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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1358319Generated: November 4, 2026

Ethyl Acetate → 4-tert.-butyl-N-{6-[2-(ethanesulfonyl-methyl-amino)-ethoxy]-5-p-tolyl-pyrimidin-4-yl}-benzenesulfonamide

https://huagongshe.com/reaction/1358319

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantN-(2-hydroxyethyl)-N-methyl-ethanesulfonamideHCID 18184242—
Reactant4-tert.-butyl-N-[6-chloro-5-(p-tolyl)4-pyrimidinyl]-benzene sulfonamideHCID 22729415—
SolventTetrahydrofuranHCID 8028—
Product4-tert.-butyl-N-{6-[2-(ethanesulfonyl-methyl-amino)-ethoxy]-5-p-tolyl-pyrimidin-4-yl}-benzenesulfonamideHCID 8675907334.2%

Reaction Steps

100 mg 4-tert.-butyl-N-[6-chloro-5-(p-tolyl)-4-pyrimidinyl]-benzene sulfonamide was dissolved in 5 ml dry THF. 162 mg of potassium-tert.-butylate and 200 mg of N-(2-hydroxyethyl)-N-methyl-ethanesulfonamide was added and the mixture was heated to reflux for 8 h then cooled to room temperature. Ethyl acetate was added and the precipitated side product was filtered off. The filtrate was concentrated in vacuo. The crude product was purified by column chromatography (silica gel; ethyl acetate) to give 45 mg of 4-tert.-butyl-N-{6-[2-(ethanesulfonyl-methyl-amino)-ethoxy]-5-p-tolyl-pyrimidin-4-yl}-benzenesulfonamide. LC-MS: tR=5.58 min, [M−1]−=545.54.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06596719B1
Source datasetuspto-grants-2003_07
ORD IDord-514d1b28a69341c28f41b8bd3ee2e984
Source noteuspto-grants-2003_07