N-(6-(6-bromo-[1,2,4]triazolo[4,3-a]pyridin-3-ylthio)imidazo[1,2-b]pyridazin-2-yl)cyclopropanecarboxamide → HCID 59233008, compound

HRID 1925177Notes

Reaction equation

HRID 1925177 reaction equation
I[C:2]1[CH:3]=[CH:4][C:5]2[N:6]([CH:8]=[C:9]([NH:11][C:12]([CH:14]3[CH2:16][CH2:15]3)=[O:13])[N:10]=2)[N:7]=1.[CH3:17][O:18][CH2:19][CH2:20][O:21][CH2:22][C:23]1[CH:24]=[CH:25][C:26]2[N:27]([C:29]([SH:32])=[N:30][N:31]=2)[CH:28]=1.BrC1C=CC2N(C(SC3C=CC4N(C=C(NC(C5CC5)=O)N=4)N=3)=NN=2)C=1>>[CH3:17][O:18][CH2:19][CH2:20][O:21][CH2:22][C:23]1[CH:24]=[CH:25][C:26]2[N:27]([C:29]([S:32][C:2]3[CH:3]=[CH:4][C:5]4[N:6]([CH:8]=[C:9]([NH:11][C:12]([CH:14]5[CH2:16][CH2:15]5)=[O:13])[N:10]=4)[N:7]=3)=[N:30][N:31]=2)[CH:28]=1

Participants

4

Reactant 3

HCID 46174984N-(6-(6-bromo-[1,2,4]triazolo[4,3-a]pyridin-3-ylthio)imidazo[1,2-b]pyridazin-2-yl)cyclopropanecarboxamideHCID 57386058N-(6-iodoimidazo[1,2-b]pyridazin-2-yl)cyclopropanecarboxamideHCID 178496202HCID 178496202, compound

Product 1

HCID 59233008HCID 59233008, compound

Procedure

The title compound was prepared from N-(6-iodoimidazo[1,2-b]pyridazin-2-yl)cyclopropanecarboxamide and 6-((2-methoxyethoxy)methyl)-[1,2,4]triazolo[4,3-a]pyridine-3-thiol following the procedure described for the synthesis of Compound 4. 1H NMR (METHANOL-d4, 400 MHz): δ=8.75-8.78 (m, 1H), 8.15 (dd, J=9.3, 1.0 Hz, 1 H), 8.04-8.11 (m, 1 H), 8.02 (d, J=9.3 Hz, 1 H), 7.94 (s, 1 H), 7.56 (d, J=9.3 Hz, 1 H), 4.71 (d, J=1.0 Hz, 2 H), 3.61-3.67 (m, 2 H), 3.47-3.53 (m, 2 H), 3.29 (s, 3 H), 1.80-1.87 (m, 1 H), 0.88-1.01 ppm (m, 4 H). ESI-MS:m/z 440.2 (M+H)+.

Sources & evidence

ORD record
ord-f9fad8caf80d42cdbce46917fe4eb2f0
Source dataset
uspto-grants-2012_05
Patent number
US08178534B2

Reaction notes

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