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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1480378Generated: October 29, 2026

1-Ethyl hexanedioate → 3,5-Dichlorobenzyl 4-(6-ethoxy-6-oxohexanamido)piperidine-1-carboxylate

https://huagongshe.com/reaction/1480378

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Ethyl hexanedioateHCID 12295—
ReactantDiisopropylethylamineHCID 81531—
ReactantPropylphosphonic anhydrideHCID 111923—
Reactant3,5-Dichlorobenzyl 4-aminopiperidine-1-carboxylate hydrochlorideHCID 86722638—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product3,5-Dichlorobenzyl 4-(6-ethoxy-6-oxohexanamido)piperidine-1-carboxylateHCID 86722633—

Reaction Steps

To a suspension of adipic acid mono ethyl ester (154 mg, 0.883 mmol) and 3,5-dichlorobenzyl 4-aminopiperidine-1-carboxylate HCl salt (Example 9, step 2)(300 mg, 0.883 mmol) in DMF (2 mL) was added Huenig's base (0.771 mL, 4.42 mmol) and T3P® (50% in DMF) (1.031 mL, 1.767 mmol) and the mixture was stirred at RT for 4 hrs. The resulting mixture was diluted with EtOAc and washed with a saturated solution of sodium bicarbonate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09409895B2
Source datasetuspto-grants-2016_08
ORD IDord-280f74a28804438db08760003ab058e8
Source noteuspto-grants-2016_08