Ammonia → 2-(6-Methyl-2-p-tolyl-imidazo[1,2-a]pyridin-3-ylmethyl)-2H-[1,2,4]triazole-3-carboxylic acid amide

HRID 455038Notes

Reaction equation

HRID 455038 reaction equation
C[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].CC1C=CC2N(C(CN3C(C(OC)=O)=NC=N3)=C(C3C=CC(C)=CC=3)N=2)C=1.N>>[CH3:20][C:17]1[CH:18]=[CH:19][C:14]2[N:15]([C:11]([CH2:10][N:6]3[C:5]([C:3]([NH2:2])=[O:4])=[N:9][CH:8]=[N:7]3)=[C:12]([C:21]3[CH:22]=[CH:23][C:24]([CH3:27])=[CH:25][CH:26]=3)[N:13]=2)[CH:16]=1

Participants

4

Reactant 3

HCID 222AmmoniaHCID 670274852-(6-Methyl-2-p-tolyl-imidazo[1,2-a]pyridin-3-ylmethyl)-2H-[1,2,4]triazole-3-carboxylic acid methylamideHCID 67027486Methyl 1-((6-methyl-2-p-tolylimidazo[1,2-a]pyridin-3-yl)methyl)-1H-1,2,4-triazole-5-carboxylate

Product 1

HCID 670275952-(6-Methyl-2-p-tolyl-imidazo[1,2-a]pyridin-3-ylmethyl)-2H-[1,2,4]triazole-3-carboxylic acid amide

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 ammonia. m/e− 347 for C19H19N6O [M+H]+; 1H-NMR (300 MHz, CDCl3) δ 8.10 (s, 1H), 7.87 (d, J=6.9 Hz, 2H), 7.61 (d, J=9.3 Hz, 1H), 7.41 (d, J=9.3 Hz, 1H), 7.30 (d, J=6.9 Hz, 2H), 7.12 (dd, J=1.2, 9.3 Hz, 1H), 6.32 (s, 2H), 6.03 (bs, 2H), 2.43 (s, 3H), 2.34 (s, 3H) ppm.

Sources & evidence

ORD record
ord-3a58130d4f45433f98aed743e40612ca
Source dataset
uspto-grants-2013_07
Patent number
US08497278B2

Reaction notes

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