2-Hydrazinopyridine → HCID 71699869, compound

HRID 456068Notes

Reaction equation

HRID 456068 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[NH:7][NH2:8].[F:9][C:10]1[CH:19]=[C:18]2[C:13]([CH:14]=[CH:15][CH:16]=[N:17]2)=[CH:12][C:11]=1[CH2:20][C:21]1[N:25]2[N:26]=[C:27]([C:30](=O)[CH3:31])[CH:28]=[CH:29][C:24]2=[N:23][CH:22]=1>>[F:9][C:10]1[CH:19]=[C:18]2[C:13]([CH:14]=[CH:15][CH:16]=[N:17]2)=[CH:12][C:11]=1[CH2:20][C:21]1[N:25]2[N:26]=[C:27](/[C:30](=[N:8]/[NH:7][C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=3)/[CH3:31])[CH:28]=[CH:29][C:24]2=[N:23][CH:22]=1

Participants

3

Reactant 2

HCID 786452-HydrazinopyridineHCID 581905991-[3-(7-Fluoro-quinolin-6-ylmethyl)-imidazo[1,2-b]pyridazin-6-yl]ethanone

Product 1

HCID 71699869HCID 71699869, compoundYield 48%

Procedure

The title compound was prepared from pyridin-2-yl-hydrazine and 1-[3-(7-fluoro-quinolin-6-ylmethyl)-imidazo[1,2-b]pyridazin-6-yl]ethanone in analogy to the synthesis of example 1 in 48% yield as a white solid. 1H-NMR (400 MHz, DMSO-d6) δ ppm 10.27 (s, 1H), 8.86 (dd, 1H), 8.31 (d, 1H), 8.19 (d, 1H), 7.97 (m, 3H), 7.78 (d, 1H), 7.70 (t, 1H), 7.65 (s, 1H), 7.47 (q, 1H), 7.40 (d, 1H), 6.87 (dd, 1H), 4.58 (s, 2H), 2.36 (s, 3H). LCMS (method A): [MH]+=412, tR=4.78 min.

Sources & evidence

ORD record
ord-e33aff10ee7d4886a475a9a8a9ce7fff
Source dataset
uspto-grants-2013_07
Patent number
US08497368B2

Reaction notes

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