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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1689893Generated: November 2, 2026

Acetic Acid → HCID 18374757, compound

https://huagongshe.com/reaction/1689893

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant2-AminopyridineHCID 10439—
Reactanttert-Butyl 4-oxopiperidine-1-carboxylateHCID 735900—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Solvent1,2-DichloroethaneHCID 11—
ProductHCID 18374757HCID 1837475719.6%

Reaction Steps

Amine preparation: A mixture of 1-BOC-4-piperidone (496 mg), 2-aminopyridine (234 mg), sodium triacetoxyborohydride (580 mg) and acetic acid (0.14 mL) was stirred together in dry 1,2-dichloroethane (10 mL) at room temperature. After 24 h the reaction was quenched with saturated NaHCO3 solution and extracted with DCM, dried (Na2SO4), filtered and concentrated in vacuo to give 4-(pyridin-2-ylamino)-piperidine-1-carboxylic acid tert-butyl ester (135 mg) after flash chromatography. Treatment of this compound with HCl in DCM/MeOH yielded the desired amine, which was isolated as the hydrochloride salt.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08153629B2
Source datasetuspto-grants-2012_04
ORD IDord-b897a692191a4b19aef0e22cf41304c7
Source noteuspto-grants-2012_04