Hydrochloric Acid → [6-(3-chlorophenyl)-5-(3,3-diphenylpropyl carbamoyl)-4-methyl-2-oxo-3,6-dihydro-2H-pyrimidine-1-yl]acetic acid

HRID 24619Notes

Reaction equation

HRID 24619 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]2[N:13]([CH2:14][C:15]([O:17]CC)=[O:16])[C:12](=[O:20])[NH:11][C:10]([CH3:21])=[C:9]2[C:22](=[O:39])[NH:23][CH2:24][CH2:25][CH:26]([C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)[C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH:5]=[CH:6][CH:7]=1.[OH-].[Na+].Cl>CO>[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]2[N:13]([CH2:14][C:15]([OH:17])=[O:16])[C:12](=[O:20])[NH:11][C:10]([CH3:21])=[C:9]2[C:22](=[O:39])[NH:23][CH2:24][CH2:25][CH:26]([C:33]2[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=2)[C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 20758921HCID 20758921, compound

Product 1

HCID 22570204[6-(3-chlorophenyl)-5-(3,3-diphenylpropyl carbamoyl)-4-methyl-2-oxo-3,6-dihydro-2H-pyrimidine-1-yl]acetic acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

59.7 mg (0.109 mmol) of ethyl [6-(3-chlorophenyl)-5-(3,3-diphenylpropylcarbamoyl)-4-methyl-2-oxo-3,6-dihydro-2H-pyrimidine-1-yl]acetate was dissolved in 10 ml of methanol. 0.219 ml of 1 N aqueous sodium hydroxide solution was added to the obtained solution at room temperature, and they were stirred for 12 hours. 1 N hydrochloric acid was added to the reaction mixture. Methanol was evaporated under reduced pressure. Water was added to the residue, and precipitates thus formed were taken by the filtration, then washed with hexane/ethyl acetate (3/1) and dried under reduced pressure to obtain the title compound.

Workup

  1. customMethanol was evaporated under reduced pressure
  2. additionWater was added to the residue
  3. customprecipitates thus
  4. customformed
  5. filtrationwere taken by the filtration
  6. washwashed with hexane/ethyl acetate (3/1)
  7. customdried under reduced pressure

Sources & evidence

ORD record
ord-2422898604414e579357c156c09e2749
Source dataset
uspto-grants-2005_02
Patent number
US06855716B2

Reaction notes

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