Malic Acid → Sunitinib Malate

HRID 2177453Notes

Reaction equation

HRID 2177453 reaction equation
[CH3:1][CH2:2][N:3]([CH2:6][CH2:7][NH:8][C:9]([C:11]1[C:15]([CH3:16])=[C:14](/[CH:17]=[C:18]2/[C:19]3[CH:24]=[C:23]([F:25])[CH:22]=[CH:21][C:20]=3[NH:26][C:27]/2=[O:28])[NH:13][C:12]=1[CH3:29])=[O:10])[CH2:4][CH3:5].[C:30]([OH:38])(=[O:37])[CH:31]([CH2:33][C:34]([OH:36])=[O:35])[OH:32]>CO.O>[CH3:1][CH2:2][N:3]([CH2:6][CH2:7][NH:8][C:9]([C:11]1[C:15]([CH3:16])=[C:14](/[CH:17]=[C:18]2/[C:19]3[CH:24]=[C:23]([F:25])[CH:22]=[CH:21][C:20]=3[NH:26][C:27]/2=[O:28])[NH:13][C:12]=1[CH3:29])=[O:10])[CH2:4][CH3:5].[CH2:33]([C:34]([OH:36])=[O:35])[C@H:31]([OH:32])[C:30]([OH:38])=[O:37]

Participants

5

Reactant 2

HCID 525Malic AcidHCID 5329102Sunitinib

Product 1

HCID 6456015Sunitinib Malate

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

5 g of sunitinib base were suspended in 100 ml of methanol. 1.684 g of Malic acid dissolved in 15 ml of water was added at RT. A partial dissolution of the mixture was observed and after 5 minutes there was the formation of a precipitate. The suspension was filtered and washed with 50 ml methanol. Dried at 50° C. under vacuum for 16 h.

Workup

  1. additionwas added at RT
  2. dissolutionA partial dissolution of the mixture
  3. filtrationThe suspension was filtered
  4. washwashed with 50 ml methanol
  5. customDried at 50° C. under vacuum for 16 h.

Sources & evidence

ORD record
ord-50cf89a02e054cc0b30b6c425a334666
Source dataset
uspto-grants-2015_06
Patent number
US09067915B2

Reaction notes

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