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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 43972Generated: October 26, 2026

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

https://huagongshe.com/reaction/43972

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant1,4-DioxaneHCID 31275—
ReactantEthyl 3-bromo-5-methylbenzoateHCID 20086624—
ReactantBenzyl benzyl[cis(+/-)-3-methoxypiperidin-4-yl]carbamateHCID 86712358—
Catalystpalladium(II) acetateHCID 167845—
SolventDimethylformamideHCID 6228—
ProductEthyl cis(+/-)-3-(4-{benzyl[(benzyloxy)carbonyl]amino}-3-methoxypiperidin-1-yl)-5-methylbenzoateHCID 8664885358.1%

Reaction Steps

The same operation as in Example (42a) was performed using benzyl benzyl[cis (±)-3-methoxypiperidin-4-yl] carbamate obtained in Example (259c) (150 mg, 0.42 mmol), ethyl 3-bromo-5-methylbenzoate obtained in Example (259e) (103 mg, 0.42 mmol), palladium acetate (10 mg, 0.04 mmol), (±)-BINAP (53 mg, 0.08 mmol), cesium carbonate (303 mg, 0.93 mmol), 1,4-dioxane (6 mL) and DMF (1.5 mL), to obtain 126 mg of the title compound as a yellow oily substance (57%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08536197B2
Source datasetuspto-grants-2013_09
ORD IDord-c6bb4212968e4789aba76182a35e8fc8
Source noteuspto-grants-2013_09