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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1966718Generated: November 1, 2026

Potassium hydroxy sulfite → HCID 53237172, compound

https://huagongshe.com/reaction/1966718

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium hydroxy sulfiteHCID 23707502—
Reactant4-(2-amino-pyrimidin-5-yl)-N1-tert-butyl-benzene-1,2-diamineHCID 58541899—
ReactantHCID 58541980HCID 58541980—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 53237172HCID 5323717265.2%

Reaction Steps

To a mixture of 4-(2-amino-pyrimidin-5-yl)-N1-tert-butyl-benzene-1,2-diamine (25 mg, 0.10 mmol) and 5-chloro-2-(3-methyl-1,2,4-oxadiazol-5-yl)-benzaldehyde (27 mg, 0.12 mmol) in DMF (5.0 mL) is added oxone (60 mg, 0.10 mmol) in H2O (2.0 mL). The reaction mixture is stirred at room temperature for 1.5 hours and then quenched with saturated sodium thiosulfate aq. (25 mL). The quenched reaction mixture is extracted with EtOAc (25 mL×2) and the combined organic layers are washed with H2O (50 mL×2) and dried with Na2SO4. The filtrate is concentrated under reduced pressure and the residue is purified by silica gel flash column chromatography with 5% MeOH in CH2Cl2 as the eluent to afford the title compound (30 mg, 45%) as a white solid. LCMS (ESMS): m/z 460.20 (M++1)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08420655B2
Source datasetuspto-grants-2013_04
ORD IDord-a643f0d00983498fa6bd3382f512e7d6
Source noteuspto-grants-2013_04