Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 86701164 | HCID 86701164 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 68018985 | HCID 68018985 | 73.4% |
Reaction Steps
To a mixture of 369 mg of 7-[(5-bromo-2,3-dihydro-1H-pyrrolo[2,3-b]pyridin-1-yl)carbonyl]-1-(cis-2-{[tert-butyl(dimethyl)silyl]oxy}cyclopentyl)-8-methylimidazo[1,5-a]quinoxalin-4(5H)-one and 3.70 mL of methanol was added 0.15 mL of concentrated hydrochloric acid, followed by stirring at room temperature for 3 days. The solvent was evaporated under reduced pressure, then the residue was dissolved in water, and a saturated aqueous sodium hydrogen carbonate solution was added thereto to adjust the pH to about 8. The mixture was extracted with chloroform, the organic layer was dried over anhydrous magnesium sulfate, and then the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (chloroform/methanol=100/0-95/5) and triturated with methanol to obtain 221 mg of 7-[(5-bromo-2,3-dihydro-1H-pyrrolo[2,3-b]pyridin-1-yl)carbonyl]-1-(cis-2-hydroxycyclopentyl)-8-methylimidazo[1,5-a]quinoxalin-4(5H)-one as a colorless solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08901126B2 |
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| Source dataset | uspto-grants-2014_12 |
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| ORD ID | ord-8fba594b4edd45509ebc973856991918 |
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| Source note | uspto-grants-2014_12 |
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