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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 43762Generated: October 26, 2026

Cesium carbonate → Methyl cis(+/-)-2-(4-{[(benzyloxy)carbonyl]amino}-3-methoxypiperidin-1-yl)-6-methylpyridine-4-carboxylate

https://huagongshe.com/reaction/43762

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantBinap, (A+-)-HCID 634876—
ReactantMethyl 2-Chloro-6-methylisonicotinateHCID 2759833—
ReactantBenzyl cis(+/-)-[3-methoxypiperidin-4-yl]carbamate hydrochlorideHCID 86648698—
Catalystpalladium(II) acetateHCID 167845—
ProductMethyl cis(+/-)-2-(4-{[(benzyloxy)carbonyl]amino}-3-methoxypiperidin-1-yl)-6-methylpyridine-4-carboxylateHCID 866487107.4%

Reaction Steps

The same operation as in Example (42a) was performed using benzyl cis(±)-[3-methoxypiperidin-4-yl]carbamate hydrochloride obtained in Example (160a) (384 mg, 1.45 mmol), methyl 2-chloro-6-methylpyridine-4-carboxylate (243 mg, 1.31 mmol), palladium acetate (32.7 mg, 0.15 mmol), BINAP (181 mg, 0.29 mmol) and cesium carbonate (1.42 g, 4.36 mmol), to obtain 40.1 mg of the title compound as a yellow oily substance (6.7%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08536197B2
Source datasetuspto-grants-2013_09
ORD IDord-07df82e89cf24c2d836442d94e64ad27
Source noteuspto-grants-2013_09