Hydrochloric Acid → 6,8-Difluoro-2-[3-fluoro-4-[(3-phthalimidopropyl)amino]phenyl]-5-hexylamino-4H-1-benzopyran-4-one
Reaction equation
C([N:4]([C:19]1[CH:24]=[CH:23][C:22]([C:25]2[O:26][C:27]3[C:35]([F:36])=[CH:34][C:33]([F:37])=[C:32]([NH:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH3:44])[C:28]=3[C:29](=[O:31])[CH:30]=2)=[CH:21][C:20]=1[F:45])[CH2:5][CH2:6][CH2:7][N:8]1[C:12](=[O:13])[C:11]2=[CH:14][CH:15]=[CH:16][CH:17]=[C:10]2[C:9]1=[O:18])(=O)C.Cl.[OH-].[Na+]>C(O)C>[F:37][C:33]1[CH:34]=[C:35]([F:36])[C:27]2[O:26][C:25]([C:22]3[CH:23]=[CH:24][C:19]([NH:4][CH2:5][CH2:6][CH2:7][N:8]4[C:9](=[O:18])[C:10]5=[CH:17][CH:16]=[CH:15][CH:14]=[C:11]5[C:12]4=[O:13])=[C:20]([F:45])[CH:21]=3)=[CH:30][C:29](=[O:31])[C:28]=2[C:32]=1[NH:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH3:44]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
200 mg of Compound 31 was dissolved in 4 ml of ethanol, 2 ml of concentrated hydrochloric acid was added and the mixture was heated at reflux for 4 hours. The reaction solution was cooled on ice and adjusted to pH 8 by addition of a 10N aqueous solution of sodium hydroxide thereto, and the precipitated crystals were collected by filtration and subjected to preparative thin layer chromatography (chloroform:acetone=20:1) to give 63 mg (34%) of Compound 32.
Workup
- temperaturethe mixture was heated
- temperatureat reflux for 4 hours
- temperatureThe reaction solution was cooled on ice
- filtrationthe precipitated crystals were collected by filtration
Sources & evidence
- ORD record
- ord-dd89b9180616449ebb064a017466b4bb
- Source dataset
- uspto-grants-1996_07
- Patent number
- US05539112
Reaction notes
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