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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 386583Generated: October 25, 2026

Ethyl Acetate → 2-(Methylsulfanyl)pyrimidin-5-ol

https://huagongshe.com/reaction/386583

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
Reactant2-(Methylthio)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidineHCID 16414219—
ReactantSodium;3-oxidodioxaborirane;tetrahydrateHCID 23693097—
SolventOxolane--water (1/1)HCID 21881883—
Product2-(Methylsulfanyl)pyrimidin-5-olHCID 588357—

Reaction Steps

To a stirring solution of 2-(methylthio)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine (from step A) (1.167 g, 4.63 mmol) in THF/H2O (20 mL 1:1) at room temperature under argon was added sodium perborate tetrahydrate (2.137 g, 13.9 mmol). The reaction mixture was stirred at room temperature overnight. The reaction was cooled to room temperature. EtOAc (10 mL) was added to the reaction mixture, which was washed with brine (15 mL×3). Organic phase was dried (MgSO4), filtered and concentrated. The crude product was very insoluble, therefore it was used directly to next step. MS (ESI) 143 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08372837B2
Source datasetuspto-grants-2013_02
ORD IDord-85b7039681764b56b930fd22abf2fe66
Source noteuspto-grants-2013_02