4-(Trifluoromethyl)dihydro-2H-pyran-2,6(3H)-dione → HCID 18960420, compound

HRID 1707941Notes

Reaction equation

HRID 1707941 reaction equation
[NH2:1][C:2]1[C:3]([Cl:22])=[CH:4][C:5]([F:21])=[C:6]([N:8]2[C:13](=[O:14])[CH:12]=[C:11]([C:15]([F:18])([F:17])[F:16])[N:10]([CH3:19])[C:9]2=[O:20])[CH:7]=1.[F:23][C:24]([F:34])([F:33])[CH:25]1[CH2:31][C:30](=[O:32])[O:29][C:27](=[O:28])[CH2:26]1>C1(C)C=CC=CC=1>[Cl:22][C:3]1[CH:4]=[C:5]([F:21])[C:6]([N:8]2[C:13](=[O:14])[CH:12]=[C:11]([C:15]([F:18])([F:17])[F:16])[N:10]([CH3:19])[C:9]2=[O:20])=[CH:7][C:2]=1[NH:1][C:30]([CH2:31][CH:25]([C:24]([F:23])([F:34])[F:33])[CH2:26][C:27]([OH:29])=[O:28])=[O:32]

Participants

4

Reactant 2

HCID 157442444-(Trifluoromethyl)dihydro-2H-pyran-2,6(3H)-dioneHCID 186192573-(5-amino-4-chloro-2-fluorophenyl)-1-methyl-6-trifluoromethyl-2,4(1H,3H)-pyrimidinedione

Product 1

HCID 18960420HCID 18960420, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 0.50 g of 3-(5-amino-4-chloro-2-fluorophenyl)-1-methyl-6-trifluoromethyl-2,4(1H,3H)-pyrimidinedione, 0.27 g of 3-trifluoromethylglutaric anhydride and 6 ml of toluene was stirred at 100° C. for one hour. After cooling to room temperature, the solvent was removed by distillation under reduced pressure to obtain 0.7 g of the desired compound as crystal.

Workup

  1. temperatureAfter cooling to room temperature
  2. customthe solvent was removed by distillation under reduced pressure

Sources & evidence

ORD record
ord-440b53ca215a4a7f9ac80ed630054781
Source dataset
uspto-grants-1994_10
Patent number
US05356863

Reaction notes

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