HuagongsheHuagongshe Chemistry Print Report · For research reference only
Oxalyl chloride → 5-[4-(2,5-Dimethylpyrrolidin-1-yl)-3-nitrophenyl]-3-(5-fluoro-2-methoxyphenyl)-1,2,4-oxadiazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4-(2,5-Dimethylpyrrolidin-1-yl)-3-nitrobenzoic acid | HCID 59606554 | — |
| Reactant | 5-fluoro-N'-hydroxy-2-methoxybenzenecarboximidamide | HCID 72336823 | — |
| Product | 5-[4-(2,5-Dimethylpyrrolidin-1-yl)-3-nitrophenyl]-3-(5-fluoro-2-methoxyphenyl)-1,2,4-oxadiazole | HCID 25256479 | — |
Reaction Steps
Oxalyl chloride (152 μL; 1.2 mmol; 3 eq.), Intermediate 25 (106 mg; 0.4 mmol; 1 eq.), Intermediate 23 (74 mg; 0.4 mmol, 1 eq.) and DIEA (155 μL; 1.2 mmol; 3 eq.) were reacted according to general procedure 2. Purification by crystallisation from ethyl acetate/n-pentane afforded the title compound as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08889668B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-a55b981921124501a39174c8fa185f60 |
| Source note | uspto-grants-2014_11 |