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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1506141Generated: November 1, 2026

Triethylamine → HCID 60007028, compound

https://huagongshe.com/reaction/1506141

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantMethanamine, N-methoxy-, hydrochloride (1:1)HCID 81138—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant1-N-Cbz-pyrrolidine-3-carboxylic acidHCID 18538483—
SolventWaterHCID 962—
SolventChloroformHCID 6212—
ProductHCID 60007028HCID 6000702895%

Reaction Steps

Triethylamine (1.68 mL, 12.0 mmol) was added dropwise to 1-[(benzyloxy)carbonyl]pyrrolidine-3-carboxylic acid (1.00 g, 4.01 mmol), N,O-dimethylhydroxylamine hydrochloride (782 mg, 8.02 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (1.54 g, 8.02 mmol) and 1-hydroxybenzotriazole (1.08 g, 8.02 mmol) in chloroform (20 mL), and the reaction mixture was stirred at room temperature for 16 hours. After addition of water, the reaction mixture was extracted with chloroform, and the organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=1/1→3/7 (v/v)) to give the title compound as a yellow oil (1.11 g, yield 95%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09216999B2
Source datasetuspto-grants-2015_12
ORD IDord-6d36fda4ebc44d888074e4302cf1766b
Source noteuspto-grants-2015_12