Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Nitrofungin | HCID 12074 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-Amino-4-chloropyridine | HCID 581866 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 23153054 | HCID 23153054 | 11% |
Reaction Steps
2-Amino-4-chloropyridine (2.57 g) was dissolved in dimethylsulfoxide (30 ml), and then 2-chloro-4-nitrophenol (6.94 g) and N,N-diisopropylethylamine (14 ml) were added thereto, followed by stirring at 160° C. for 6 days. The reaction mixture was cooled down to room temperature, and partitioned between ethyl acetate and a 1 N aqueous solution of sodium hydroxide. The organic layer was washed with a 1 N aqueous solution of sodium hydroxide and brine in this order, and dried over anhydrous sodium sulfate. The solvent was evaporated to give a residue, which was purified by silica gel column chromatography (eluent; hexane:ethyl acetate=1:2, then ethyl acetate) to provide the titled compound (574 mg, 11%) as brown powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07531532B2 |
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| Source dataset | uspto-grants-2009_05 |
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| ORD ID | ord-d08b3d3232904999931c175d41004dcd |
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| Source note | uspto-grants-2009_05 |
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