Methanol → HCID 131734268, compound

HRID 1500390Notes

Reaction equation

HRID 1500390 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](O)(=O)[C:31]([OH:33])=[O:32].[CH3:36][OH:37]>ClCCl>[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:31]([O-:33])(=[O:32])[CH2:30][C:36]([O-:10])=[O:37]

Participants

5

Reactant 3

HCID 887MethanolHCID 971Oxalic AcidHCID 5329102Sunitinib

Product 1

HCID 131734268HCID 131734268, compoundYield 75%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
27.5 °C

Procedure

Sunitinib (1.0 g) was suspended in 10% methanol in dichloromethane (30mL) at 25° C. , followed by addition of oxalic acid (0.22 g) .The reaction mass was maintained under stirring at 25-30° C. for 60 minutes. The solids obtained were filtered, suck dried and dried under vacuum for a period of 10 hrs at 60° C. to obtain sunitinib malonate. (0.9 g; yield: 75%)

Workup

  1. temperaturewas maintained
  2. customThe solids obtained
  3. filtrationwere filtered
  4. customsuck dried
  5. customdried under vacuum for a period of 10 hrs at 60° C.

Sources & evidence

ORD record
ord-9e4db196189144d8bdfebfbe3bd82fc7
Source dataset
uspto-grants-2015_12
Patent number
US09206163B2

Reaction notes

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