Methanesulfonic Acid → HCID 117666883, compound

HRID 1526274Notes

Reaction equation

[C:1]([NH:5][C:6]1[CH:7]=[C:8]([CH:35]=[CH:36][CH:37]=1)[O:9][C:10]1[N:11]=[C:12]([NH:21][C:22]2[CH:27]=[CH:26][C:25]([N:28]3[CH2:33][CH2:32][N:31]([CH3:34])[CH2:30][CH2:29]3)=[CH:24][CH:23]=2)[C:13]([C:18]([NH2:20])=[O:19])=[N:14][C:15]=1[CH2:16][CH3:17])(=[O:4])[CH:2]=[CH2:3].[CH3:38][S:39]([OH:42])(=[O:41])=[O:40]>C(#N)C>[CH3:38][S:39]([OH:42])(=[O:41])=[O:40].[C:1]([NH:5][C:6]1[CH:7]=[C:8]([CH:35]=[CH:36][CH:37]=1)[O:9][C:10]1[N:11]=[C:12]([NH:21][C:22]2[CH:27]=[CH:26][C:25]([N:28]3[CH2:33][CH2:32][N:31]([CH3:34])[CH2:30][CH2:29]3)=[CH:24][CH:23]=2)[C:13]([C:18]([NH2:20])=[O:19])=[N:14][C:15]=1[CH2:16][CH3:17])(=[O:4])[CH:2]=[CH2:3]

Participants

Conditions

Temperature: 50 °C

Procedure

A mixture of 5-[3-(acryloylamino)phenoxy]-6-ethyl-3-{[4-(4-methylpiperazin-1-yl)phenyl]amino}pyrazine-2-carboxamide (100 mg) and acetonitrile (3 mL) was heated to 50° C., and a 2 M aqueous methanesulfonic acid solution (100 μl) was added thereto, followed by stirring at 50° C. for 30 minutes. After leaving to be cooled to room temperature, the mixture was stirred at room temperature for 15 hours. The precipitated solid was collected by filtration and dried at 50° C. for 6 hours under reduced pressure to obtain 5-[3-(acryloylamino)phenoxy]-6-ethyl-3-{[4-(4-methylpiperazin-1-yl)phenyl]amino}pyrazine-2-carboxamide monomethanesulfonate (104 mg) as a pale yellow solid.

Workup

customAfter leaving
temperatureto be cooled to room temperature
stirringthe mixture was stirred at room temperature for 15 hours
filtrationThe precipitated solid was collected by filtration
customdried at 50° C. for 6 hours under reduced pressure

Sources & evidence

ORD record: ord-517a0605088c47f48efba6a9ebce01bd
Source dataset: uspto-grants-2015_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09085540B2

Reaction notes

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