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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 68837Generated: October 29, 2026

Isopropanol → N-Cyclopropyl-N-[1-(3-isopropoxy-[1,2,4]thiadiazol-5-yl)-piperidin-4-yl]-4-oxazol-5-yl-benzamide

https://huagongshe.com/reaction/68837

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsopropanolHCID 3776—
ReactantCesium carbonateHCID 10796—
ReactantN-[1-(3-Chloro-[1,2,4]thiadiazol-5-yl)-piperidin-4-yl]-N-cyclopropyl-4-oxazol-5-yl-benzamideHCID 68290214—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductN-Cyclopropyl-N-[1-(3-isopropoxy-[1,2,4]thiadiazol-5-yl)-piperidin-4-yl]-4-oxazol-5-yl-benzamideHCID 68351852—

Reaction Conditions

Temperature125 °C

Reaction Steps

A mixture of N-[1-(3-chloro-[1,2,4]thiadiazol-5-yl)-piperidin-4-yl]-N-cyclopropyl-4-oxazol-5-yl-benzamide (43 mg), isopropanol (2.0 mL), and cesium carbonate (98 mg) in N-methyl-2-pyrrolidinon (2.0 mL) is stirred at 125° C. for three days. The mixture is separated by HPLC (MeOH/H2O/TFA) to give the title compound. LC (method 5): tR=2.14 min; Mass spectrum (ESI+): m/z=454 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822471B2
Source datasetuspto-grants-2014_09
ORD IDord-c7cc8e98d6e94c7e9747bf249fa2d017
Source noteuspto-grants-2014_09