5-Benzyloxy-4-{1-(methoxycarbonyl)ethoxy}pyrimidine → 5-Hydroxy-4-{1-(methoxycarbonyl)ethoxy}pyrimidine

HRID 1862271Notes

Reaction equation

HRID 1862271 reaction equation
C([O:8][C:9]1[C:10]([O:15][CH:16]([C:18]([O:20][CH3:21])=[O:19])[CH3:17])=[N:11][CH:12]=[N:13][CH:14]=1)C1C=CC=CC=1>[Pd].C(OCC)(=O)C>[OH:8][C:9]1[C:10]([O:15][CH:16]([C:18]([O:20][CH3:21])=[O:19])[CH3:17])=[N:11][CH:12]=[N:13][CH:14]=1

Participants

4

Reactant 1

HCID 186192295-Benzyloxy-4-{1-(methoxycarbonyl)ethoxy}pyrimidine

Product 1

HCID 186191845-Hydroxy-4-{1-(methoxycarbonyl)ethoxy}pyrimidine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 5-benzyloxy-4-{1-(methoxycarbonyl)ethoxy}pyrimidine, 10% palladium/carbon and ethyl acetate is stirred for 3 hours at room temperature under hydrogen atmosphere. The reaction system is purged with nitrogen, then, the reaction solution is filtrated through Celite, and the filtrate is concentrated to obtain 5-hydroxy-4-{1-(methoxycarbonyl)ethoxy}pyrimidine.

Workup

  1. customThe reaction system is purged with nitrogen
  2. filtrationthe reaction solution is filtrated through Celite
  3. concentrationthe filtrate is concentrated

Sources & evidence

ORD record
ord-f4863a0a3adb4eafb7fb47c1ebf0cc8f
Source dataset
uspto-grants-2003_03
Patent number
US06537948B1

Reaction notes

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