N'-(5-bromo-4-(4-chlorophenyl)pyridin-2-yl)-2-(2-methyl-6-(trifluoromethyl)pyridin-3-yl)acetohydrazide → 6-Bromo-7-(4-chlorophenyl)-3-((2-methyl-6-(trifluoromethyl)pyridin-3-yl)methyl)-[1,2,4]triazolo[4,3-a]pyridine

HRID 1867899Notes

Reaction equation

HRID 1867899 reaction equation
[Br:1][C:2]1[C:3]([C:24]2[CH:29]=[CH:28][C:27]([Cl:30])=[CH:26][CH:25]=2)=[CH:4][C:5]([NH:8][NH:9][C:10](=O)[CH2:11][C:12]2[C:13]([CH3:22])=[N:14][C:15]([C:18]([F:21])([F:20])[F:19])=[CH:16][CH:17]=2)=[N:6][CH:7]=1.BrC1C(C2C=CC(Cl)=CC=2)=CC2N(C(CC3C=NC(C(F)(F)F)=CC=3)=NN=2)C=1>C(O)(=O)C.FC(C1C=CC=CC=1)(F)F>[Br:1][C:2]1[C:3]([C:24]2[CH:29]=[CH:28][C:27]([Cl:30])=[CH:26][CH:25]=2)=[CH:4][C:5]2[N:6]([C:10]([CH2:11][C:12]3[C:13]([CH3:22])=[N:14][C:15]([C:18]([F:21])([F:20])[F:19])=[CH:16][CH:17]=3)=[N:9][N:8]=2)[CH:7]=1

Participants

5

Reactant 2

HCID 57979751N'-(5-bromo-4-(4-chlorophenyl)pyridin-2-yl)-2-(2-methyl-6-(trifluoromethyl)pyridin-3-yl)acetohydrazideHCID 579797556-Bromo-7-(4-chlorophenyl)-3-((6-(trifluoromethyl)pyridin-3-yl)methyl)-[1,2,4]triazolo[4,3-a]pyridine

Product 1

HCID 579797456-Bromo-7-(4-chlorophenyl)-3-((2-methyl-6-(trifluoromethyl)pyridin-3-yl)methyl)-[1,2,4]triazolo[4,3-a]pyridineYield 63.3%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 7368(Trifluoromethyl)benzeneSolvent

Procedure

The title compound (61 mg, 60%) as a white powder was prepared from N′-(5-bromo-4-(4-chlorophenyl)pyridin-2-yl)-2-(2-methyl-6-(trifluoromethyl)pyridin-3-yl)acetohydrazide (100 mg, 0.20 mmol) in glacial acetic acid (0.6 mL) and (trifluoromethyl)benzene (1.8 mL) by the procedures analogous to those described for 6-bromo-7-(4-chlorophenyl)-3-((6-(trifluoromethyl)pyridin-3-yl)methyl)-[1,2,4]triazolo[4,3-a]pyridine (Example 56D). LC/MS (method B): retention time=1.83 min, [M+H]+=481.0.

Sources & evidence

ORD record
ord-d1ade12f648541bca48b65edd63c97d7
Source dataset
uspto-grants-2009_12
Patent number
US07632837B2

Reaction notes

Loading…