HuagongsheHuagongshe Chemistry Print Report · For research reference only
Oxalyl chloride → 2-Methyl-1-[4-{3-[2-(trifluoromethoxy)phenyl]-1,2,4-oxadiazol-5-YL}-2-(trifluoromethyl)phenyl]piperidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | N'-hydroxy-2-(trifluoromethoxy)benzenecarboximidamide | HCID 2794708 | — |
| Reactant | 4-(2-Methylpiperidin-1-YL)-3-(trifluoromethyl)benzoic acid | HCID 59495655 | — |
| Product | 2-Methyl-1-[4-{3-[2-(trifluoromethoxy)phenyl]-1,2,4-oxadiazol-5-YL}-2-(trifluoromethyl)phenyl]piperidine | HCID 25256389 | — |
Reaction Steps
Oxalyl chloride (106 μL; 1.25 mmol; 3 eq.), Intermediate 24 (120 mg; 0.42 mmol; 1 eq.), Intermediate 2 (92 mg; 0.42 mmol, 1 eq.) and DIEA (93 μL; 1.25 mmol; 3 eq.) were reacted according to general procedure 2. Purification by column chromatography c-hexane/ethyl acetate, 80/20) followed by precipitation from 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-8e41b5de132b4b2fb0661edb6f058639 |
| Source note | uspto-grants-2014_11 |