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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1425228Generated: October 26, 2026

Cesium carbonate → Ethyl cis(+/-)-5-(4-{[(benzyloxy)carbonyl]amino}-3-methoxypiperidin-1-yl)pyridine-3-carboxylate

https://huagongshe.com/reaction/1425228

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantEthyl 5-bromopyridine-3-carboxylateHCID 140785—
ReactantBinap, (A+-)-HCID 634876—
ReactantBenzyl cis(+/-)-[3-methoxypiperidin-4-yl]carbamate hydrochlorideHCID 86648698—
Catalystpalladium(II) acetateHCID 167845—
ProductEthyl cis(+/-)-5-(4-{[(benzyloxy)carbonyl]amino}-3-methoxypiperidin-1-yl)pyridine-3-carboxylateHCID 8664870251.2%

Reaction Steps

The same operation as in Example (160b) was performed using benzyl cis(±)-[3-methoxypiperidin-4-yl]carbamate hydrochloride obtained in Example (160a) (832 mg, 2.76 mmol), ethyl 5-bromopyridine-3-carboxylate (530 mg, 2.3 mmol), palladium acetate (51.72 mg, 0.23 mmol), BINAP (286.89 mg, 0.46 mmol), and cesium carbonate (2.25 g, 6.91 mmol), to obtain 487 mg of the title compound as a yellow oily substance.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08927588B2
Source datasetuspto-grants-2015_01
ORD IDord-17d2beb0a5124c0dbc9116438f2fbfd2
Source noteuspto-grants-2015_01