Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1486778Generated: October 31, 2026

Trifluoroacetic acid → 4-(4-Aminomethylpiperidin-1-ylmethyl)-piperidine-1-carboxylic acid methyl ester

https://huagongshe.com/reaction/1486778

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant4-[4-(Tert-butoxycarbonylamino-methyl)piperidin-1-ylmethyl]-piperidine-1-carboxylic acid methyl esterHCID 66810903—
SolventDichloromethaneHCID 6344—
Product4-(4-Aminomethylpiperidin-1-ylmethyl)-piperidine-1-carboxylic acid methyl esterHCID 66810785—

Reaction Steps

To a solution of 4-[4-(tert-butoxycarbonylamino-methyl)piperidin-1-ylmethyl]-piperidine-1-carboxylic acid methyl ester (4.4 g, 10.8 mmol) in dichloromethane (20 mL) was added trifluoroacetic acid (20 mL). After stirring for 20 min at room temperature, the solution was evaporated in vacuo, yielding the bis-trifluoroacetate salt of the title compound as a pale yellow oil, which was used without further treatment. (m/z): [M+H]+ calcd for C14H27N3O2 270.22. found 270.5. 1H-NMR (CD3OD) δ (ppm) 4.0 (br d, 2H), 3.6 (m, 5H), 2.9-2.7 (m, 6H), 2.1-1.9 (m, 2H), 1.7-1.5 (m, 6H), 1.2-1.0 (m, 4H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09428489B2
Source datasetuspto-grants-2016_08
ORD IDord-91bfbe36ab9c4780a51cd67a4182a615
Source noteuspto-grants-2016_08