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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1958968Generated: October 29, 2026

tert-butyl 4-{[(2-[(2,3-difluorobenzyl)thio]-6-{(1R)-1-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]ethoxy}pyrimidin-4-yl)amino]sulfonyl}piperazine-1-carboxylate → N-[2-[[(2,3-Difluorophenyl)methyl]thio]-6-[[(1R,2S)-2,3-dihydroxy-1-methylpropyl]oxy}-4-pyrimidinyl]-1-piperazinesulfonamide

https://huagongshe.com/reaction/1958968

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-butyl 4-{[(2-[(2,3-difluorobenzyl)thio]-6-{(1R)-1-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]ethoxy}pyrimidin-4-yl)amino]sulfonyl}piperazine-1-carboxylateHCID 53628363—
SolventTrifluoroacetic acid methylene chlorideHCID 21863450—
ProductN-[2-[[(2,3-Difluorophenyl)methyl]thio]-6-[[(1R,2S)-2,3-dihydroxy-1-methylpropyl]oxy}-4-pyrimidinyl]-1-piperazinesulfonamideHCID 59558751—

Reaction Steps

A solution of tert-butyl 4-{[(2-[(2,3-difluorobenzyl)thio]-6-{(1R)-1-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]ethoxy}pyrimidin-4-yl)amino]sulfonyl}piperazine-1-carboxylate (the product of step i) (0.23 g) in 10% trifluoroacetic acid/DCM (5 mL) was stirred at room temperature for 1 h. The mixture was evaporated to dryness in vacuo. The resulting crude oil was purified by reverse phase HPLC (75% to 5% gradient of 0.1% aqueous ammonium acetate in acetonitrile as eluent) to give the title compound as a white solid. Yield: 40 mg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08410123B2
Source datasetuspto-grants-2013_04
ORD IDord-71ba298b07284b4895b0adc5f67ea70e
Source noteuspto-grants-2013_04