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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1891065Generated: October 30, 2026

m-Chloroperbenzoic acid → 5-bromo-N4-isopropyl-N2-[4-(methylsulfinyl)phenyl)-pyrimidine-2,4-diamine

https://huagongshe.com/reaction/1891065

Reaction equation

Participants

RoleNameHCIDCharge
Reactantm-Chloroperbenzoic acidHCID 70297—
Reactant5-bromo-N4-isopropyl-N2-[4-(methylsulfanyl)phenyl)-pyrimidine-2,4-diamine hydrochlorideHCID 68701629—
SolventDichloromethaneHCID 6344—
Product5-bromo-N4-isopropyl-N2-[4-(methylsulfinyl)phenyl)-pyrimidine-2,4-diamineHCID 59674017—

Reaction Steps

1.77 g (4.6 mmol) of 5-bromo-N4-isopropyl-N2-[4-(methylsulfanyl)phenyl)-pyrimidine-2,4-diamine hydrochloride is taken up in 40 ml of DCM and mixed with 1.73 g (5.5 mmol) of 3-chloroperoxybenzoic acid (55%). The batch is stirred for 90 minutes at room temperature and then diluted with DCM. It is washed with saturated NaHCO3 solution and saturated NaCl solution. The organic phase is dried (Na2SO4), filtered and concentrated by evaporation. The remaining residue is purified by chromatography (DCM/EtOH 9:1). 553 mg (1.5 mmol, corresponding to 33% of theory) of the product is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08507510B2
Source datasetuspto-grants-2013_08
ORD IDord-e1e6279c394a4c849c693e7672de4e1c
Source noteuspto-grants-2013_08