Malic Acid → Sunitinib Malate

HRID 1918248Notes

Reaction equation

HRID 1918248 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-6f6a97c46b7144efa47e9073785d2dcb
Source dataset
uspto-grants-2013_12
Patent number
US08618309B2

Reaction notes

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