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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 278339Generated: October 30, 2026

Triethylamine → 1-tert-Butylcarbamoyl-4-(4-but-2-ynyloxy-benzenesulfonylmethyl)-piperidine-4-carboxylic acid ethyl ester

https://huagongshe.com/reaction/278339

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactanttert-Butyl isocyanateHCID 62412—
ReactantHCID 22626999HCID 22626999—
SolventDichloromethaneHCID 6344—
Product1-tert-Butylcarbamoyl-4-(4-but-2-ynyloxy-benzenesulfonylmethyl)-piperidine-4-carboxylic acid ethyl esterHCID 5388124873.3%

Reaction Steps

To a solution of tert-butylisocyanate (0.097 ml, 0.85 mmol) in 8.0 mL of CH2Cl2, was added 4-[[[4-(2-Butynyloxy)phenyl]sulfonyl]methyl]-4-piperidinecarboxylic acid ethyl ester (prepared from example 36, step 2) (0.337 g, 0.81 mmol) and triethylamine (0.135 ml, 0.97 mmol) and stirred at room temperature for 2 h. The reaction was diluted with CH2Cl2 and washed with H2O, brine, dried over MgSO4, filtered, and concentrated in vacuo. The residue was triturated with ether:hexanes (1:1) to provide 0.284 g (73%) of the desired product as a white solid. Electrospray Mass Spec: 479.2 (M+H)+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06358980B1
Source datasetuspto-grants-2002_03
ORD IDord-63f9f5137e5544c7a574fff2ed17ab77
Source noteuspto-grants-2002_03