2-(4-Benzyloxycarbonyl-2-methoxy-phenylamino)-4-chloro-5-trifluoromethyl-pyrimidine → 2-(4-Carboxy-2-methoxy-phenylamino)-4-chloro-5-trifluoromethyl-pyrimidine

HRID 2112090Notes

Reaction equation

HRID 2112090 reaction equation
C([O:8][C:9]([C:11]1[CH:16]=[CH:15][C:14]([NH:17][C:18]2[N:23]=[C:22]([Cl:24])[C:21]([C:25]([F:28])([F:27])[F:26])=[CH:20][N:19]=2)=[C:13]([O:29][CH3:30])[CH:12]=1)=[O:10])C1C=CC=CC=1.[H][H]>C1COCC1.[OH-].[Pd+2].[OH-]>[C:9]([C:11]1[CH:16]=[CH:15][C:14]([NH:17][C:18]2[N:23]=[C:22]([Cl:24])[C:21]([C:25]([F:28])([F:27])[F:26])=[CH:20][N:19]=2)=[C:13]([O:29][CH3:30])[CH:12]=1)([OH:10])=[O:8]

Participants

5

Reactant 2

HCID 582010032-(4-Benzyloxycarbonyl-2-methoxy-phenylamino)-4-chloro-5-trifluoromethyl-pyrimidineHCID 178418361HCID 178418361, compound

Product 1

HCID 589063992-(4-Carboxy-2-methoxy-phenylamino)-4-chloro-5-trifluoromethyl-pyrimidine

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 8028TetrahydrofuranSolvent

Procedure

1 g (2.284 mmol) 2-(4-benzyloxycarbonyl-2-methoxy-phenylamino)-4-chloro-5-trifluoromethyl-pyrimidine are dissolved in 50 ml THF and combined with 100 mg palladium hydroxide. The reaction mixture is stirred for 16 h at ambient temperature and 4 bar hydrogen pressure. Then the catalyst is filtered off and the solvent is eliminated in vacuo.

Workup

  1. filtrationThen the catalyst is filtered off

Sources & evidence

ORD record
ord-dcb76cebd1ec4138824b58e3e98936bc
Source dataset
uspto-grants-2009_04
Patent number
US07521457B2

Reaction notes

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