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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 735439Generated: October 30, 2026

Ethyl Acetate → Lxr-623

https://huagongshe.com/reaction/735439

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
Reactant1-(Bromomethyl)-2-chloro-4-fluorobenzeneHCID 2725062—
ReactantHCID 178505585HCID 178505585—
SolventDimethylformamideHCID 6228—
ProductLxr-623HCID 1673480042.2%

Reaction Conditions

Temperature120 °C

Reaction Steps

To a solution of 3-(4-fluoro-phenyl)-7-trifluoromethyl-1H-indazole (6.43 g, 23 mmol) in 20 mL DMF was added 2-chloro-4-fluoro benzyl bromide (7.0 g, 31 mmol). The reaction mixture was heated overnight at 120° C. After cooling to room temperature, ethyl acetate was added and the solution was washed three times with brine. The organic layer was dried over NaSO4 and concentrated. Flash chromatography (hexane/CH2Cl2, 1:1, as eluent) afforded 4.1 g of pure product. Three grams (3 g) of product were recrystallized from 10 mL of isopropanol to recover 1.98 g of crystalline product, mp 78° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07592363B2
Source datasetuspto-grants-2009_09
ORD IDord-297433edd05f4d8889aaec15a6c4cb48
Source noteuspto-grants-2009_09