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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 589349Generated: October 31, 2026

Triethylamine → ethyl 2-[3-[4-(2-naphthamido)benzyl]-1H-indazol-1-yl]acetate

https://huagongshe.com/reaction/589349

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2-Naphthoyl chlorideHCID 75246—
ReactantSodium BicarbonateHCID 516892—
Reactantethyl 2-[3-(4-aminobenzyl)-1H-indazol-1-yl]acetateHCID 89590284—
SolventDichloromethaneHCID 6344—
Productethyl 2-[3-[4-(2-naphthamido)benzyl]-1H-indazol-1-yl]acetateHCID 8959025489.9%

Reaction Steps

630 mg (2.04 mmol) ethyl 2-[3-(4-aminobenzyl)-1H-indazol-1-yl]acetate was dissolved in 20 mL dichloromethane. 0.85 mL (6.11 mmol) triethylamine was added, and in an ice bath a dichloromethane solution dissolving 428 mg (2.25 mmol) 2-naphthoyl chloride was added slowly, and reacted in an ice bath for 3 h. An aqueous solution of sodium bicarbonate was added to quench, extracted with ethyl acetate, rotate evaporated to dryness, chromatographed on a column to obtain a white solid 850 mg, at a yield of 89.7%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09233098B2
Source datasetuspto-grants-2016_01
ORD IDord-5957d1608b9e429da9ed099558e92951
Source noteuspto-grants-2016_01