Maleic Acid → HCID 72695816, compound

HRID 715933Notes

Reaction equation

[F:1][C:2]1[CH:3]=[C:4]([C@H:8]([NH:10][C:11]2[CH:12]=[CH:13][C:14]3[N:15]([C:17]([C:20]4[CH:25]=[CH:24][C:23]([O:26][CH2:27][C@@H:28]5[CH2:32][CH2:31][CH2:30][NH:29]5)=[CH:22][CH:21]=4)=[CH:18][N:19]=3)[N:16]=2)[CH3:9])[CH:5]=[CH:6][CH:7]=1.[C:33]([OH:40])(=[O:39])/[CH:34]=[CH:35]\[C:36]([OH:38])=[O:37]>O>[C:33]([OH:40])(=[O:39])/[CH:34]=[CH:35]\[C:36]([OH:38])=[O:37].[F:1][C:2]1[CH:3]=[C:4]([C@H:8]([NH:10][C:11]2[CH:12]=[CH:13][C:14]3[N:15]([C:17]([C:20]4[CH:25]=[CH:24][C:23]([O:26][CH2:27][C@@H:28]5[CH2:32][CH2:31][CH2:30][NH:29]5)=[CH:22][CH:21]=4)=[CH:18][N:19]=3)[N:16]=2)[CH3:9])[CH:5]=[CH:6][CH:7]=1

Participants

Conditions

Temperature: 40 °C

Procedure

To N-[(1R)-1-(3-fluorophenyl)ethyl]-3-[4-[[(2S)-pyrrolidin-2-yl]methoxy]phenyl]imidazo[1,2-b]pyridazin-6-amine (105 mg) obtained in Example 24, water (1.8 ml) and a 1 mol/l aqueous maleic acid solution (242 μl) were added at room temperature. Then, the mixture was stirred at 40° C. for 20 hours and further stirred at room temperature for 0.5 hours. Then, the deposited solid was collected by filtration to obtain the title compound (112 mg).

Workup

stirringfurther stirred at room temperature for 0.5 hours
filtrationThen, the deposited solid was collected by filtration

Sources & evidence

ORD record: ord-9962c8947c8346e6bedf84f3eea52624
Source dataset: uspto-grants-2015_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09187489B2

Reaction notes

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