HuagongsheHuagongshe Chemistry Print Report · For research reference only
Bromide ion → 7-Methyl-3-(3-trifluoromethylphenyl)cinnolin-5-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Bromide ion | HCID 259 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 7-methyl-3-(3-trifluoromethylphenyl)-7,8-dihydro-6H-cinnolin-5-one | HCID 10018012 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 7-Methyl-3-(3-trifluoromethylphenyl)cinnolin-5-ol | HCID 135458024 | 5.6% |
Reaction Steps
To an ethyl acetate solution (1 mL) of 7-methyl-3-(3-trifluoromethylphenyl)-7,8-dihydro-6H-cinnolin-5-one (306 mg, 1.0 mmol) obtained in Example 66 was added cupuric bromide (446 mg, 2.0 mmol), followed by reaction under heating and refluxing for 8 hours, adding saturated sodium bicarbonate aqueous solution (2 mL) to the reaction liquid and extraction with ethyl acetate. To residue obtained after concentration of an organic layer under reduced pressure was added ethyl acetate (1 mL) and filtered off solid obtained to get an objective product (17 mg, 5.5%) as yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07563893B2 |
| Source dataset | uspto-grants-2009_07 |
| ORD ID | ord-ff26126a4628438c9be7a02cf30b4270 |
| Source note | uspto-grants-2009_07 |