Methylamine → 1-((2-(4-chlorophenyl)imidazo[1,2-b]pyridazin-3-yl)methyl)-N-methyl-1H-1,2,4-triazole-5-carboxamide

HRID 455053Notes

Reaction equation

HRID 455053 reaction equation
[CH3:1][NH:2]C(C1N(CC2N3C=C(C)C=CC3=NC=2C2C=CC(C)=CC=2)N=CN=1)=O.[Cl:28][C:29]1[CH:34]=[CH:33][C:32]([C:35]2[N:36]=[C:37]3[CH:42]=[CH:41][CH:40]=[N:39][N:38]3[C:43]=2[CH2:44][N:45]2[C:49]([C:50]([O:52]C)=O)=[N:48][CH:47]=[N:46]2)=[CH:31][CH:30]=1.CN>>[Cl:28][C:29]1[CH:30]=[CH:31][C:32]([C:35]2[N:36]=[C:37]3[CH:42]=[CH:41][CH:40]=[N:39][N:38]3[C:43]=2[CH2:44][N:45]2[C:49]([C:50]([NH:2][CH3:1])=[O:52])=[N:48][CH:47]=[N:46]2)=[CH:33][CH:34]=1

Participants

4

Reactant 3

HCID 6329MethylamineHCID 670274852-(6-Methyl-2-p-tolyl-imidazo[1,2-a]pyridin-3-ylmethyl)-2H-[1,2,4]triazole-3-carboxylic acid methylamideHCID 67028747methyl 1-((2-(4-chlorophenyl)imidazo[1,2-b]pyridazin-3-yl)methyl)-1H-1,2,4-triazole-5-carboxylate

Product 1

HCID 445394381-((2-(4-chlorophenyl)imidazo[1,2-b]pyridazin-3-yl)methyl)-N-methyl-1H-1,2,4-triazole-5-carboxamide

Procedure

The title compound was prepared according to the procedure described for compound 68 from methyl 1-((2-(4-chlorophenyl)imidazo[1,2-b]pyridazin-3-yl)methyl)-1H-1,2,4-triazole-5-carboxylate and methylamine. 1H-NMR (CDCl3, 400 MHz, δ) 8.42 (dd, J=1.5, 4.4 Hz, 1H), 8.31 (s, 1H), 8.04 (dd, J=1.5, 9.2 Hz, 1H), 7.95 (d, J=8.5 Hz, 2H), 7.52 (d, J=8.5 Hz, 2H), 7.20 (dd, J=4.5, 9.2 Hz, 1H), 7.06 (broad, 1H), 5.91 (s, 2H), 3.00 (d, J=5.1 Hz, 3H)ppm; m/e 368 (M+H)+.

Sources & evidence

ORD record
ord-b9411dc18fbe40398d68ac617187c007
Source dataset
uspto-grants-2013_07
Patent number
US08497278B2

Reaction notes

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