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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 43771Generated: October 26, 2026

Cesium carbonate → Methyl cis(+/-)-5-(4-{[(benzyloxy)carbonyl]amino}-3-methoxypiperidin-1-yl)-2-methylpyridine-3-carboxylate

https://huagongshe.com/reaction/43771

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantBinap, (A+-)-HCID 634876—
ReactantMethyl 5-chloro-2-methylnicotinateHCID 10867045—
ReactantBenzyl cis(+/-)-[3-methoxypiperidin-4-yl]carbamate hydrochlorideHCID 86648698—
Catalystpalladium(II) acetateHCID 167845—
ProductMethyl cis(+/-)-5-(4-{[(benzyloxy)carbonyl]amino}-3-methoxypiperidin-1-yl)-2-methylpyridine-3-carboxylateHCID 8664871986.4%

Reaction Steps

The same operation as in Example (42a) was performed using benzyl cis(±)-[3-methoxypiperidin-4-yl]carbamate hydrochloride obtained in Example (160a) (190 mg, 0.63 mmol), methyl 5-chloro-2-methylpyridine-3-carboxylate (117 mg, 0.63 mmol), palladium acetate (14.2 mg, 0.06 mmol), BINAP (78.6 mg, 0.13 mmol) and cesium carbonate (617 mg, 1.89 mmol), to obtain 225 mg of the title compound as a brown oily substance (86%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08536197B2
Source datasetuspto-grants-2013_09
ORD IDord-dc8f50306dd3463c81a28cf1cc156f80
Source noteuspto-grants-2013_09