Water → HCID 18519617, compound

HRID 1368021Notes

Reaction equation

HRID 1368021 reaction equation
[Cl:1][C:2]1[C:10]2[O:9][C:8](=[O:11])[NH:7][C:6]=2[C:5]([N:12]2[C:17](=[O:18])[CH:16]=[C:15]([C:19]([F:22])([F:21])[F:20])[N:14]([CH3:23])[C:13]2=[O:24])=[C:4]([F:25])[CH:3]=1.[C:26](OC)(=O)[C:27](C)=O.O>C1(C)C=CC=CC=1>[Cl:1][C:2]1[C:10]2[O:9][C:8](=[O:11])[C:26]([CH3:27])=[N:7][C:6]=2[C:5]([N:12]2[C:17](=[O:18])[CH:16]=[C:15]([C:19]([F:20])([F:22])[F:21])[N:14]([CH3:23])[C:13]2=[O:24])=[C:4]([F:25])[CH:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 11748Methyl pyruvateHCID 18519607HCID 18519607, compound

Product 1

HCID 18519617HCID 18519617, compoundYield 43%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

3-[7-Chloro-5-fluoro-2(3H)benzoxazolinon-4-yl]-1-methyl-6-trifluoromethyl-2,4(1H,3H)-pyrimidinedione (0.50 g) was dissolved in anhydrous toluene (15 ml) and methyl pyruvate (0.15 g) was added. The solution was refluxed with azeotropic removal of water for 2 hours and the solvent was then removed under reduced pressure. The residue was chromatographed on silica gel using hexane-ethyl acetate (3:1) as the eluent to afford the title compound (0.23 g).

Workup

  1. customthe solvent was then removed under reduced pressure
  2. customThe residue was chromatographed on silica gel

Sources & evidence

ORD record
ord-35cc6856dbd24ce58db46d65609f96c3
Source dataset
uspto-grants-2003_06
Patent number
US06573218B1

Reaction notes

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