8-bromo-7-(4-chlorophenyl)-5-methyl-2-((6-(trifluoromethyl)pyridin-3-yl)methyl)-[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one → 7-(4-chlorophenyl)-5-methyl-8-(pyridin-4-yl)-2-((6-(trifluoromethyl)pyridin-3-yl)methyl)-[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

HRID 2101382Notes

Reaction equation

HRID 2101382 reaction equation
BrC1C2N(C(=O)N(CC3C=NC(C(F)(F)F)=CC=3)N=2)C(C)=CC=1C1C=CC(Cl)=CC=1.[Cl:31][C:32]1[CH:37]=[CH:36][C:35]([C:38]2[CH:43]=[C:42]([CH3:44])[N:41]3[C:45](=[O:60])[N:46]([CH2:48][C:49]4[C:50](C)=[N:51][C:52]([C:55]([F:58])([F:57])[F:56])=[CH:53][CH:54]=4)[N:47]=[C:40]3[C:39]=2[C:61]2[CH:66]=[CH:65][N:64]=[CH:63][CH:62]=2)=[CH:34][CH:33]=1>>[Cl:31][C:32]1[CH:37]=[CH:36][C:35]([C:38]2[CH:43]=[C:42]([CH3:44])[N:41]3[C:45](=[O:60])[N:46]([CH2:48][C:49]4[CH:50]=[N:51][C:52]([C:55]([F:57])([F:58])[F:56])=[CH:53][CH:54]=4)[N:47]=[C:40]3[C:39]=2[C:61]2[CH:62]=[CH:63][N:64]=[CH:65][CH:66]=2)=[CH:34][CH:33]=1

Participants

3

Reactant 2

HCID 577994198-bromo-7-(4-chlorophenyl)-5-methyl-2-((6-(trifluoromethyl)pyridin-3-yl)methyl)-[1,2,4]triazolo[4,3-a]pyridin-3(2H)-oneHCID 577994397-(4-chlorophenyl)-5-methyl-2-((2-methyl-6-(trifluoromethyl)pyridin-3-yl)methyl)-8-(pyridin-4-yl)-[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

Product 1

HCID 577993997-(4-chlorophenyl)-5-methyl-8-(pyridin-4-yl)-2-((6-(trifluoromethyl)pyridin-3-yl)methyl)-[1,2,4]triazolo[4,3-a]pyridin-3(2H)-oneYield 81%

Procedure

The title compound (20 mg, 81%) as a light yellow powder was prepared from 8-bromo-7-(4-chlorophenyl)-5-methyl-2-((6-(trifluoromethyl)pyridin-3-yl)methyl)-[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one (25 mg, 0.05 mmol) by procedures analogous to those used for the preparation of 7-(4-chlorophenyl)-5-methyl-2-((2-methyl-6-(trifluoromethyl)pyridin-3-yl)methyl)-8-(pyridin-4-yl)-[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one. HPLC/MS: retention time=2.92 min, [M+H]+=496.3.

Sources & evidence

ORD record
ord-88c6a6a28009427894fd9228b7b6d634
Source dataset
uspto-grants-2009_08
Patent number
US07572808B2

Reaction notes

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