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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 39549Generated: October 27, 2026

Hydrochloric Acid → 4-[(4-aminopiperidin-1-yl)carbonyl]-N-(2-fluoro-4-iodophenyl)pyridin-3-amine

https://huagongshe.com/reaction/39549

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTert-butyl(1-{3-[(2-fluoro-4-iodophenyl)amino]isonicotinoyl}piperidin-4-yl)carbamateHCID 11497541—
SolventMethanolHCID 887—
SolventDiethyl EtherHCID 3283—
SolventTrifluoroacetic acid methylene chlorideHCID 21863450—
Product4-[(4-aminopiperidin-1-yl)carbonyl]-N-(2-fluoro-4-iodophenyl)pyridin-3-amineHCID 11647870—

Reaction Steps

4-[(4-aminopiperidin-1-yl)carbonyl]-N-(2-fluoro-4-iodophenyl)pyridin-3-amine was synthesized from tert-butyl(1-{3-[(2-fluoro-4-iodophenyl)amino]isonicotinoyl}piperidin-4-yl)carbamate (described below) by deprotection of the Boc group with TFA/DCM: 0.33 mmol of tert-butyl(1-{3-[(2-fluoro-4-iodophenyl)amino]isonicotinoyl}piperidin-4-yl)carbamate was dissolved in 4 ml of 50:50 mixture of TFA/dichloromethane. After 2 hours of stirring at room temperature the volatiles were stripped and the residue was re-dissolved in 2 ml of methanol. 1.0N HCl in diethylether was added and the product precipitated. LC/MS [2.01 min; 441 (free base, M+1)]

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08524911B2
Source datasetuspto-grants-2013_09
ORD IDord-3174d3d0689448b89db7b0967b0e897d
Source noteuspto-grants-2013_09