HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanamine, 2,2,2-trifluoro- → N-(2,2,2-Trifluoroethyl)-6-[1-methyl-3-(trifluoromethyl)pyrazol-5-yloxy]pyridine-2-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanamine, 2,2,2-trifluoro- | HCID 9773 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Phosphine, tris(4-methoxyphenyl)- | HCID 70071 | — |
| Reactant | 2-Chloro-6-[1-methyl-3-(trifluoromethyl)pyrazol-5-yloxy]pyridine | HCID 21714635 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Methylcyclohexane | HCID 7962 | — |
| Product | N-(2,2,2-Trifluoroethyl)-6-[1-methyl-3-(trifluoromethyl)pyrazol-5-yloxy]pyridine-2-carboxamide | HCID 21714641 | — |
Reaction Steps
Analogously to Example 14, 1.39 g (5 mmol) of 2-chloro-6-[1-methyl-3-(trifluoromethyl)-pyrazol-5-yloxy]pyridine, 0.75 g (7.57 mmol, 98 percent content) of 2,2,2-trifluoroethylamine, 0.80 g (7.55 mmol) of anhydrous sodium carbonate, 5.6 mg (25 μmol) of palladium(II) acetate and 88 mg (0.25 mmol) of tris(4-methoxyphenyl)phosphine in 20 ml of methylcyclohexane were reacted under a CO pressure of 21 bar. The yield was 0.96 g (75.4 percent) of a white solid. The melting point was 135.8° to 136.3° C. (from methylcyclohexane). Other data concerning the product was:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05900484 |
| Source dataset | uspto-grants-1999_05 |
| ORD ID | ord-14d8b75f17444111b4db3acc1a683107 |
| Source note | uspto-grants-1999_05 |