Acetic Acid → HCID 86653606, compound
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:33])(=[O:32])[CH3:31]>C(O)CCC>[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]([O-:33])(=[O:32])[CH3:31]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 20 °C
Procedure
Sunitinib base (3 g) was suspended in n-butanol (15 ml) with stirring at 20° C. and the mixture heated to 60° C. Then 1.05 eq (0.45 ml) of acetic acid were added observing dissolution and after 1-2′ precipitation of an orange solid. Then other 6 ml of n-butanol and other 0.45 ml of acetic acid were added. Then methyl tert-butyl ether (60 ml) was added at 60° C. within 10 min with stirring, the mixture was cooled to −10° C. in 2 hours. After 16 h at −10° C. the solid was filtered, washed with 2×20 ml of MTBE and dried on the filter for 1 h.
Workup
- temperaturethe mixture heated to 60° C
- dissolutiondissolution
- customafter 1-2′ precipitation of an orange solid
- additionThen other 6 ml of n-butanol and other 0.45 ml of acetic acid were added
- additionThen methyl tert-butyl ether (60 ml) was added at 60° C. within 10 min
- stirringwith stirring
- temperaturethe mixture was cooled to −10° C. in 2 hours
- filtrationAfter 16 h at −10° C. the solid was filtered
- washwashed with 2×20 ml of MTBE
- customdried on the
- filtrationfilter for 1 h.
Sources & evidence
- ORD record
- ord-c1c4c727bdb54ec2b60d7679b83c69d8
- Source dataset
- uspto-grants-2013_12
- Patent number
- US08618309B2
Reaction notes
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