Ammonium Hydroxide → 2-((2-amino-6-(trifluoromethyl)pyridin-3-yl)methyl)-7-(4-chlorophenyl)-8-(pyridin-4-yl)-[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

HRID 2101331Notes

Reaction equation

HRID 2101331 reaction equation
ClC1C(CN2C(=O)N3C=CC(C4C=CC(Cl)=CC=4)=C(C4C=CN=CC=4)C3=N2)=CC=C(C(F)(F)F)N=1.[OH-].[NH4+].[Cl:38][C:39]1[CH:44]=[CH:43][C:42]([C:45]2[CH:50]=[CH:49][N:48]3[C:51](=[O:67])[N:52]([CH2:54][C:55]4[C:56]([NH:65]C)=[N:57][C:58]([C:61]([F:64])([F:63])[F:62])=[CH:59][CH:60]=4)[N:53]=[C:47]3[C:46]=2[C:68]2[CH:73]=[CH:72][N:71]=[CH:70][CH:69]=2)=[CH:41][CH:40]=1>>[NH2:65][C:56]1[C:55]([CH2:54][N:52]2[C:51](=[O:67])[N:48]3[CH:49]=[CH:50][C:45]([C:42]4[CH:43]=[CH:44][C:39]([Cl:38])=[CH:40][CH:41]=4)=[C:46]([C:68]4[CH:73]=[CH:72][N:71]=[CH:70][CH:69]=4)[C:47]3=[N:53]2)=[CH:60][CH:59]=[C:58]([C:61]([F:64])([F:63])[F:62])[N:57]=1

Participants

4

Reactant 3

HCID 14923Ammonium HydroxideHCID 160048097-(4-chlorophenyl)-2-((2-(methylamino)-6-(trifluoromethyl)pyridin-3-yl)methyl)-8-(pyridin-4-yl)-[1,2,4]triazolo[4,3-a]pyridin-3(2H)-oneHCID 160048102-((2-chloro-6-(trifluoromethyl)pyridin-3-yl)methyl)-7-(4-chlorophenyl)-8-(pyridin-4-yl)-[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

Product 1

HCID 160048402-((2-amino-6-(trifluoromethyl)pyridin-3-yl)methyl)-7-(4-chlorophenyl)-8-(pyridin-4-yl)-[1,2,4]triazolo[4,3-a]pyridin-3(2H)-oneYield 33%

Procedure

The title compound (6 mg, 33% yield) as a yellow powder was prepared from 2-((2-chloro-6-(trifluoromethyl)pyridin-3-yl)methyl)-7-(4-chlorophenyl)-8-(pyridin-4-yl)-[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one (22 mg, 0.043 mmol), and 28% aqueous ammonium hydroxide solution (0.5 mL) according to the procedures described for 7-(4-chlorophenyl)-2-((2-(methylamino)-6-(trifluoromethyl)pyridin-3-yl)methyl)-8-(pyridin-4-yl)-[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one. HPLC/MS: retention time=2.87 min, [M+H]+=497.2.

Sources & evidence

ORD record
ord-973a40a2e5de46f6b3b5ac7b73e804a8
Source dataset
uspto-grants-2009_08
Patent number
US07572808B2

Reaction notes

Loading…