Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1467305Generated: November 2, 2026

Trifluoroacetic acid → Alogliptin Impurity D

https://huagongshe.com/reaction/1467305

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactanttert-Butyl (R)-(1-(2-cyanobenzyl)piperidin-3-yl)carbamateHCID 70652603—
ProductAlogliptin Impurity DHCID 70652209—

Reaction Steps

To a microwave vial equipped with a stir bar was added tert-butyl [(3R)-1-(2-cyanobenzyl)piperidin-3-yl]carbamate (1000 mg, 3.17 mmol) and TFA (1000 μl, 12.98 mmol). The reaction was stirred at room temperature for 30 minutes. The LCMS taken after 30 minutes indicates formation of the desired product. The crude reaction mixture was concentrated in vacuo, and was then dissolved in ethyl acetate and filtered through a sodium bicarbonate filter. The combined organics were concentrated under reduced pressure. The material was dissolved in acetonitrile and water, and was dried on the lyophilizer overnight.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08999957B2
Source datasetuspto-grants-2015_04
ORD IDord-141a96a22f4c4386a39907b255737e90
Source noteuspto-grants-2015_04