Water → HCID 14099817, compound

HRID 1464614Notes

Reaction equation

Cl[CH:2]([C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)[CH2:3][CH2:4][N:5]1[CH2:10][CH2:9][N:8]([C:11]([C:13]2[CH:14]=[C:15]3[C:20](=[CH:21][CH:22]=2)[NH:19][C:18](=[O:23])[CH2:17][CH2:16]3)=[O:12])[CH2:7][CH2:6]1.Cl.[CH3:31][NH2:32].Cl.C(=O)([O-])[O-].[K+].[K+].O>C(#N)C>[CH3:31][NH:32][CH:2]([C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)[CH2:3][CH2:4][N:5]1[CH2:10][CH2:9][N:8]([C:11]([C:13]2[CH:14]=[C:15]3[C:20](=[CH:21][CH:22]=2)[NH:19][C:18](=[O:23])[CH2:17][CH2:16]3)=[O:12])[CH2:7][CH2:6]1

Participants

Conditions

Temperature: 60 °C

Procedure

One gram of 6-[4-(3-chloro-3-phenylpropyl)-1-piperazinylcarbonyl]-3,4-dihydrocarbostyril·hydrochloride, 0.17 g of methylamine·hydrochloride and 1.2 g of potassium carbonate were dispersed in 20 ml of acetonitrile and the dispersion was stirred at 60° C. for 4 hours. After the reaction was completed, the reaction mixture was poured into water then extracted with methylene chloride. The extract was dried with anhydrous sodium carbonate, then the solvent was removed by evaporation. Thus obtained residue was purified by means of a silica gel column chromatography (eluent: dichloromethane:methanol=20:1), then the desired product was converted into a citrate, and recrystallized from ethanol-water to yield 0.5 g of 6[-4-(3-methylamino-3-phenylpropyl)-1-piperazinylcarbonyl]-3,4-dihydrocarbostyril. dicitrate. White powdery substance. Melting point: 150°-156° C. (decomp.).

Workup

extractionthen extracted with methylene chloride
dry with materialThe extract was dried with anhydrous sodium carbonate
customthe solvent was removed by evaporation
customThus obtained residue was purified by means of a silica gel column chromatography (eluent: dichloromethane:methanol=20:1)
customrecrystallized from ethanol-water

Sources & evidence

ORD record: ord-32ce72e7e9504b41a4f99d4f8782fc0f
Source dataset: uspto-grants-1994_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05306719

Reaction notes

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