Trifluoroacetic acid → N-(4-chloro-2-fluoro-5-(1-(6-(trifluoromethyl)pyridin-3-yl)-4,5-dihydro-5-oxo-1H-1,2,4-triazol-3-yl)benzyl)-2,2,2-trifluoroacetamide

HRID 59376Notes

Reaction equation

HRID 59376 reaction equation
[F:1][C:2]([F:21])([F:20])[C:3]([NH:5][CH2:6][C:7]1[C:8]([F:19])=[CH:9][C:10]([Cl:18])=[C:11]([CH:17]=1)[C:12]([N:14]=[C:15]=[O:16])=O)=[O:4].[F:22][C:23]([F:40])([F:39])[C:24]1[N:29]=[CH:28][C:27]([NH:30][NH:31]C(OC(C)(C)C)=O)=[CH:26][CH:25]=1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[Cl:18][C:10]1[C:11]([C:12]2[NH:14][C:15](=[O:16])[N:30]([C:27]3[CH:28]=[N:29][C:24]([C:23]([F:22])([F:39])[F:40])=[CH:25][CH:26]=3)[N:31]=2)=[CH:17][C:7]([CH2:6][NH:5][C:3](=[O:4])[C:2]([F:21])([F:20])[F:1])=[C:8]([F:19])[CH:9]=1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 900189655-((2,2,2-Tri fluoroacetamido)methyl)-2-chloro-4-fluorobenzoyl isocyanateHCID 90065649Tert-butyl 2-(6-(trifluoromethyl)pyridin-3-yl)hydrazinecarboxylate

Product 1

HCID 136634254N-(4-chloro-2-fluoro-5-(1-(6-(trifluoromethyl)pyridin-3-yl)-4,5-dihydro-5-oxo-1H-1,2,4-triazol-3-yl)benzyl)-2,2,2-trifluoroacetamideYield 47.9%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound was prepared according to the procedure described in Example-83 by using 5-((2,2,2-trifluoroacetamido)methyl)-2-chloro-4-fluorobenzoyl isocyanate (Intermediate-69, 0.350 g), tert-butyl 2-[6-(trifluoromethyl)pyridin-3-yl]hydrazinecarboxylate (Intermediate-61, 0.350 g), DCM (20 mL) and TFA (5.0 mL) to afford 0.250 g of the desired product.

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-d7bbfc185be947fb948316a37b185ef7
Source dataset
uspto-grants-2016_09
Patent number
US09439890B2

Reaction notes

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