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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1642709Generated: November 2, 2026

Cyclohexylamine → HCID 9992723, compound

https://huagongshe.com/reaction/1642709

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclohexylamineHCID 7965—
Reactant(2S,5R)-1-(2-chloroacetyl)-5-ethynylpyrrolidine-2-carbonitrileHCID 16090854—
SolventAcetonitrileHCID 6342—
ProductHCID 9992723HCID 9992723—

Reaction Steps

To a stirred solution of (2S,5R)-1-(chloroacetyl)-5-ethynylpyrrolidine-2-carbonitrile (0.035 g, 0.178 mmol, Example 8D) in acetonitrile (3 mL) at room temperature under nitrogen was added cyclohexylamine (0.041 ml, 0.356 mmol). The reaction mixture was stirred at room temperature overnight and then concentrated under reduced pressure. The residue was flash chromatographed with 2-3% MeOH/CH2Cl2 to provide the desired compound as a pale yellow oil. MS (DCI) m/z 260 (M+H)+; 1H NMR (300 MHz, DMSO) δ 1.5-2 (10H, m), 2.13-2.31 (2H, m), 2.41-2.48 (2H, m), 3.76 (1H, d), 3.8-4.5 (2H, m), 4.53-4.55 (1H, t), 4.9 (1H, m), 5.05 (1H, m).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08119664B2
Source datasetuspto-grants-2012_02
ORD IDord-ed32d4f6ad6145acbf7e3fffaf19f633
Source noteuspto-grants-2012_02