5-(Chloromethyl)-2-(trifluoromethyl)pyridine → 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

HRID 2101381Notes

Reaction equation

HRID 2101381 reaction equation
BrC1C2N(C(=O)NN=2)C(C)=CC=1C1C=CC(Cl)=CC=1.ClCC1C=CC(C(F)(F)F)=NC=1.[Br:32][C:33]1[C:34]2[N:35]([C:47](=[O:62])[N:48]([CH2:50][C:51]3[C:52](C)=[N:53][C:54]([C:57]([F:60])([F:59])[F:58])=[CH:55][CH:56]=3)[N:49]=2)[C:36]([CH3:46])=[CH:37][C:38]=1[C:39]1[CH:44]=[CH:43][C:42]([Cl:45])=[CH:41][CH:40]=1>>[Br:32][C:33]1[C:34]2[N:35]([C:47](=[O:62])[N:48]([CH2:50][C:51]3[CH:52]=[N:53][C:54]([C:57]([F:60])([F:59])[F:58])=[CH:55][CH:56]=3)[N:49]=2)[C:36]([CH3:46])=[CH:37][C:38]=1[C:39]1[CH:44]=[CH:43][C:42]([Cl:45])=[CH:41][CH:40]=1

Participants

4

Reactant 3

HCID 27738105-(Chloromethyl)-2-(trifluoromethyl)pyridineHCID 577994038-bromo-7-(4-chlorophenyl)-5-methyl-[1,2,4]triazolo[4,3-a]pyridin-3(2H)-oneHCID 577994468-bromo-7-(4-chlorophenyl)-5-methyl-2-((2-methyl-6-(trifluoromethyl)pyridin-3-yl)methyl)-[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

Product 1

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)-oneYield 74%

Procedure

The title compound (27 mg, 74%) was prepared from 8-bromo-7-(4-chlorophenyl)-5-methyl-[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one (25 mg, 0.074 mmol) and 5-(chloromethyl)-2-(trifluoromethyl)pyridine (21.7 mg, 0.11 mmol) by procedures analogous to those used for the preparation of 8-bromo-7-(4-chlorophenyl)-5-methyl-2-((2-methyl-6-(trifluoromethyl)pyridin-3-yl)methyl)-[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one. HPLC/MS: retention time=4.03 min, [M+H]+=498.1.

Sources & evidence

ORD record
ord-2c5bd1b36d65411c8e019063addc744a
Source dataset
uspto-grants-2009_08
Patent number
US07572808B2

Reaction notes

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