Malic Acid → Sunitinib Malate

HRID 2177454Notes

Reaction equation

HRID 2177454 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

1 g of sunitinib base was suspended in 20 ml of methanol. 0.332 g of Malic acid dissolved in 3 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 10 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 10 ml methanol
  5. customDried at 50° C. under vacuum for 16 h.

Sources & evidence

ORD record
ord-13a908924d7c4d6b8221ce416ecb8d86
Source dataset
uspto-grants-2015_06
Patent number
US09067915B2

Reaction notes

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