2-(2-Methyl-6-(trifluoromethyl)pyridin-3-yl)acetic acid → N'-(5-(2-chlorophenyl)-4-(4-chlorophenyl)pyridin-2-yl)-2-(2-methyl-6-(trifluoromethyl)pyridin-3-yl)acetohydrazide

HRID 1867889Notes

Reaction equation

HRID 1867889 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.[CH3:23][C:24]1[C:29]([CH2:30][C:31](O)=[O:32])=[CH:28][CH:27]=[C:26]([C:34]([F:37])([F:36])[F:35])[N:25]=1.ClC1C=CC=CC=1C1N=NC(NNC(=O)CC2C=CC(C(F)(F)F)=CC=2)=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]([NH:14][NH:15][C:31](=[O:32])[CH2:30][C:29]2[C:24]([CH3:23])=[N:25][C:26]([C:34]([F:35])([F:37])[F:36])=[CH:27][CH:28]=2)=[N:12][CH:13]=1

Participants

4

Reactant 3

HCID 115575962-(2-Methyl-6-(trifluoromethyl)pyridin-3-yl)acetic acidHCID 577993875-(2-Chlorophenyl)-4-(4-chlorophenyl)-2-hydrazinylpyridineHCID 57979748N'-(6-(2-chlorophenyl)-5-(4-chlorophenyl)pyridazin-3-yl)-2-(4-(trifluoromethyl)phenyl)acetohydrazide

Product 1

HCID 57979742N'-(5-(2-chlorophenyl)-4-(4-chlorophenyl)pyridin-2-yl)-2-(2-methyl-6-(trifluoromethyl)pyridin-3-yl)acetohydrazideYield 100.4%

Procedure

The title compound (80 mg, 99%) as a white solid was prepared from 5-(2-chlorophenyl)-4-(4-chlorophenyl)-2-hydrazinylpyridine (50 mg, 0.15 mmol) and 2-(2-methyl-6-(trifluoromethyl)pyridin-3-yl)acetic acid (49.3 mg, 0.225 mmol) in a manner analogous to that in which N′-(6-(2-chlorophenyl)-5-(4-chlorophenyl)pyridazin-3-yl)-2-(4-(trifluoromethyl)phenyl)acetohydrazide (Example 11 A) was prepared. HPLC/MS: retention time=3.63 min, [M+H]+=531.1.

Workup

  1. customwas prepared

Sources & evidence

ORD record
ord-3c868ad5641145c59bf235b707d4d34c
Source dataset
uspto-grants-2009_12
Patent number
US07632837B2

Reaction notes

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