L-Malic Acid → Sunitinib Malate

HRID 2177449Notes

Reaction equation

HRID 2177449 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]>CCOC(C)=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

4

Reactant 2

HCID 222656L-Malic AcidHCID 5329102Sunitinib

Product 1

HCID 6456015Sunitinib Malate

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
77 °C

Procedure

To Sunitinib base (300 mg), L-malic acid (101 mg), and AcOEt (10 ml) are added, the mixture is heated to 77° C. for 10 min, after precipitation the obtained solid is filtered, dried on air.

Workup

  1. customafter precipitation the obtained solid
  2. filtrationis filtered
  3. customdried on air

Sources & evidence

ORD record
ord-0a747c2b7a96487f8f6e195e02168bbb
Source dataset
uspto-grants-2015_06
Patent number
US09067915B2

Reaction notes

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