Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | HCID 23019662 | HCID 23019662 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 23019638 | HCID 23019638 | — |
Reaction Steps
46.1 mg of ethyl 8-[3-(1-bromoethyl)phenyl]-1-cyclopropyl-9-methyl-4-oxo-4H-quinolizine-3-carboxylate was dissolved in 2 ml of tetrahydrofuran. 0.1 ml of a solution of 2.0 M of methylamine in tetrahydrofuran was added to the obtained solution and they were stirred for 10 hours. The reaction mixture was concentrated under reduced pressure, and the obtained residue was dissolved in 1 N hydrochloric acid. After washing the obtained solution with ethyl acetate, the aqueous layer was concentrated under reduced pressure. The obtained residue was dissolved in 2 ml of methanol. 1 ml of 1 N aqueous sodium hydroxide solution was added to the obtained solution, and they were stirred at 50° C. for 1 hour. The reaction mixture was made acidic with 1 N hydrochloric acid to obtain 8.1 mg of 1-cyclopropyl-9-methyl-8-[3-(1-methylaminoethyl)phenyl]-4-oxo-4H-quinolizine-3-carboxylic acid in the form of crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07223773B2 |
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| Source dataset | uspto-grants-2007_05 |
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| ORD ID | ord-bbd431f853cb4ef6a0b8d634356f2fa3 |
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| Source note | uspto-grants-2007_05 |
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