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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 7282Generated: October 25, 2026

Dimethylformamide → tert-Butyl 3-(benzoylamino)piperidine-1-carboxylate

https://huagongshe.com/reaction/7282

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantTriethylamineHCID 8471—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant1-BOC-3-AminopiperidineHCID 545809—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Producttert-Butyl 3-(benzoylamino)piperidine-1-carboxylateHCID 22017033—

Reaction Steps

A solution of benzoic add (0.123 g) in DMF (5 ml) was treated with 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide hydrochloride (0.231 g), HOBT (0.163 g) and triethylamine (0.56 ml) and stirred at room temperature for 1 h. A solution of 3-amino-1-N-Boc-piperidine (0.3 g) in DMF (1 ml) was then added and stirring continued for 18 h. The solution was concentrated under reduced pressure to give an oil which was partitioned between ethyl acetate and water. The separated organic extracts were washed with water, hydrochloric acid (2N), saturated sodium bicarbonate solution and brine, dried (over magnesium sulphate) and concentrated under reduced pressure to give the title compound (0.120 g) as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07084139B2
Source datasetuspto-grants-2006_08
ORD IDord-e1e715609e01411ba597fa73de2bd029
Source noteuspto-grants-2006_08