Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 136336862 | HCID 136336862 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 136336861 | HCID 136336861 | 79.5% |
Reaction Steps
To 95 mg of ethyl (3R)-1-{[7-methyl-4-oxo-1-(tetrahydro-2H-pyran-4-yl)-4,5-dihydro-1H-pyrazolo[4,3-c]quinolin-8-yl]carbonyl}piperidine-3-carboxylate were added 5 mL of ethanol and 200 μL of a 3 M aqueous sodium hydroxide solution, followed by stirring at 70° C. for 9 hours. The reaction mixture was cooled, and water and ethyl acetate were added thereto, and then the organic layer was separated. The aqueous layer was adjusted to about pH 4 with 1 mL of 1 M hydrochloric acid, then the solution was coevaporated with toluene. After forming a precipitate, f the precipitared powder was collected by filtration. The obtained powder was dried under reduced pressure to obtain 71 mg of (3R)-1-{[7-methyl-4-oxo-1-(tetrahydro-2H-pyran-4-yl)-4,5-dihydro-1H-pyrazolo[4,3-c]quinolin-8-yl]carbonyl}piperidine-3-carboxylic acid as white powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08822448B2 |
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| Source dataset | uspto-grants-2014_09 |
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| ORD ID | ord-ad2258c94b814fc0bbd3fc8416da3f88 |
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| Source note | uspto-grants-2014_09 |
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