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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1909852Generated: November 1, 2026

1-Hydroxybenzotriazole → HCID 58306720, compound

https://huagongshe.com/reaction/1909852

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant(S)-Methyl 4-(1-aminoethyl)benzoate hydrochlorideHCID 57462942—
ReactantHCID 58307054HCID 58307054—
SolventWaterHCID 962—
SolventPyridineHCID 1049—
SolventDimethylformamideHCID 6228—
ProductHCID 58306720HCID 5830672027.1%

Reaction Steps

A mixture of 1-(4-chlorobenzyl)-1,2,3,4-tetrahydroquinoline-8-carboxylic acid (310 mg), methyl 4-[(1S)-1-aminoethyl]benzoate hydrochloride (240 mg), EDCI.HCl (210 mg), HOBt (160 mg), pyridine (0.25 mL), and DMF (3.00 mL) was stirred at room temperature for 3 days. Water was added to the reaction mixture, followed by extraction with ethyl acetate. The organic layer was washed with water and saturated brine, and dried over anhydrous sodium sulfate. After filtration, the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane-ethyl acetate) to obtain methyl 4-[(1S)-1-({[1-(4-chlorobenzyl)-1,2,3,4-tetrahydroquinolin-8-yl]carbonyl}amino)ethyl]benzoate (129 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08598355B2
Source datasetuspto-grants-2013_12
ORD IDord-e5e506bd28b649f1ac53dcfbdf8ed991
Source noteuspto-grants-2013_12