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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1819480Generated: November 1, 2026

Methanol → (4-Pyrrolidin-1-yl-cyclohexyl)-methylamine

https://huagongshe.com/reaction/1819480

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantAmmonium formateHCID 2723923—
Reactant(4-Pyrrolidin-1-yl-cyclohexylmethyl)-carbamic acid benzyl esterHCID 69058995—
Product(4-Pyrrolidin-1-yl-cyclohexyl)-methylamineHCID 57457676—

Reaction Conditions

Temperature65 °C

Reaction Steps

To a solution of (4-pyrrolidin-1-yl-cyclohexylmethyl)-carbamic acid benzyl ester (292 mg, 0.92 mmol) in MeOH (5 mL) was added ammonium formate (0.58 g, 9.20 mmol). The reaction flask was flushed with N2 prior to addition of 10% Pd/C (300 mg). The mixture was heated at 65° C. for 2 h whereupon TLC analysis (silica gel, 95:4.75:0.25 DCM/MeOH/NH4OH) showed complete consumption of 57. After cooling to room temperature the reaction mixture was filtered through a plug of celite in order to remove the Pd catalyst. The filtrate contained (4-pyrrolidin-1-yl-cyclohexyl)-methylamine which was used without further purification in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07601714B2
Source datasetuspto-grants-2009_10
ORD IDord-2fd31955a9b340e9906b9b2d6467a35c
Source noteuspto-grants-2009_10