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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1425413Generated: October 26, 2026

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

https://huagongshe.com/reaction/1425413

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantBinap, (A+-)-HCID 634876—
ReactantMethyl 5-bromo-3-methylthiophene-2-carboxylateHCID 53438912—
ReactantBenzyl cis(+/-)-[3-methoxypiperidin-4-yl]carbamateHCID 86648490—
Catalystpalladium(II) acetateHCID 167845—
ProductMethyl cis(+/-)-5-(4-{[(benzyloxy)carbonyl]amino}-3-methoxypiperidin-1-yl)-3-methylthiophene-2-carboxylateHCID 8664882623.6%

Reaction Steps

The same operation as in Example (244b) was performed using methyl 5-bromo-3-methylthiophene-2-carboxylate obtained in Example (245a) (218 mg, 0.93 mmol), benzyl cis(±)-(3-methoxypiperidin-4-yl)-carbamate obtained in Example (40b) (270 mg, 1.02 mmol), palladium acetate (42 mg, 0.19 mmol), BINAP (115 mg, 0.19 mmol) and cesium carbonate (423 mg, 1.30 mmol), to obtain 92 mg of the title compound as a yellow oily substance (24%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08927588B2
Source datasetuspto-grants-2015_01
ORD IDord-5822d4e8043040dd8b09d10fa61a8889
Source noteuspto-grants-2015_01