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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 348412Generated: October 26, 2026

Cesium carbonate → 5-ethyl-1-(2-methoxyethyl)-4-nitro-1H-pyrazole-3-carboxamide

https://huagongshe.com/reaction/348412

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant2-Bromoethyl methyl etherHCID 80972—
ReactantHCID 178438045HCID 178438045—
SolventDimethylformamideHCID 6228—
Product5-ethyl-1-(2-methoxyethyl)-4-nitro-1H-pyrazole-3-carboxamideHCID 11218717—

Reaction Steps

A mixture of 3-ethyl-4-nitro-1H-pyrazole-5-carboxamide (WO, 9849166), (1.7 g, 8.8 mmol), 2-bromoethyl methyl ether (0.85 ml, 8.85 mmol) and cesium carbonate (2.9 g, 9.0 mmol) in N,N-dimethylformamide (20 ml) was stirred at room temperature for 20 hours. The reaction mixture was concentrated under reduced pressure and the residue was partitioned between ethyl acetate (125 ml) and brine (100 ml). The phases were separated, and the organic layer was dried (Na2SO4), and evaporated under reduced pressure. The crude product was purified by column chromatography on silica gel, using ethyl acetate:methanol (97:3) as eluant to afford the title compound of preparation 1, 831 mg,

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07176311B2
Source datasetuspto-grants-2007_02
ORD IDord-ba2e88d262594634be8af0fd568efffb
Source noteuspto-grants-2007_02