5-(2-Chlorophenyl)-4-(4-chlorophenyl)-2-hydrazinylpyridine → 6-(2-chlorophenyl)-7-(4-chlorophenyl)-[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

HRID 2101396Notes

Reaction equation

HRID 2101396 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:9]([C:16]2[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][CH:17]=2)=[CH:10][C:11]([NH:14][NH2:15])=[N:12][CH:13]=1.BrC1C2N([C:38](=[O:41])NN=2)C(C)=CC=1C1C=CC(Cl)=CC=1>>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:9]([C:16]2[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][CH:17]=2)=[CH:10][C:11]2[N:12]([C:38](=[O:41])[NH:15][N:14]=2)[CH:13]=1

Participants

3

Reactant 2

HCID 577993875-(2-Chlorophenyl)-4-(4-chlorophenyl)-2-hydrazinylpyridineHCID 577994038-bromo-7-(4-chlorophenyl)-5-methyl-[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

Product 1

HCID 577994146-(2-chlorophenyl)-7-(4-chlorophenyl)-[1,2,4]triazolo[4,3-a]pyridin-3(2H)-oneYield 88%

Procedure

The title compound (190 mg, 88% yield) as a yellow foam was prepared from 5-(2-chlorophenyl)-4-(4-chlorophenyl)-2-hydrazinylpyridine (200 mg, 0.61 mmol) in a manner analogous to that in which 8-bromo-7-(4-chlorophenyl)-5-methyl-[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one was prepared. HPLC/MS: retention time=3.83 min, [M+H]+=356.1.

Workup

  1. customwas prepared

Sources & evidence

ORD record
ord-3b44a81167474d61953a63e854b79068
Source dataset
uspto-grants-2009_08
Patent number
US07572808B2

Reaction notes

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