2-Chloro-4-trifluoromethyl-5-thiazolecarbonyl chloride → Methyl 5-{[2-Chloro-4-(trifluoromethyl)-5-thiazolyl]carbonylamino}-2-(difluoromethyl)-4-(2-methylpropyl)-6-(trifluoromethyl)-3-pyridinecarboxylate

HRID 1007251Notes

Reaction equation

HRID 1007251 reaction equation
[NH2:1][C:2]1[C:3]([CH2:19][CH:20]([CH3:22])[CH3:21])=[C:4]([C:15]([O:17][CH3:18])=[O:16])[C:5]([CH:12]([F:14])[F:13])=[N:6][C:7]=1[C:8]([F:11])([F:10])[F:9].[Cl:23][C:24]1[S:25][C:26]([C:33](Cl)=[O:34])=[C:27]([C:29]([F:32])([F:31])[F:30])[N:28]=1>>[Cl:23][C:24]1[S:25][C:26]([C:33]([NH:1][C:2]2[C:3]([CH2:19][CH:20]([CH3:22])[CH3:21])=[C:4]([C:15]([O:17][CH3:18])=[O:16])[C:5]([CH:12]([F:14])[F:13])=[N:6][C:7]=2[C:8]([F:10])([F:11])[F:9])=[O:34])=[C:27]([C:29]([F:30])([F:31])[F:32])[N:28]=1

Participants

3

Reactant 2

HCID 132827442-Chloro-4-trifluoromethyl-5-thiazolecarbonyl chlorideHCID 15676771Methyl 5-amino-2-(difluoromethyl)-4-(2-methylpropyl)-6-(trifluoromethyl)-3-pyridinecarboxylate

Product 1

HCID 18174413Methyl 5-{[2-Chloro-4-(trifluoromethyl)-5-thiazolyl]carbonylamino}-2-(difluoromethyl)-4-(2-methylpropyl)-6-(trifluoromethyl)-3-pyridinecarboxylate

Procedure

Methyl 5-amino-2-(difluoromethyl)-4-(2-methylpropyl)-6-(trifluoromethyl)-3-pyridinecarboxylate (example A1 of U.S. Pat. No. 5,114,465) was reacted with 2-chloro-4-(trifluoromethyl)-5-thiazolecarbonyl chloride according to the procedure in example 1 of U.S. Pat. No. 5,114,465 afforded the product.

Workup

  1. custom5,114,465 afforded the product

Sources & evidence

ORD record
ord-fccc69f5d4ff4649bddd31102c59936b
Source dataset
uspto-grants-2004_09
Patent number
US06794396B2

Reaction notes

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