Methanesulfonic Acid → 4-[(4-Methylpiperazin-1-yl)methyl]-n-{6-methyl-5-[(4-(pyrid-3-yl)pyrimid-2-yl)amino]pyrid-3-yl} benzamide methanesulfonic acid salt

HRID 1926594Notes

Reaction equation

HRID 1926594 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([CH2:8][C:9]2[CH:37]=[CH:36][C:12]([C:13]([NH:15][C:16]3[CH:17]=[N:18][C:19]([CH3:35])=[C:20]([NH:22][C:23]4[N:28]=[C:27]([C:29]5[CH:30]=[N:31][CH:32]=[CH:33][CH:34]=5)[CH:26]=[CH:25][N:24]=4)[CH:21]=3)=[O:14])=[CH:11][CH:10]=2)[CH2:4][CH2:3]1.[CH3:38][S:39]([OH:42])(=[O:41])=[O:40]>CO>[CH3:38][S:39]([OH:42])(=[O:41])=[O:40].[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([CH2:8][C:9]2[CH:10]=[CH:11][C:12]([C:13]([NH:15][C:16]3[CH:17]=[N:18][C:19]([CH3:35])=[C:20]([NH:22][C:23]4[N:28]=[C:27]([C:29]5[CH:30]=[N:31][CH:32]=[CH:33][CH:34]=5)[CH:26]=[CH:25][N:24]=4)[CH:21]=3)=[O:14])=[CH:36][CH:37]=2)[CH2:4][CH2:3]1

Participants

4

Reactant 2

HCID 6395Methanesulfonic AcidHCID 692278004-[(4-methylpiperazin-1-yl)methyl]-N-{6-methyl-5-[(4-(pyrid-3-yl)pyrimid-2-yl)amino]pyrid-3-yl}benzamide

Product 1

HCID 877440834-[(4-Methylpiperazin-1-yl)methyl]-n-{6-methyl-5-[(4-(pyrid-3-yl)pyrimid-2-yl)amino]pyrid-3-yl} benzamide methanesulfonic acid saltYield 83.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a flask was added 4-[(4-methylpiperazin-1-yl)methyl]-N-{6-methyl-5-[(4-(3-pyridyl)-2-pyrimidyl)amino]-3-pyridyl}benzamide (2.0 g), methanesulfonic acid (0.40 g) and methanol (100 mL). After the solution was clear, the reaction mixture was concentrated under reduced pressure to about 20 mL and acetone was added to get a crystal. Filtrated and the solid was dried to give 4-[(4-methylpiperazin-1-yl)methyl]-N-{6-methyl-5-[(4-(pyrid-3-yl)pyrimid-2-yl)amino]pyrid-3-yl} benzamide methanesulfonic acid salt (2.0 g).

Workup

  1. concentrationthe reaction mixture was concentrated under reduced pressure to about 20 mL and acetone
  2. additionwas added
  3. customto get a crystal
  4. filtrationFiltrated
  5. customthe solid was dried

Sources & evidence

ORD record
ord-ced7181a8b6a43d3a80d7bd66728e2db
Source dataset
uspto-grants-2012_05
Patent number
US08183242B2

Reaction notes

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