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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1966723Generated: November 1, 2026

Potassium hydroxy sulfite → HCID 53237171, compound

https://huagongshe.com/reaction/1966723

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium hydroxy sulfiteHCID 23707502—
Reactant4-(2-amino-pyrimidin-5-yl)-N1-tert-butyl-benzene-1,2-diamineHCID 58541899—
ReactantHCID 58542018HCID 58542018—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 53237171HCID 532371719.1%

Reaction Steps

To a mixture of 4-(2-amino-pyrimidin-5-yl)-N1-tert-butyl-benzene-1,2-diamine (155 mg, 0.60 mmol) and 5-methoxy-2-(3-methyl-1,2,4-oxadiazol-5-yl)-benzaldehyde (155 mg, 0.60 mmol) in DMF (10.0 mL) is added Oxone (155 mg, 0.71 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), dried with Na2SO4 and filtered. 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 (25 mg, 9%) as a white solid. LCMS (ESMS): m/z 456.20 (M++1)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08420655B2
Source datasetuspto-grants-2013_04
ORD IDord-85cbc210c910439180087885308afc39
Source noteuspto-grants-2013_04