Acetohydrazide → 6-Bromo-7-(4-chlorophenyl)-3-((2-methyl-6-(trifluoromethyl)pyridin-3-yl)methyl)-[1,2,4]triazolo[4,3-a]pyridine

HRID 2266331Notes

Reaction equation

HRID 2266331 reaction equation
[C:1](NN)(=O)C.[Br:6][C:7]1[C:8]([C:27]2[CH:32]=[CH:31][C:30]([Cl:33])=[CH:29][CH:28]=2)=[CH:9][C:10]2[N:11]([C:13]([CH2:16][C:17]3[CH:18]=[N:19][C:20]([C:23]([F:26])([F:25])[F:24])=[CH:21][CH:22]=3)=[N:14][N:15]=2)[CH:12]=1>C(O)(=O)C.FC(C1C=CC=CC=1)(F)F>[Br:6][C:7]1[C:8]([C:27]2[CH:28]=[CH:29][C:30]([Cl:33])=[CH:31][CH:32]=2)=[CH:9][C:10]2[N:11]([C:13]([CH2:16][C:17]3[C:18]([CH3:1])=[N:19][C:20]([C:23]([F:26])([F:24])[F:25])=[CH:21][CH:22]=3)=[N:14][N:15]=2)[CH:12]=1

Participants

5

Reactant 2

HCID 14039AcetohydrazideHCID 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 60%

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-a7f1bb9ad3f2478f930fffe83a318b8c
Source dataset
uspto-grants-2010_12
Patent number
US07858639B2

Reaction notes

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