Dimethylamine → 2-(6-Methyl-2-p-tolyl-imidazo[1,2-a]pyridin-3-ylmethyl)-2H-[1,2,4]triazole-3-carboxylic acid dimethylamide
Reaction equation
[CH3:1][NH:2][C:3]([C:5]1[N:6]([CH2:10][C:11]2[N:15]3[CH:16]=[C:17]([CH3:20])[CH:18]=[CH:19][C:14]3=[N:13][C:12]=2[C:21]2[CH:26]=[CH:25][C:24]([CH3:27])=[CH:23][CH:22]=2)[N:7]=[CH:8][N:9]=1)=[O:4].[CH3:28]C1C=CC2N(C(CN3C(C(OC)=O)=NC=N3)=C(C3C=CC(C)=CC=3)N=2)C=1.CNC>>[CH3:1][N:2]([CH3:28])[C:3]([C:5]1[N:6]([CH2:10][C:11]2[N:15]3[CH:16]=[C:17]([CH3:20])[CH:18]=[CH:19][C:14]3=[N:13][C:12]=2[C:21]2[CH:22]=[CH:23][C:24]([CH3:27])=[CH:25][CH:26]=2)[N:7]=[CH:8][N:9]=1)=[O:4]Participants
4
Reactant 3
Product 1
Procedure
The title compound was prepared according to the procedure described for compound 68 from methyl 1-((6-methyl-2-p-tolylimidazo[1,2-a]pyridin-3-yl)methyl)-1H-1,2,4-triazole-5-carboxylate and dimethylamine. m/e 375 for C21H23N6O [M+H]+; 1H-NMR (300 MHz, CDCl3) δ 8.35 (s, 2H), 7.87 (d, J=2.1 Hz, 1H), 7.72 (d, J=7.8 Hz, 2H), 7.54 (d, J=9.0 Hz, 1H), 7.26 (d, J=7.8 Hz, 2H), 7.10 (d, J=9.0 Hz, 1H), 6.00 (s, 1H), 3.06 (s, 3H), 3.00 (s, 3H), 2.40 (s, 3H), 2.35 (s, 3H) ppm; 13C-NMR (75 MHz, CDCl3, δ) 158.440, 150.213, 147.869, 146.313, 144.771, 138.154, 131.236, 131.236, 129.600, 128.812, 128.725, 122.609, 116.939, 113.480, 43.481, 38.888, 35.781, 21.585, 18.727 ppm.
Sources & evidence
- ORD record
- ord-f0c65222608b42199784b87cb858abdf
- Source dataset
- uspto-grants-2013_07
- Patent number
- US08497278B2
Reaction notes
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