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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 589389Generated: October 31, 2026

Triethylamine → HCID 89590299, compound

https://huagongshe.com/reaction/589389

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantSodium BicarbonateHCID 516892—
Reactant2,4-Difluorobenzoyl chlorideHCID 588081—
ReactantHCID 89590287HCID 89590287—
SolventDichloromethaneHCID 6344—
ProductHCID 89590299HCID 8959029945.6%

Reaction Steps

The crude ethyl 2-[1-(4-aminobenzyl)-6-fluoro-1H-indazol-3-yl]acetate (about 1.0 mmol) obtained in the last step and triethylamine (0.5 mL) were dissolved in dichloromethane (15 mL), and in an ice bath dichloromethane solution (10 mL) of 2,4-difluorobenzoyl chloride (177 mg, 1.0 mmol) was added dropwise slowly. Upon completion of the dropwise addition, it was reacted at room temperature for 16 hours. An aqueous solution of sodium bicarbonate was added to quench, and extracted with ethyl acetate. The organic phase was dried over anhydrous sodium sulfate, and filtered. The filtrate was concentrated under reduce pressure, chromatographed on a silica gel column (petroleum ether:ethyl acetate=2:1) to obtain a white solid 213 mg, at a total yield over two steps of reactions of 45.6%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09233098B2
Source datasetuspto-grants-2016_01
ORD IDord-ca732fdf652f4bb1a8f5def801416dc0
Source noteuspto-grants-2016_01