Dimethylamine → 7-(4-chlorophenyl)-2-((2-(dimethylamino)-6-(trifluoromethyl)pyridin-3-yl)methyl)-8-(pyridin-4-yl)-[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one
Reaction equation
Cl[C:2]1[C:7]([CH2:8][N:9]2[C:30](=[O:31])[N:12]3[CH:13]=[CH:14][C:15]([C:23]4[CH:28]=[CH:27][C:26]([Cl:29])=[CH:25][CH:24]=4)=[C:16]([C:17]4[CH:22]=[CH:21][N:20]=[CH:19][CH:18]=4)[C:11]3=[N:10]2)=[CH:6][CH:5]=[C:4]([C:32]([F:35])([F:34])[F:33])[N:3]=1.[CH3:36][NH:37][CH3:38].ClC1C=CC(C2C=CN3C(=O)N(CC4C(NC)=NC(C(F)(F)F)=CC=4)N=C3C=2C2C=CN=CC=2)=CC=1>O>[Cl:29][C:26]1[CH:25]=[CH:24][C:23]([C:15]2[CH:14]=[CH:13][N:12]3[C:30](=[O:31])[N:9]([CH2:8][C:7]4[C:2]([N:37]([CH3:38])[CH3:36])=[N:3][C:4]([C:32]([F:35])([F:33])[F:34])=[CH:5][CH:6]=4)[N:10]=[C:11]3[C:16]=2[C:17]2[CH:18]=[CH:19][N:20]=[CH:21][CH:22]=2)=[CH:28][CH:27]=1Participants
5
Reactant 3
HCID 674Dimethylamine
HCID 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)-one
HCID 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)-oneProduct 1
Reagents, catalysts & solvents 1
Procedure
The title compound (12 mg, 46% 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 (26 mg, 0.05 mmol) and 40 wt. % dimethylamine in water (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=3.25 min, [M+H]+=525.2.
Sources & evidence
- ORD record
- ord-1e5d0d6c2a5d4b1f82699dffc775dcd7
- Source dataset
- uspto-grants-2009_08
- Patent number
- US07572808B2
Reaction notes
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