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

HRID 736305Notes

Reaction equation

HRID 736305 reaction equation
[CH3:1][N:2]1[CH2:8][CH2:7][CH2:6][N:5]([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[CH2:8][CH2:7][CH2:6][N:5]([CH2:9][C:10]2[CH:11]=[CH:12][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:37][CH:38]=2)[CH2:4][CH2:3]1

Participants

4

Reactant 2

HCID 6395Methanesulfonic AcidHCID 688162014-(4-methylhomopiperazin-1-ylmethyl)-N-[2-methyl-5-(4-(pyridin-3-yl)pyrimidin-2-yl)aminophenyl]benzamide

Product 1

HCID 865953414-(4-methylhomopiperazin-1-ylmethyl)-N-[2-methyl-5-(4-(pyridin-3-yl)pyrimidin-2-yl)aminophenyl]benzamide methanesulfonateYield 74.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

4-(4-Methylhomopiperazin-1-ylmethyl)-N-[2-methyl-5-(4-(pyridin-3-yl)pyrimidin-2-yl)aminophenyl]benzamide (1.2 g, 2.29 mmol) was dissolved in ethanol (18 ml), methanesulfonic acid (149 μl, 2.29 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-methylhomopiperazin-1-ylmethyl)-N-[2-methyl-5-(4-(pyridin-3-yl)pyrimidin-2-yl)aminophenyl]benzamide methanesulfonate (1.03 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-56ac5f1113314e9da0e23a2e9acc886b
Source dataset
uspto-grants-2009_09
Patent number
US07595323B2

Reaction notes

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