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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 43962Generated: October 30, 2026

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

https://huagongshe.com/reaction/43962

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant1,4-DioxaneHCID 31275—
ReactantMethyl 3-bromo-5-methoxybenzoateHCID 15618226—
ReactantBenzyl cis(+/-)-[3-methoxypiperidin-4-yl]carbamateHCID 86648490—
Catalystpalladium(II) acetateHCID 167845—
SolventDimethylformamideHCID 6228—
ProductMethyl cis(+/-)-3-(4-{[(benzyloxy)carbonyl]amino}-3-methoxypiperidin-1-yl)-5-methoxybenzoateHCID 8664884427.5%

Reaction Steps

The same operation as in Example (42a) was performed using methyl 3-bromo-5-methoxybenzoate obtained in Example (257a) (371 mg, 1.51 mmol), benzyl cis(±)-(3-methoxypiperidin-4-yl)-carbamate obtained in Example (40b) (400 mg, 1.51 mmol), palladium acetate (34 mg, 0.15 mmol), (±)-BINAP (188 mg, 0.30 mmol), cesium carbonate (1.08 g, 3.33 mmol), 1,4-dioxane (15 mL) and DMF (4.5 mL), to obtain 178 mg of the title compound as a yellow oily substance (27%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08536197B2
Source datasetuspto-grants-2013_09
ORD IDord-a8d4791c8dcd493a80b69a4cdeb87a9e
Source noteuspto-grants-2013_09