Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1408708Generated: October 29, 2026

Sodium Carbonate → 7-Fluoro-6-(2-fluoropyridin-3-yl)-2-phenylchroman-4-one

https://huagongshe.com/reaction/1408708

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantTriphenylphosphineHCID 11776—
Reactant2-Fluoropyridine-3-boronic acidHCID 2783270—
Reactant6-Bromo-7-fluoro-2-phenylchroman-4-oneHCID 58424001—
CatalystHCID 178418476HCID 178418476—
SolventToluene ethanolHCID 21863594—
Product7-Fluoro-6-(2-fluoropyridin-3-yl)-2-phenylchroman-4-oneHCID 5842401723.3%

Reaction Conditions

Temperature110 °C

Reaction Steps

A mixture of 6-bromo-7-fluoro-2-phenylchroman-4-one (318 mg, 0.994 mmol), 2-fluoropyridin-3-ylboronic acid (210 mg, 1.5 mmol), Na2CO3 (318 mg, 2.98 mmol), PPh3 (34 mg) and Pd(PPh3)2Cl2 (59 mg, 0.1 mmol) in toluene/EtOH (v/v=1/1, 10.5 mL) was degassed and stirred at 110° C. for 20 minutes. The reaction mixture was concentrated in vacuo to give the residue, which was purified by preparative TLC to give 7-fluoro-6-(2-fluoropyridin-3-yl)-2-phenylchroman-4-one (78 mg, 23%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08921359B2
Source datasetuspto-grants-2014_12
ORD IDord-957b7d6e9dcf4e6d9d9cd34a56320cc5
Source noteuspto-grants-2014_12