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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 270066Generated: October 26, 2026

Cesium carbonate → N-Cyclopropyl-4-methoxy-2-[(2S)-oxiran-2-ylmethoxy]benzamide

https://huagongshe.com/reaction/270066

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantBenzenesulfonic acid, 3-nitro-, (2S)-2-oxiranylmethyl esterHCID 146490—
ReactantN-Cyclopropyl-2-hydroxy-4-methoxybenzamideHCID 28390698—
SolventDimethylformamideHCID 6228—
ProductN-Cyclopropyl-4-methoxy-2-[(2S)-oxiran-2-ylmethoxy]benzamideHCID 71655152112.4%

Reaction Steps

A mixture of N-cyclopropyl-2-hydroxy-4-methoxybenzamide (700 mg, 3.38 mmol), (2S)-oxiran-2-ylmethyl3-nitrobenzenesulfonate (876 mg, 3.38 mmol) and Cs2CO3 (1.31 g, 4.05 mmol) in DMF (12 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 (0-80% ethyl acetate in petroleum ether) to give the subtitled compound (1.0 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07449475B2
Source datasetuspto-grants-2008_11
ORD IDord-32b22f8d1c294a10acc538dff37e0ea4
Source noteuspto-grants-2008_11