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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1713552Generated: October 30, 2026

Triethylamine → HCID 86761173, compound

https://huagongshe.com/reaction/1713552

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant3-(((tert-Butoxycarbonyl)amino)methyl)benzoic acidHCID 2755929—
Reactant1,1-Diphenyltetrahydro-1H-oxazolo[3,4-a]pyrazin-3(5H)-oneHCID 23121881—
SolventWaterHCID 962—
SolventAcetonitrileHCID 6342—
SolventEthyl AcetateHCID 8857—
ProductHCID 86761173HCID 8676117376.4%

Reaction Steps

To a solution of hexahydro-1,1-diphenyl-3H-oxazolo[3,4-a]pyrazin-3-one (0.20 g, 0.67 mmol), 3-[[(tert-butoxycarbonyl)amino]methyl]benzoic acid (0.17 g, 0.67 mmol), 1-hydroxybenzotriazole (0.10 g, 0.74 mmol) and triethylamine (69 mg, 0.68 mmol) in acetonitrile (10 mL) was added 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (0.20 g, 1.0 mmol), and the mixture was stirred at room temperature for 15 hours. To the reaction solution were added ethyl acetate and water. The separated organic layer was washed with saturated brine, dried over sodium sulfate, and then concentrated. The residue was purified with silica gel column chromatography (hexane:ethyl acetate=3:1 to 3:7) to obtain the title compound (0.27 g, yield 75%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07795267B2
Source datasetuspto-grants-2010_09
ORD IDord-96f8deed896a4b72a431f966db60d990
Source noteuspto-grants-2010_09