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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2268606Generated: October 31, 2026

Ethyl piperidine-2-carboxylate → HCID 53865111, compound

https://huagongshe.com/reaction/2268606

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl piperidine-2-carboxylateHCID 27517—
ReactantOxalyl chlorideHCID 65578—
ReactantDiisopropylethylamineHCID 81531—
ReactantBenzoic acid,3-chloro-5-[2-[[(1,1-dimethylethoxy)carbonyl]-4-pyridinylamino]ethoxy]-HCID 18348849—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
ProductHCID 53865111HCID 53865111101.5%

Reaction Steps

To a stirred solution of 3-[2-(tert-butoxycarbonyl-pyridin-4-yl-amino)-ethoxy]-5-chloro-benzoic acid (0.12 g) in dichloromethane (4 ml) was added dimethylformamide (0.05 ml) followed by 2M oxalyl chloride solution in dichloromethane (0.183 ml). The resultant solution was stirred at room temperature for 1 h, and then ethyl pipecolinate (0.096 g) followed by DIPEA (0.160 ml) were added. After 18 h, the reaction mixture was concentrated under reduced pressure and the residue was subjected to preparative hplc. The title compound (0.165 g) was obtained as a colourless oil by concentration of the required fraction under reduced pressure and drying by repetitive addition of acetonitrile and concentration under reduced pressure.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06326386B1
Source datasetuspto-grants-2001_12
ORD IDord-dc2c2f7cc4cd428b836cbbd646c26df2
Source noteuspto-grants-2001_12