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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 388807Generated: October 29, 2026

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

https://huagongshe.com/reaction/388807

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 numberUS08377964B2
Source datasetuspto-grants-2013_02
ORD IDord-993532f6377b4dd78f68553d8b89d81f
Source noteuspto-grants-2013_02