2-Bromo-1-(6-(2-(4-fluorophenyl)-2-methylpropylamino)pyridazin-3-yl)ethanone → HCID 178474422, compound

HRID 869142Notes

Reaction equation

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

Participants

Conditions

Temperature: 100 °C

Procedure

To a 3 mL microwave reaction vial was added 2-bromo-1-(6-(2-(4-fluorophenyl)-2-methylpropylamino)pyridazin-3-yl)ethanone (125 mg, 0.3 mmol, 1.0 equiv), acetyl guanidine (90 mg, 0.6 mmol, 2.0 equiv) and acetonitrile (2 mL). The reaction was heated in a microwave reactor at 100° C. for 13 min. The reaction was filtered and directly purified by reverse phase column chromatography to afford N-(4-(6-(2-(4-fluorophenyl)-2-methylpropylamino)pyridazin-3-yl)-1H-imidazol-2-yl)acetamide (70 mg) as an white solid. m/z=369.2 [M+H]+.

Workup

customTo a 3 mL microwave reaction
filtrationThe reaction was filtered
customdirectly purified by reverse phase column chromatography

Sources & evidence

ORD record: ord-9c8255b454db419dbf6dd57f3ec719da
Source dataset: uspto-grants-2015_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08969346B2

Reaction notes

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