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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1891052Generated: October 25, 2026

Hydrochloric Acid → (RS)-S-[4-({5-bromo-4-[(1R,2R)-2-hydroxy-1-methylpropoxy]pyrimidin-2-yl}amino)phenyl]-N-(ethoxycarbonyl)-S-ethyl Sulfoximide

https://huagongshe.com/reaction/1891052

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantBenzenamine, 4-[N-(Ethoxycarbonyl)-S-Ethylsulfonimidoyl]HCID 59673998—
Reactant(2R,3R)-3-(5-bromo-2-chloropyrimidin-4-yloxy)butan-2-olHCID 59674033—
SolventAcetonitrileHCID 6342—
Solvent1,4-DioxaneHCID 31275—
Product(RS)-S-[4-({5-bromo-4-[(1R,2R)-2-hydroxy-1-methylpropoxy]pyrimidin-2-yl}amino)phenyl]-N-(ethoxycarbonyl)-S-ethyl SulfoximideHCID 59674022—

Reaction Conditions

Temperature60 °C

Reaction Steps

128 mg (0.51 mmol) of (RS)—S-(4-aminophenyl)-N-(ethoxycarbonyl)-S-ethyl sulfoximide and 150 mg (0.53 mmol) of (2R,3R)-3-[(5-bromo-2-chloropyrimidin-4-yl)oxy]-butan-2-ol in 2 ml of acetonitrile are mixed with 0.12 ml of a 4N solution of HCl in dioxane. The batch is stirred for 2 days at 60° C. The solvent is removed, and the residue is purified by chromatography (DCM/EtOH 95:5). 43 mg (0.09 mmol, corresponding to 17% of theory) of the product is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08507510B2
Source datasetuspto-grants-2013_08
ORD IDord-3e48f3e486f84a14b01db25aa3f99ba9
Source noteuspto-grants-2013_08