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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 270064Generated: November 1, 2026

Cesium carbonate → N-Cyclopropyl-4-fluoro-2-(2-oxiranylmethoxy)benzamide

https://huagongshe.com/reaction/270064

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantBenzenesulfonic acid, 3-nitro-, (2S)-2-oxiranylmethyl esterHCID 146490—
ReactantN-Cyclopropyl-4-fluoro-2-hydroxybenzamideHCID 68961144—
SolventDimethylformamideHCID 6228—
ProductN-Cyclopropyl-4-fluoro-2-(2-oxiranylmethoxy)benzamideHCID 4508686359.7%

Reaction Steps

A mixturte of N-cyclopropyl-4-fluoro-2-hydroxybenzamide (195 mg, 1.0 mmol), (2S)-oxiran-2-ylmethyl3-nitrobenzenesulfonate (259 mg, 1.0 mmol) and Cs2CO3 (390 mg, 1.2 mmol) in DMF (5 mL) was stirred at room temperature overnight. The reaction mixture was partitioned between ethyl acetate and water. The organic layer was dried over Na2SO4, filtered and concentrated. The residue was purified by silica gel flash chromatography (0-30% ethylacetate in petroleum ether) to give the subtitled compound (150 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07449475B2
Source datasetuspto-grants-2008_11
ORD IDord-b7e30bb29ea445ab83e4de635ec2c63e
Source noteuspto-grants-2008_11