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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,1'-(Azodicarbonyl)dipiperidine | HCID 73042 | — |
| Reactant | 3-Nitrobenzene-1-thiol | HCID 243576 | — |
| Reactant | (2-((3-Fluorophenyl)amino)-4-(propylamino)pyrimidin-5-yl)methanol | HCID 90052116 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Tributylphosphine | HCID 13831 | — |
| Product | HCID 90052119 | HCID 90052119 | 63.5% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09145415B2 |
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| Source dataset | uspto-grants-2015_09 |
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| ORD ID | ord-20c14a64133e4d859015f1104817bb2c |
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| Source note | uspto-grants-2015_09 |
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