Dimethylformamide → HCID 18960421, compound

HRID 1707942Notes

Reaction equation

HRID 1707942 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([N:9]2[C:14](=[O:15])[CH:13]=[C:12]([C:16]([F:19])([F:18])[F:17])[N:11]([CH3:20])[C:10]2=[O:21])=[CH:4][C:3]=1[NH:22][C:23]([CH2:25][CH:26]([C:31]([F:34])([F:33])[F:32])[CH2:27][C:28]([OH:30])=[O:29])=[O:24].[C:35](=O)([O-])[O-].[K+].[K+].CN(C)C=O.CI>C(OCC)(=O)C>[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([N:9]2[C:14](=[O:15])[CH:13]=[C:12]([C:16]([F:17])([F:18])[F:19])[N:11]([CH3:20])[C:10]2=[O:21])=[CH:4][C:3]=1[NH:22][C:23]([CH2:25][CH:26]([C:31]([F:34])([F:33])[F:32])[CH2:27][C:28]([O:30][CH3:35])=[O:29])=[O:24]

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 18960420HCID 18960420, compound

Product 1

HCID 18960421HCID 18960421, compoundYield 214.2%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a mixture of 0.20 g of 4-(N-(2-chloro-4-fluoro-5-(1-methyl-6-trifluoromethyl-2,4(1H,3H)-pyrimidinedion-3-yl)phenyl)carbamoyl)-3-trifluoromethylbutyric acid, 0.06 g of potassium carbonate and 4 ml of N,N-dimethylformamide was added 0.05 g of methyl iodide at room temperature and the mixture was stirred at room temperature for 3 hours. The mixture was diluted with ethyl acetate and washed successively with water and a saturated saline solution, and dried over anhydrous sodium carbonate followed by removing ethyl acetate by distillation to obtain 0.44 g of the desired compound as crystal.

Workup

  1. washwashed successively with water
  2. dry with materiala saturated saline solution, and dried over anhydrous sodium carbonate
  3. customby removing ethyl acetate
  4. distillationby distillation

Sources & evidence

ORD record
ord-1392dbd14790486cabe4c8b1cbc0605d
Source dataset
uspto-grants-1994_10
Patent number
US05356863

Reaction notes

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