[NH:33][CH2:34][CH2:35][CH:36]([C:43]2[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=2)[C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=2)[CH:11]=[CH:12][CH:13]=1>[H][H].[Pd]>[Cl:7][C:8]1[CH:9]=[C:10]([CH:14]2[C:19]([C:20]([OH:22])=[O:21])=[C:18]([CH3:30])[NH:17][C:16](=[O:31])[N:15]2[C:32](=[O:49])[NH:33][CH2:34][CH2:35][CH:36]([C:43]2[CH:44]=[CH:45][CH:46]=[CH:47][CH:48]=2)[C:37]2[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=2)[CH:11]=[CH:12][CH:13]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 8857Ethyl AcetateHCID 15546109Benzyl 4-(3-chlorophenyl)-3-(3,3-diphenylpropylcarbamoyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate

Product 1

HCID 225701354-(3-Chlorophenyl)-3-(3,3-diphenylpropylcarbamoyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylic acid

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalyst
HCID 178418361
HCID 178418361, compound
Solvent

Procedure

10 ml of ethyl acetate was added to a mixture of 141 mg (0.237 mmol) of benzyl 4-(3-chlorophenyl)-3-(3,3-diphenylpropylcarbamoyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate and a catalytic amount of 10% palladium/carbon, and they were stirred at room temperature in hydrogen atmosphere under normal pressure overnight. The catalyst was filtered out, and the obtained filtrate was concentrated under reduced pressure. The residue was washed with hexane/ethyl acetate (1/1) and then dried under reduced pressure to obtain the title compound.

Workup

  1. filtrationThe catalyst was filtered out
  2. concentrationthe obtained filtrate was concentrated under reduced pressure
  3. washThe residue was washed with hexane/ethyl acetate (1/1)
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-cd287b5f97f346d58ec07aa85d639907
Source dataset
uspto-grants-2005_02
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06855716B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes