Hydrochloric Acid → HCID 10334592, compound
Reaction equation
[CH3:1][C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[N:4]2[C:11](=[O:19])[CH:12]([CH2:15]N(C)C)[CH2:13][CH2:14][C:3]=12.[CH3:20][C:21]1[NH:22][CH:23]=[CH:24][N:25]=1.Cl.C(O)(C)C>C(Cl)Cl>[CH3:1][C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[N:4]2[C:11](=[O:19])[CH:12]([CH2:15][N:22]3[CH:23]=[CH:24][N:25]=[C:21]3[CH3:20])[CH2:13][CH2:14][C:3]=12Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 100 °C
Procedure
A mixture of 8,9-dihydro-10-methyl-7-(dimethylaminomethyl)pyrido[1,2-a]indol-6(7H)-one (0.65 g), 2-methylimidazole (0.76 g), 2N hydrochloric acid (1.27 ml), and isopropyl alcohol (4 ml) was heated at 100° C. for 3 hours and 15 minutes. After evaporation of the solvent, the residue obtained was dissolved in methylene chloride. The methylene chloride solution was washed with water and brine, dried over anhydrous magnesium sulfate, and evaporated in vacuo. Purification with neutral alumina column chromatography (0.5% methanol-methylene chloride), followed by recrystallization with ethyl acetate-hexane, gave 8,9-dihydro-10-methyl-7-[(2-methyl-1H-imidazol-1-yl)methyl]pyrido[1,2-a]indol-6(7H)-one (0.40 g).
Workup
- customAfter evaporation of the solvent
- customthe residue obtained
- washThe methylene chloride solution was washed with water and brine
- dry with materialdried over anhydrous magnesium sulfate
- customevaporated in vacuo
- customPurification with neutral alumina column chromatography (0.5% methanol-methylene chloride)
- customfollowed by recrystallization with ethyl acetate-hexane
Sources & evidence
- ORD record
- ord-2bb0b036f3a747158d93165ca917d9a0
- Source dataset
- uspto-grants-1994_03
- Patent number
- US05290785
Reaction notes
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