HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl 5,5'-difluoro-2'-nitrobiphenyl-2-carboxylate → 2,9-Difluoro-5-hydroxyphenanthridin-6(5H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl 5,5'-difluoro-2'-nitrobiphenyl-2-carboxylate | HCID 67296874 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 2,9-Difluoro-5-hydroxyphenanthridin-6(5H)-one | HCID 67296865 | 18.3% |
Reaction Steps
To the product of Example 38a (279.8 mg) was added methanol (7.5 mL) and 10% palladium on carbon (76 mg, 0.071 mmol). The flask was fitted with a hydrogen balloon and the mixture was de-gased and back-filled with hydrogen three times. The mixture was stirred under hydrogen for 16 h, diluted with dimethylformamide and filtered. The filtrate was concentrated to give a red solid. This material was triturated with dichloromethane/hexane (9/1) and filtered to provide the title compound (Example 38b, 43.15 mg, 0.175 mmol, quantitative yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08642538B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-8f3e3f794b5f4a708346305387e0bc98 |
| Source note | uspto-grants-2014_02 |