Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | 1H-1,2,4-Triazole | HCID 9257 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-[4-(3-Chloropropyl)-2-methoxyphenoxy]-6-fluoropyridine | HCID 59191237 | — |
| Solvent | tetrahydrofuran N,N-dimethylformamide | HCID 21974620 | — |
| Product | HCID 59191394 | HCID 59191394 | 33% |
Reaction Steps
To a solution of 2-[4-(3-chloropropyl)-2-methoxyphenoxy]-6-fluoropyridine (0.14 mmol) in a THF/DMF mixture (340 μL/170 μL), under argon, was added NaI (0.14 mmol; 21 mg). The mixture was stirred 30 minutes at 50° C., before addition of diisopropylethylamine (0.28 mmol, 36 mg) and 1,2,4-triazol (0.28 mmol; 19 mg). The reaction mixture was allowed to stir overnight at 50° C. After concentration, the reaction was hydrolysed with saturated NH4Cl (1 mL), extracted with AcOEt (2*1 mL). Combined organic phases were dried over Na2SO4, concentrated in vacuo. The title compound (15 mg; 33%) was obtained as a yellow oil after purification on preparative TLC (dichloromethane/methanol: 9/1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09309179B2 |
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| Source dataset | uspto-grants-2016_04 |
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| ORD ID | ord-065aea0a63dc482eacc92b7b15d9781a |
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| Source note | uspto-grants-2016_04 |
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