Water → HCID 12795542, compound

HRID 980176Notes

Reaction equation

HRID 980176 reaction equation
[Cl:1][C:2]1[CH:3]=[N:4][C:5](=[O:8])[NH:6][CH:7]=1.Br[CH2:10][C:11]([C:13]1[CH:18]=[CH:17][C:16]([C:19]([F:22])([F:21])[F:20])=[CH:15][CH:14]=1)=[O:12].O>C(N(CC)CC)C.C(O)C>[Cl:1][C:2]1[CH:3]=[N:4][C:5](=[O:8])[N:6]([CH2:10][C:11]([C:13]2[CH:18]=[CH:17][C:16]([C:19]([F:20])([F:21])[F:22])=[CH:15][CH:14]=2)=[O:12])[CH:7]=1

Participants

6

Reactant 3

HCID 962WaterHCID 1085785-Chloro-2(1H)-pyrimidinoneHCID 3219792-Bromo-4'-(trifluoromethyl)acetophenone

Product 1

HCID 12795542HCID 12795542, compoundYield 58.4%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8471TriethylamineSolvent

Procedure

A suspension of 5-chloropyrimidin-2-one (408 mg). and 2-bromo-4'-trifluoromethyl-acetophenone (824 mg) in triethylamine (1 ml) and ethanol (20 ml) was stirred at ambient temperature for 45 mins. Water (100 ml) was added and the precipitate was collected. This solid was crystallised from acetone to give the title pyrimidinone (571 mg,); m.p. 243°-245°; λmaxEtOH 235.5 nm (ε 20040), 282 nm (ε 1880), 333.5 nm (ε 1860), λinf 287.5 nm (ε 1790).

Workup

  1. customthe precipitate was collected
  2. customThis solid was crystallised from acetone

Sources & evidence

ORD record
ord-5c0ada4ca6304bcfac2b049cf312fd15
Source dataset
uspto-grants-1987_01
Patent number
US04636509

Reaction notes

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