HuagongsheHuagongshe Chemistry Print Report · For research reference only
Oxalyl chloride → 5-[3-(5-Fluoro-2-methoxyphenyl)-1,2,4-oxadiazol-5-YL]-2-[2-(methoxymethyl)pyrrolidin-1-YL]-3-methylpyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 6-[2-(Methoxymethyl)pyrrolidin-1-yl]-5-methylnicotinic acid | HCID 59495823 | — |
| Reactant | 5-fluoro-N'-hydroxy-2-methoxybenzenecarboximidamide | HCID 72336823 | — |
| Product | 5-[3-(5-Fluoro-2-methoxyphenyl)-1,2,4-oxadiazol-5-YL]-2-[2-(methoxymethyl)pyrrolidin-1-YL]-3-methylpyridine | HCID 25255480 | — |
Reaction Steps
Oxalyl chloride (122 μL; 1.44 mmol; 3 eq.), Intermediate 40 (120 mg; 0.48 mmol; 1 eq.), Intermediate 23 (88 mg; 0.48 mmol, 1 eq.) and DIEA (245 μL; 1.44 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 | US08404676B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-6554c62cab2f40d398bbad6fd13d26f2 |
| Source note | uspto-grants-2013_03 |