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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 914362Generated: November 2, 2026

Ethylamine hydrochloride → HCID 59759436, compound

https://huagongshe.com/reaction/914362

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylamine hydrochlorideHCID 11198—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantHCID 59759089HCID 59759089—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventTriethylamineHCID 8471—
ProductHCID 59759436HCID 5975943697.8%

Reaction Steps

4-{[(2-{2-[(2-tert-Butoxy-1,1-dimethyl-2-oxoethyl)thio]-1,3-thiazol-4-yl}ethyl)(5-ethylpyrimidin-2-yl)amino]methyl}benzoic acid (261 mg) synthesized in Example 437-2 and ethylamine hydrochloride (47 mg) were dissolved in N,N-dimethylformamide (2.5 mL), triethylamine (80 μL), N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide (EDC) hydrochloride (110 mg) and 1-hydroxybenztriazole (HOBt) monohydrate (86 mg) were successively added thereto, and the mixture was stirred at room temperature for 6 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel chromatography (elution solvent; hexane:ethyl acetate=1:1) to give the title compound (268 mg) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08026370B2
Source datasetuspto-grants-2011_09
ORD IDord-34a840d92f484656b866d1a0d5760467
Source noteuspto-grants-2011_09