Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Chlorobenzene | HCID 7964 | — |
| Reactant | Hexane | HCID 8058 | — |
| Reactant | 3-Fluoro-4-nitrophenol | HCID 520948 | — |
| Reactant | Methyl 4-Chloropicolinate | HCID 820890 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 23153479 | HCID 23153479 | 27.6% |
Reaction Steps
A mixture of methyl 4-chloropyridine-2-carboxylate (200 mg), 3-fluoro-4-nitrophenol (202 mg) and chlorobenzene (0.6 ml) was stirred under a nitrogen atmosphere at 120° C. for 2 hrs and 20 min. The reaction mixture was cooled down to room temperature to give a solidified reaction mixture, which was then dissolved in a small amount of N,N-dimethylformamide and subjected to silica gel column chromatography (eluent; hexane:ethyl acetate=1:2, ethyl acetate, then ethyl acetate:methanol=20:1 to 10:1). Fractions containing the target compound were concentrated to provide the titled compound (94 mg, 27.5%) as a pale yellow solid.
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-75602f149cd54316bf54fd3bc8881074 |
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| Source note | uspto-grants-2009_05 |
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