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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 627768Generated: October 25, 2026

Methyl 5,5'-difluoro-2'-nitrobiphenyl-2-carboxylate → 2,9-Difluoro-5-hydroxyphenanthridin-6(5H)-one

https://huagongshe.com/reaction/627768

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 5,5'-difluoro-2'-nitrobiphenyl-2-carboxylateHCID 67296874—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product2,9-Difluoro-5-hydroxyphenanthridin-6(5H)-oneHCID 6729686518.3%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09309279B2
Source datasetuspto-grants-2016_04
ORD IDord-cc64e7c9700e4c648a01aababf005d2e
Source noteuspto-grants-2016_04