HuagongsheHuagongshe Chemistry Print Report · For research reference only
Boron tribromide → HCID 86732831, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Boron tribromide | HCID 25134 | — |
| Reactant | HCID 82250420 | HCID 82250420 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86732831 | HCID 86732831 | 91% |
Reaction Steps
To a solution of 1-cyclopropyl-6,7-dimethoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (10 g, 34.6 mmol) in Dichloromethane (DCM) (150 mL) was added BBr3 (16.34 mL, 173 mmol) at −78° C. The mixture was allowed to warm up to rt, and stirred at rt overnight. LCMS indicated completion of the reaction. The mixture was diluted with MeOH and concentrated. This procedure was repeated several times to afford 1-cyclopropyl-6,7-dihydroxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (8.2 g, 31.4 mmol, 91% yield) as yellow solid. The crude product was used in next step reaction without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09340556B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-c324aea33cf544bbb4ff2b569ef6f4d8 |
| Source note | uspto-grants-2016_05 |