L-Malic Acid → Sunitinib Malate

HRID 2177458Notes

Reaction equation

HRID 2177458 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])[C@H:31]([CH2:33][C:34]([OH:36])=[O:35])[OH:32]>CO>[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

4

Reactant 2

HCID 222656L-Malic Acid3×HCID 5329102Sunitinib3×

Product 1

HCID 6456015Sunitinib Malate

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture (280 mg) of Sunitinib base (form VIII and L-malic acid in molar ratio 1:1 was prepared. The aforementioned Sunitinib base and L-malic acid were powdered separately by a mortar and pestle. The powdered Sunitinib base (210 mg) was weighed into a vial, and then the powdered L-malic acid (70 mg) was added into the same vial. The mixture was then homogenized by means of shaking the vial in hand. The mixture (10 mg) was weighed into a vial, then 10 μL of methanol was added and the blend was mixed by shaking the vial. The vial was closed and left at ambient temperature for 3 days until drying, obtaining form I.

Workup

  1. additionwas added into the same vial
  2. stirringof shaking the vial in hand
  3. additionwas added
  4. additionthe blend was mixed
  5. stirringby shaking the vial
  6. customThe vial was closed
  7. customuntil drying
  8. customobtaining form I

Sources & evidence

ORD record
ord-7c54c1d487944ea3980266b637bca9d6
Source dataset
uspto-grants-2015_06
Patent number
US09067915B2

Reaction notes

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