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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1444018Generated: October 26, 2026

Citric Acid → 2,3-Dichloro-N-{3-[4-(tetrahydro-2-pyranyloxymethyl)phenylmethoxy]-2-pyrazinyl}benzenesulphonamide

https://huagongshe.com/reaction/1444018

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantPotassium tert-butoxideHCID 23665647—
Reactant2,3-Dichloro-N-(3-chloro-2-pyrazinyl)benzenesulphonamideHCID 59168167—
Reactant(4-{[(Oxan-2-yl)oxy]methyl}phenyl)methanolHCID 67139706—
SolventTetrahydrofuranHCID 8028—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product2,3-Dichloro-N-{3-[4-(tetrahydro-2-pyranyloxymethyl)phenylmethoxy]-2-pyrazinyl}benzenesulphonamideHCID 59168124—

Reaction Steps

2,3-Dichloro-N-(3-chloro-2-pyrazinyl)benzenesulphonamide (Example 28a) (0.1 g), [4-(tetrahydro-2-pyranyloxymethyl)phenyl]methanol (0.27 g) and potassium tert-butoxide (2 mL of a 1M solution in tetrahydrofuran) in N-methylpyrrolidinone (1 mL) was stirred at 50° C. After 2 h, aqueous citric acid was added and the mixture extracted with ethyl acetate. The organic solution was washed with water and brine and evaporated to dryness. Used directly.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07662825B2
Source datasetuspto-grants-2010_02
ORD IDord-c6d4f890fe6c411092b90cb35895dbed
Source noteuspto-grants-2010_02