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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2171926Generated: November 1, 2026

Potassium hydroxy sulfite → tert-butyl((S)-2(2-chloro-5-fluoropyrimidin-4-ylamino)-3,3-dimethylbutylsulfinyl)ethanoate

https://huagongshe.com/reaction/2171926

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium hydroxy sulfiteHCID 23707502—
Reactant(S)-tert-Butyl 2-(2-(2-chloro-5-fluoropyrimidin-4-ylamino)-3,3-dimethyl-butylthio)ethanoateHCID 86714775—
SolventMethanolHCID 887—
SolventWaterHCID 962—
Producttert-butyl((S)-2(2-chloro-5-fluoropyrimidin-4-ylamino)-3,3-dimethylbutylsulfinyl)ethanoateHCID 131732952—

Reaction Steps

Oxone (1.04 g, 1.69 mmol) was added to a stirring solution of (S)-tert-Butyl 2-(2-(2-chloro-5-fluoropyrimidin-4-ylamino)-3,3-dimethyl-butylthio)ethanoate, 168a, (0.53 g, 1.41 mmol) in methanol (20 mL). The solution was stirred for 15 minutes at room temperature. The solution was concentrated to give white residue which was dissolved in water (50 mL). The aqueous layer was extracted with EtOAc (3×25 mL) and the organic layer was dried (MgSO4), filtered and concentrated in vacuo to give 540 mg of the desired product as a white solid: LCMS Gradient 10-90%, 0.1% formic acid, 5 minutes, C18/ACN, Retention Time=3.05 minutes (M+H) 394.28.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09051319B2
Source datasetuspto-grants-2015_06
ORD IDord-bc84fd47ee344a6a8e3189c2b0b81161
Source noteuspto-grants-2015_06