Phenylhydrazine → HCID 50915990, compound

HRID 456067Notes

Reaction equation

[C:1]1([NH:7][NH2:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=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](=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:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)/[CH3:31])[CH:28]=[CH:29][C:24]2=[N:23][CH:22]=1

Participants

Reactant 2

HCID 7516Phenylhydrazine

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

Product 1

HCID 50915990HCID 50915990, compoundYield 32%

Procedure

The title compound was prepared from phenyl 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 32% yield as a yellow solid. 1H-NMR (400 MHz, DMSO-d6) δ ppm 9.78 (s, 1H), 8.86 (dd, 1H), 8.32 (d, 1H), 7.98 (m, 3H), 7.78 (d, 1H), 7.61 (s, 1H), 7.47 (q, 1H), 7.30 (m, 4H), 6.83 (t, 1H), 4.57 (s, 2H), 2.31 (s, 3H). LCMS (method C): [MH]+=411, tR=4.57 min.

Sources & evidence

ORD record: ord-3b590508f411458b8f86eecacdec0b61
Source dataset: uspto-grants-2013_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08497368B2

Reaction notes

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