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

HRID 2101389Notes

Reaction equation

HRID 2101389 reaction equation
[Br:1][C:2]1[C:3]([C:13]2[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][CH:14]=2)=[CH:4][C:5]2[N:6]([C:9](=[O:12])[NH:10][N:11]=2)[C:7]=1[CH3:8].BrC1C2N(C(=O)N([CH2:38][C:39]3[CH:40]=[N:41][C:42]([C:45]([F:48])([F:47])[F:46])=[CH:43][CH:44]=3)N=2)C(C)=CC=1C1C=CC(Cl)=CC=1>>[Br:1][C:2]1[C:3]([C:13]2[CH:14]=[CH:15][C:16]([Cl:19])=[CH:17][CH:18]=2)=[CH:4][C:5]2[N:6]([C:9](=[O:12])[N:10]([CH2:38][C:39]3[CH:40]=[N:41][C:42]([C:45]([F:48])([F:46])[F:47])=[CH:43][CH:44]=3)[N:11]=2)[C:7]=1[CH3:8]

Participants

3

Reactant 2

HCID 577993786-bromo-7-(4-chlorophenyl)-5-methyl-[1,2,4]triazolo[4,3-a]pyridin-3(2H)-oneHCID 577994198-bromo-7-(4-chlorophenyl)-5-methyl-2-((6-(trifluoromethyl)pyridin-3-yl)methyl)-[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

Product 1

HCID 577994276-bromo-7-(4-chlorophenyl)-5-methyl-2-((6-(trifluoromethyl)pyridin-3-yl)methyl)-[1,2,4]triazolo[4,3-a]pyridin-3(2H)-oneYield 66%

Procedure

The title compound (120 mg, 66% yield) as an off-white solid was prepared from 6-bromo-7-(4-chlorophenyl)-5-methyl-[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one (125 mg, 0.369 mmol) by procedures analogous to those used for the preparation of 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. HPLC/MS: retention time=4.10 min, [M+H]+=497.2.

Sources & evidence

ORD record
ord-d9b6a517982a41fb9627b9be85f4416b
Source dataset
uspto-grants-2009_08
Patent number
US07572808B2

Reaction notes

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