HuagongsheHuagongshe Chemistry Print Report · For research reference only
Oxalyl chloride → 5-[3-(5-Fluoro-2-methoxyphenyl)-1,2,4-oxadiazol-5-YL]-2-(2-methylpiperidin-1-YL)pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 5-Methyl-6-(2-methylpiperidin-1-yl)nicotinic acid | HCID 58443364 | — |
| Reactant | 5-fluoro-N'-hydroxy-2-methoxybenzenecarboximidamide | HCID 72336823 | — |
| Product | 5-[3-(5-Fluoro-2-methoxyphenyl)-1,2,4-oxadiazol-5-YL]-2-(2-methylpiperidin-1-YL)pyridine | HCID 25255479 | — |
Reaction Steps
Oxalyl chloride (138 μL; 1.63 mmol; 3 eq.), Intermediate 39 (120 mg; 0.54 mmol; 1 eq.), Intermediate 23 (100 mg; 0.54 mmol, 1 eq.) and DIEA (282 μL; 1.54 mmol; 3 eq.) were reacted according to general procedure 2. Purification by column chromatography c-hexane/ethyl acetate, 50/50) afforded the title compound as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08889668B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-d1aed2404db64affa603aeed3c55cebc |
| Source note | uspto-grants-2014_11 |