HuagongsheHuagongshe Chemistry Print Report · For research reference only
Oxalyl chloride → 3-(2-Methoxyphenyl)-5-[4-(4-methyl-3-thienyl)-3-(trifluoromethyl)phenyl]-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-(4-Methyl-3-thienyl)-3-(trifluoromethyl)benzoic acid | HCID 59495818 | — |
| Product | 3-(2-Methoxyphenyl)-5-[4-(4-methyl-3-thienyl)-3-(trifluoromethyl)phenyl]-1,2,4-oxadiazole | HCID 25255172 | — |
Reaction Steps
Oxalyl chloride (106 μL; 1.26 mmol; 3 eq.), Intermediate 32 (120 mg; 0.42 mmol; 1 eq.), Intermediate 1 (70 mg; 0.42 mmol, 1 eq.) and DIEA (217 μL; 1.26 mmol; 3 eq.) were reacted according to general procedure 2. Purification by column chromatography (c-hexane/ethyl acetate, 95/5) followed by crystallization from n-pentane afforded the title compound as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08404676B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-7151adf54ac04e02b0edea25aea5b873 |
| Source note | uspto-grants-2013_03 |