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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 216048Generated: October 27, 2026

1,2-Dichloroethane → Tert-butyl 4-(3-(dimethylcarbamoyloxy)phenylcarbamoyl)-4-methylpiperidine-1-carboxylate

https://huagongshe.com/reaction/216048

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
Reactant1,1-DichloroethaneHCID 6365—
Reactant3-Aminophenyl dimethylcarbamateHCID 29877—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant1-[(Tert-butoxy)carbonyl]-4-methylpiperidine-4-carboxylic acidHCID 23282848—
ProductTert-butyl 4-(3-(dimethylcarbamoyloxy)phenylcarbamoyl)-4-methylpiperidine-1-carboxylateHCID 6703720950%

Reaction Conditions

Temperature85 °C

Reaction Steps

1-(tert-Butoxycarbonyl)-4-methylpiperidine-4-carboxylic acid (67 mg, 0.28 mmol), EDC (64 mg, 0.33 mmol), HOBT (45 mg, 0.33 mmol) and dichloroethane (2.0 mL) were combined in a pressure rated sealed tube and stirred for 45 min. 3-Aminophenyl dimethylcarbamate (50 mg, 0.28 mmol) was added, and the mixture was heated at 85° C. for 18 hours. The mixture was concentrated and chromatographed (SiO2, 0-2% MeOH:CH2Cl2) to give the title compound in 50% yield. MS (ES+) [M+H]+=406.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08193202B2
Source datasetuspto-grants-2012_06
ORD IDord-cabc4fd5ff034804a10ac3b8ad7cbb03
Source noteuspto-grants-2012_06