Benzyl 2-(2,6-dimethoxypyrimidine-4-yloxy)-6-phenylbenzoate → HCID 15279406, compound

HRID 21442Notes

Reaction equation

HRID 21442 reaction equation
[CH3:1][O:2][C:3]1[N:8]=[C:7]([O:9][C:10]2[CH:25]=[CH:24][CH:23]=[C:22]([C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)[C:11]=2[C:12]([O:14]CC2C=CC=CC=2)=[O:13])[CH:6]=[C:5]([O:32][CH3:33])[N:4]=1.[H][H]>C(OCC)(=O)C.[Pd]>[CH3:1][O:2][C:3]1[N:8]=[C:7]([O:9][C:10]2[CH:25]=[CH:24][CH:23]=[C:22]([C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)[C:11]=2[C:12]([OH:14])=[O:13])[CH:6]=[C:5]([O:32][CH3:33])[N:4]=1

Participants

5

Reactant 2

HCID 15279405Benzyl 2-(2,6-dimethoxypyrimidine-4-yloxy)-6-phenylbenzoateHCID 178418361HCID 178418361, compound

Product 1

HCID 15279406HCID 15279406, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

To 10.3 Grams of benzyl 2-(2,6-dimethoxypyrimidine-4-yloxy)-6-phenylbenzoate dissolved in 100 ml of ethyl acetate was added 0.5 g of 10% palladium on activated carbon (water content: about 50%) and the resulting mixture was subjected to catalytic reduction at room temperature under normal pressure (hydrogen pressure) for 3 hours. The palladium on carbon was filtered off and the filtrate obtained was concentrated under reduced pressure to obtain 2-(2,6-dimethoxypyrimidine-4-yloxy)-6-phenylbenzoic acid (the present compound (1)) in quantitative yield.

Workup

  1. filtrationThe palladium on carbon was filtered off
  2. customthe filtrate obtained
  3. concentrationwas concentrated under reduced pressure

Sources & evidence

ORD record
ord-c0d677449baf4cab9104a72fe2a33cf4
Source dataset
uspto-grants-1995_06
Patent number
US05424275

Reaction notes

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