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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 455558Generated: November 2, 2026

Water → 7-bromo-3-chloro-1-fluoro-5H-chromeno[2,3-c]pyridin-5-one

https://huagongshe.com/reaction/455558

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCesium carbonateHCID 10796—
Reactant(5-Bromo-2-fluorophenyl)(6-chloro-2-fluoro-3-hydroxypyridin-4-yl)methanoneHCID 86658357—
Solvent1,4-DioxaneHCID 31275—
Product7-bromo-3-chloro-1-fluoro-5H-chromeno[2,3-c]pyridin-5-oneHCID 5747564287.3%

Reaction Conditions

Temperature100 °C

Reaction Steps

A solution of (5-bromo-2-fluorophenyl)(6-chloro-2-fluoro-3-hydroxypyridin-4-yl)methanone (730 g, 2.10 mol) in dioxane (6 L) was treated with Cs2CO3 (1024 g, 3.14 mol). The reaction mixture was heated to 100° C. for 5 hours and then cooled to RT. Water (9 L) was added and the mixture was stirred vigorously. The resulting solids were filtered, washed with water (1 L×2), hexanes (1 L×1), and EtOAc (700 mL) to provide 602 g of 7-bromo-3-chloro-1-fluoro-5H-chromeno[2,3-c]pyridin-5-one as a light yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08497264B2
Source datasetuspto-grants-2013_07
ORD IDord-2faef6e6bb59474ba6c7c5b19b4c6ead
Source noteuspto-grants-2013_07