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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1444042Generated: November 1, 2026

Acetic Acid → 2,3-Dichloro-N-[5-(hydroxymethyl)-3-(3-pyridinylmethoxy)-2-pyrazinyl]benzenesulphonamide

https://huagongshe.com/reaction/1444042

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantAluminium lithium hydrideHCID 21226445—
ReactantHCID 59168105HCID 59168105—
SolventTetrahydrofuranHCID 8028—
Product2,3-Dichloro-N-[5-(hydroxymethyl)-3-(3-pyridinylmethoxy)-2-pyrazinyl]benzenesulphonamideHCID 5916820242.5%

Reaction Conditions

Temperature-65 °C

Reaction Steps

Lithium aluminium hydride (0.85 mL of a 1M solution in tetrahydrofuran) was added dropwise to 5-(2,3-dichlorobenzenesulphonylamino)-6-(3-pyridinylmethoxy)pyrazine-2-carboxylic acid, methyl ester (Example 134) (0.2 g) in tetrahydrofuran (10 mL) cooled to −65° C. The reaction mixture was allowed to warm to room temperature and stirred for 1h. Aqueous acetic acid was added and the mixture extracted with ethyl acetate. The organic solution was dried (MgSO4) and evaporated. Chromatography on silica gel eluting with ethyl acetate/methanol mixtures gave the title compound (0.08 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07662825B2
Source datasetuspto-grants-2010_02
ORD IDord-34fa62a8e8954656841e510c9930ab45
Source noteuspto-grants-2010_02