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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 43946Generated: October 26, 2026

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

https://huagongshe.com/reaction/43946

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantBinap, (A+-)-HCID 634876—
ReactantBenzyl cis(+/-)-[3-methoxypiperidin-4-yl]carbamateHCID 86648490—
ReactantMethyl 5-bromo-3-formylthiophene-2-carboxylateHCID 86648830—
Catalystpalladium(II) acetateHCID 167845—
ProductMethyl cis(+/-)-5-(4-{[(benzyloxy)carbonyl]amino}-3-methoxypiperidin-1-yl)-3-formylthiophene-2-carboxylateHCID 8664883120.9%

Reaction Steps

The same operation as in Example (244b) was performed using methyl 5-bromo-3-formylthiophene-2-carboxylate obtained in Example (246b) (974 mg, 3.91 mmol), benzyl cis(±)-(3-methoxypiperidin-4-yl)-carbamate obtained in Example (40b) (1.10 g, 4.16 mmol), palladium acetate (176 mg, 0.78 mmol), BINAP (0.49 g, 0.78 mmol) and cesium carbonate (1.78 g, 5.47 mmol), to obtain 354 mg of the title compound as a yellow oily substance (21%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08536197B2
Source datasetuspto-grants-2013_09
ORD IDord-e7105cf23d7d46ceb8474ab4940ef051
Source noteuspto-grants-2013_09