D-Tartaric acid → HCID 86658826, compound

HRID 2360076Notes

Reaction equation

HRID 2360076 reaction equation
[CH3:1][CH2:2][N:3]([CH2:6][CH2:7][NH:8][C:9]([C:11]1[C:12]([CH3:29])=[C:13](/[CH:17]=[C:18]2/[C:19]3[CH:20]=[C:21]([F:28])[CH:22]=[CH:23][C:24]=3[NH:25][C:26]/2=[O:27])[NH:14][C:15]=1[CH3:16])=[O:10])[CH2:4][CH3:5].[C:30]([OH:39])(=[O:38])[C@H:31]([C@@H:33]([C:35]([OH:37])=[O:36])[OH:34])[OH:32]>C(O)C>[CH3:1][CH2:2][N:3]([CH2:6][CH2:7][NH:8][C:9]([C:11]1[C:12]([CH3:29])=[C:13](/[CH:17]=[C:18]2/[C:19]3[CH:20]=[C:21]([F:28])[CH:22]=[CH:23][C:24]=3[NH:25][C:26]/2=[O:27])[NH:14][C:15]=1[CH3:16])=[O:10])[CH2:4][CH3:5].[C:30]([O-:39])(=[O:38])[C@H:31]([C@@H:33]([C:35]([O-:37])=[O:36])[OH:34])[OH:32]

Participants

4

Reactant 2

HCID 439655D-Tartaric acidHCID 5329102Sunitinib

Product 1

HCID 86658826HCID 86658826, compoundYield 158.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

Sunitinib (7.42 g, 18.6 mmol) was dissolved in boiling ethanol (700 ml), to which a solution of D-tartaric acid (1.40 g) in ethanol (20 ml) was added and left to cool to room temperature to give 8.08 g of sunitinib D-tartarate: Melting point: 233-235° C. (Form IV), ratio sunitinib/tartaric acid (according to NMR) 2:1.

Workup

  1. waitleft

Sources & evidence

ORD record
ord-12223b05c158422f940550a7c411d1a7
Source dataset
uspto-grants-2014_04
Patent number
US08686023B2

Reaction notes

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