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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 215864Generated: October 29, 2026

Pyridine → (4-tert-Butoxycarbonylamino-cyclohexyl)-carbamic acid phenyl ester

https://huagongshe.com/reaction/215864

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantPhenyl chloroformateHCID 15891—
ReactantCis tert-Butyl 4-aminocyclohexylcarbamateHCID 2756050—
SolventDichloromethaneHCID 6344—
Product(4-tert-Butoxycarbonylamino-cyclohexyl)-carbamic acid phenyl esterHCID 67022954—

Reaction Conditions

Temperature0 °C

Reaction Steps

Phenyl chloroformate (1 eq.) is added dropwise to a solution of pyridine in DCM. The reaction mixture is cooled to 0° C. and a solution of (4-amino-cyclohexyl)-carbamic acid tert-butyl ester (1 eq.) in DCM is added dropwise. The reaction mixture is stirred at RT for 1 hour. The reaction mixture is partitioned between (0.2 M) HCl(aq) and DCM. The organics are washed with water (×2), (sat)NaHCO3(aq) and brine. The organics are dried (MgSO4), filtered and reduced in vacuo to yield the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08193164B2
Source datasetuspto-grants-2012_06
ORD IDord-1815da3bdf9d4b6eb32a12ce329c0cdf
Source noteuspto-grants-2012_06