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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 384848Generated: October 30, 2026

Triethylamine → HCID 27866014, compound

https://huagongshe.com/reaction/384848

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant(3S)-1-[(tert-butoxy)carbonyl]pyrrolidine-3-carboxylic acidHCID 1512492—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant1-[4-(Benzyloxy)-3-methoxyphenyl]methanamine--hydrogen chloride (1/1)HCID 16247759—
SolventDichloromethaneHCID 6344—
ProductHCID 27866014HCID 2786601469.4%

Reaction Steps

1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (1.12 g) was added to a mixture of 4-benzyloxy-3-methoxybenzylamine hydrochloride (1.26 g), (S)-1-(t-butoxycarbonyl)pyrrolidine-3-carboxylic acid (0.97 g), triethylamine (0.82 ml) and methylene chloride (20 ml). After stirring the reaction mixture at room temperature for 20 hours, the mixture was washed with saturated ammonium chloride aqueous solution and then saturated brine, the organic layer was dried over sodium sulfate and the solvent was evaporated under reduced pressure. The residue was purified by silica gel chromatography (elution solvent: hexane/ethyl acetate=100/0 to 0/100 gradient) to obtain 1.42 g of t-butyl (S)-3-(4-benzyloxy-3-methoxybenzylcarbamoyl)-piperidine-1-carboxylate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08367835B2
Source datasetuspto-grants-2013_02
ORD IDord-d3a4482c5e4647ba810198af6a42f1b1
Source noteuspto-grants-2013_02