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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1376137Generated: October 26, 2026

Ethyl Acetate → HCID 10331818, compound

https://huagongshe.com/reaction/1376137

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantAmmonium ChlorideHCID 25517—
Reactant3-(4-Pyridinylamino)-1H-indole-2-carboxylic acid ethyl esterHCID 10468920—
ReactantAluminium lithium hydrideHCID 21226445—
SolventTetrahydrofuranHCID 8028—
SolventSodium chloride; waterHCID 57417360—
ProductHCID 10331818HCID 1033181847%

Reaction Steps

At 0° C. stir a solution of 3-(pyridin-4-ylamino)-1H-indole-2-carboxylic acid ethyl ester (1.4 g, 5 mmol) in THF (15 mL) and add a 1M solution of LAH in THF (8 mL, 8 mmol). Allow the reaction to warm to room temperature and stir for an additional 0.5 h. Add aqueous NH4Cl solution, ethyl acetate and brine. Filter the solid that forms in the biphasic mixture to obtain 0.56 g (47%) of the title compound as a beige solid: MS 240(M+H); HPLC: Rt=1.04 min; TLC (silica gel, dichloromethane/MeOH, 4:1), Rf=0.6.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07169925B2
Source datasetuspto-grants-2007_01
ORD IDord-70ae0cd02ab84d4382b57eb620ba838f
Source noteuspto-grants-2007_01