Methanesulfonic Acid → 4-(4-methylpiperazin-1-ylaminomethyl)-N-[2-methyl-5-(4-(pyridin-3-yl)pyrimidin-2-yl)aminophenyl]benzamide methanesulfonate

HRID 736307Notes

Reaction equation

HRID 736307 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([NH:8][CH2:9][C:10]2[CH:38]=[CH:37][C:13]([C:14]([NH:16][C:17]3[CH:22]=[C:21]([NH:23][C:24]4[N:29]=[C:28]([C:30]5[CH:31]=[N:32][CH:33]=[CH:34][CH:35]=5)[CH:27]=[CH:26][N:25]=4)[CH:20]=[CH:19][C:18]=3[CH3:36])=[O:15])=[CH:12][CH:11]=2)[CH2:4][CH2:3]1.[CH3:39][S:40]([OH:43])(=[O:42])=[O:41]>C(O)C>[CH3:39][S:40]([OH:43])(=[O:42])=[O:41].[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([NH:8][CH2:9][C:10]2[CH:38]=[CH:37][C:13]([C:14]([NH:16][C:17]3[CH:22]=[C:21]([NH:23][C:24]4[N:29]=[C:28]([C:30]5[CH:31]=[N:32][CH:33]=[CH:34][CH:35]=5)[CH:27]=[CH:26][N:25]=4)[CH:20]=[CH:19][C:18]=3[CH3:36])=[O:15])=[CH:12][CH:11]=2)[CH2:4][CH2:3]1

Participants

4

Reactant 2

HCID 6395Methanesulfonic AcidHCID 688169564-(4-methylpiperazin-1-ylaminomethyl)-N-[2-methyl-5-(4-(pyridin-3-yl)pyrimidin-2-yl)aminophenyl]benzamide

Product 1

HCID 865953424-(4-methylpiperazin-1-ylaminomethyl)-N-[2-methyl-5-(4-(pyridin-3-yl)pyrimidin-2-yl)aminophenyl]benzamide methanesulfonateYield 69.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

4-(4-Methylpiperazin-1-ylaminomethyl)-N-[2-methyl-5-(4-(pyridin-3-yl)pyrimidin-2-yl)aminophenyl]benzamide (1.7 g, 3.42 mmol) was dissolved in ethanol (25 ml), methanesulfonic acid (222 μl, 3.42 mmol) was added, and the mixture was reacted at room temperature for 18 hours. The resulting solid was filtered and washed with acetone to give 4-(4-methylpiperazin-1-ylaminomethyl)-N-[2-methyl-5-(4-(pyridin-3-yl)pyrimidin-2-yl)aminophenyl]benzamide methanesulfonate (1.43 g).

Workup

  1. customthe mixture was reacted at room temperature for 18 hours
  2. filtrationThe resulting solid was filtered
  3. washwashed with acetone

Sources & evidence

ORD record
ord-20a888a54aa64a35aa343f5a7a7f4bf8
Source dataset
uspto-grants-2009_09
Patent number
US07595323B2

Reaction notes

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