HuagongsheHuagongshe Chemistry Print Report · For research reference only
Oxalyl chloride → 5-[4-(3,5-Dimethylisoxazol-4-YL)-3-methylphenyl]-3-[2-(trifluoromethoxy)phenyl]-1,2,4-oxadiazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | N'-hydroxy-2-(trifluoromethoxy)benzenecarboximidamide | HCID 2794708 | — |
| Reactant | 4-(3,5-Dimethylisoxazol-4-YL)-3-methylbenzoic acid | HCID 53225019 | — |
| Product | 5-[4-(3,5-Dimethylisoxazol-4-YL)-3-methylphenyl]-3-[2-(trifluoromethoxy)phenyl]-1,2,4-oxadiazole | HCID 25256653 | — |
Reaction Steps
Oxalyl chloride (132 μL; 1.56 mmol; 3 eq.), Intermediate 30 (120 mg; 0.52 mmol; 1 eq.), Intermediate 2 (114 mg; 0.52 mmol, 1 eq.) and DIEA (268 μL; 1.56 mmol; 3 eq.) were reacted according to general procedure 2. Purification by column chromatography c-hexane/ethyl acetate, 80/20) 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-402f58f1deb14b0ab1a5857ab1f2fd2b |
| Source note | uspto-grants-2014_11 |