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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2284706Generated: October 26, 2026

1,1'-(Azodicarbonyl)dipiperidine → HCID 90052119, compound

https://huagongshe.com/reaction/2284706

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-(Azodicarbonyl)dipiperidineHCID 73042—
Reactant3-Nitrobenzene-1-thiolHCID 243576—
Reactant(2-((3-Fluorophenyl)amino)-4-(propylamino)pyrimidin-5-yl)methanolHCID 90052116—
SolventTetrahydrofuranHCID 8028—
SolventTributylphosphineHCID 13831—
ProductHCID 90052119HCID 9005211963.5%

Reaction Steps

To a solution of (2-((3-fluorophenyl)amino)-4-(propylamino)pyrimidin-5-yl)methanol (E13, 20 mg) and 3-nitrothiophenol (17 mg) in tetrahydrofuran (1 mL), tributylphosphine (36 μL) and 1,1′-(azodicarbonyl)dipiperidine (28 mg) were added under ice cooling, and the mixture was stirred at room temperature for 6 hours and 30 minutes. To the reaction mixture, tributylphosphine (36 μL) and 1,1′-(azodicarbonyl)dipiperidine (28 mg) were added at room temperature, and the mixture was stirred at the same temperature for 8 hours and 30 minutes. The solvent was evaporated under reduced pressure, and then the obtained residue was purified by basic silica gel column chromatography (eluent, 88 to 40% hexane in ethyl acetate) to obtain N2-(3-fluorophenyl)-5-(((3-nitrophenyl)thio)methyl)-N4-propylpyrimidine-2,4-diamine (E19, 19 mg) as yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09145415B2
Source datasetuspto-grants-2015_09
ORD IDord-20c14a64133e4d859015f1104817bb2c
Source noteuspto-grants-2015_09