Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 536595Generated: October 29, 2026

Trifluoroacetic acid → N-(6-methyl-2-pyridinyl)-8-azaspiro[4.5]decane-7-methanamine

https://huagongshe.com/reaction/536595

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant(+/-)Tert-butyl 7-(((6-methylpyridin-2-yl)amino)methyl)-8-azaspiro[4.5]decane-8-carboxylateHCID 66848215—
SolventDichloromethaneHCID 6344—
ProductN-(6-methyl-2-pyridinyl)-8-azaspiro[4.5]decane-7-methanamineHCID 6749713495.8%

Reaction Conditions

Temperature0 °C

Reaction Steps

(±)tert-butyl 7-(((6-methylpyridin-2-yl)amino)methyl)-8-azaspiro[4.5]decane-8-carboxylate (intermediate 73, 1.3 g, 3.62 mmol) was dissolved in dichloromethane (10 ml) and cooled to 0° C., then trifluoroacetic acid (30 ml) was added. After 1 hour at 0° C. and 2 hours at room temperature the solution was evaporated, the residue re-dissolved in dichloromethane was washed with saturated NaHCO3 aqueous solution. The organic layers were dried (Na2SO4) and concentrated under vacuum to obtain 900 mg of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08859608B2
Source datasetuspto-grants-2014_10
ORD IDord-4bec20d37dd04371a148673dc83774ca
Source noteuspto-grants-2014_10