HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl 5'-fluoro-2'-nitrobiphenyl-2-carboxylate → 2-fluoro-5-hydroxyphenanthridin-6(5H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl 5'-fluoro-2'-nitrobiphenyl-2-carboxylate | HCID 67296936 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 2-fluoro-5-hydroxyphenanthridin-6(5H)-one | HCID 67296744 | 98.1% |
Reaction Steps
To a solution of the product of Example 37a (methyl 5′-fluoro-2′-nitrobiphenyl-2-carboxylate, 56.79 mg, 0.206 mmol) in methanol (9 mL) was added 10% palladium on carbon (15.6 mg, 0.015 mmol). The flask was fitted with a hydrogen balloon and de-gassed three times with hydrogen. The reaction mixture was stirred, diluted with dimethylformamide, and filtered. The filtrate was concentrated to provide 2-fluoro-5-hydroxyphenanthridin-6(5H)-one (37b, 46.36 mg, 0.202 mmol, 98% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08420596B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-9605daa7f9aa48d8a09dc840cab91a81 |
| Source note | uspto-grants-2013_04 |