Imatinib → Imatinib Mesylate

HRID 1593995Notes

Reaction equation

HRID 1593995 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]([C:11]2[CH:16]=[CH:15][C:14]([CH2:17][N:18]3[CH2:23][CH2:22][N:21]([CH3:24])[CH2:20][CH2:19]3)=[CH:13][CH:12]=2)=[O:10])=[CH:4][C:3]=1[NH:25][C:26]1[N:31]=[C:30]([C:32]2[CH:37]=[CH:36][CH:35]=[N:34][CH:33]=2)[CH:29]=[CH:28][N:27]=1.[CH3:38][S:39]([OH:42])(=[O:41])=[O:40]>C(Cl)(Cl)Cl>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]([C:11]2[CH:12]=[CH:13][C:14]([CH2:17][N:18]3[CH2:19][CH2:20][N:21]([CH3:24])[CH2:22][CH2:23]3)=[CH:15][CH:16]=2)=[O:10])=[CH:4][C:3]=1[NH:25][C:26]1[N:27]=[CH:28][CH:29]=[C:30]([C:32]2[CH:37]=[CH:36][CH:35]=[N:34][CH:33]=2)[N:31]=1.[CH3:38][S:39]([OH:42])(=[O:41])=[O:40]

Participants

4

Reactant 2

HCID 5291ImatinibHCID 6395Methanesulfonic Acid

Product 1

HCID 123596Imatinib Mesylate

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Imatinib free base (5.0 gm) is dissolved in chloroform (50 ml) at room temperature and then methanesulfonic acid (0.75 ml) is added. The contents are stirred for 5 hours at room temperature and separated crystals are filtered and dried to give 5.0 gm of imatinib mesylate form H1.

Workup

  1. customseparated crystals
  2. filtrationare filtered
  3. customdried

Sources & evidence

ORD record
ord-ebcfea050767412caea6e9813efa7206
Source dataset
uspto-grants-2007_11
Patent number
US07300938B2

Reaction notes

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