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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1425252Generated: November 2, 2026

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

https://huagongshe.com/reaction/1425252

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantBinap, (A+-)-HCID 634876—
ReactantMethyl 5-bromo-2-fluorobenzoateHCID 21525435—
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-fluorobenzoateHCID 8664873214.4%

Reaction Steps

The same operation as in Example (42a) was performed using benzyl cis(±)-[3-methoxypiperidin-4-yl]carbamate hydrochloride obtained in Example (160a) (165 mg, 0.55 mmol), methyl 5-bromo-2-fluorobenzoate (128 mg, 0.55 mmol), palladium acetate (12.3 mg, 0.05 mmol), BINAP (68.3 mg, 0.11 mmol) and cesium carbonate (536 mg, 1.65 mmol), to obtain 33 mg of the title compound as a yellow oily substance (14%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08927588B2
Source datasetuspto-grants-2015_01
ORD IDord-27c771d8c1c24af0adc72ef5648023de
Source noteuspto-grants-2015_01