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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 711960Generated: October 29, 2026

HCID 178453883, compound → HCID 178453884, compound

https://huagongshe.com/reaction/711960

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 178453883HCID 178453883—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
ProductHCID 178453884HCID 178453884—

Reaction Steps

A mixture of tert-butyl {trans-4-[2-cyanovinyl]cyclohexyl}carbamate (0.13 g, 0.52 mmol) and 10% palladium on carbon (52 mg) in ethanol (2 mL) was hydrogenated under balloon pressure of H2 over weekend. The mixture was filtered, and the filtrate was concentrated to give tert-butyl [trans-4-(2-Cyanoethyl)cyclohexyl]carbamate. LCMS calculated for C10H17N2O2 (M-tBu+H)+: m/z=197.1. Found: 197.1. This carbamate intermediate was treated with trifluoroacetic acid (0.4 mL, 5 mmol) in methylene chloride (1 mL) at room temperature for 1 h, and then the solvent removed to give the desired product as TFA salt. LCMS calculated for C9H17N2 (M+H)+: m/z=153.1. Found: 153.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181271B2
Source datasetuspto-grants-2015_11
ORD IDord-151b0213679c423e9df7f72a11941180
Source noteuspto-grants-2015_11