HuagongsheHuagongshe Chemistry Print Report · For research reference only
Oxalyl chloride → 5-[4-(3,5-Dimethylisoxazol-4-YL)-3-methylphenyl]-3-(2-methoxyphenyl)-1,2,4-oxadiazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | N-Hydroxy-2-methoxy-benzamidine | HCID 4652214 | — |
| Reactant | 4-(3,5-Dimethylisoxazol-4-YL)-3-methylbenzoic acid | HCID 53225019 | — |
| Product | 5-[4-(3,5-Dimethylisoxazol-4-YL)-3-methylphenyl]-3-(2-methoxyphenyl)-1,2,4-oxadiazole | HCID 59606530 | — |
Reaction Steps
Oxalyl chloride (132 μL; 1.56 mmol; 3 eq.), Intermediate 30 (120 mg; 0.52 mmol; 1 eq.), Intermediate 1 (86 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 an orange foam.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08404676B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-831372699ffc4093a22bc751c177c86f |
| Source note | uspto-grants-2013_03 |