HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Amino-4-cyclopropyl-but-2-enoic acid ethyl ester → 2-Cyclopropylmethyl-6-(4-trifluoromethoxy-phenyl)-4-trifluoromethyl-nicotinic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Amino-4-cyclopropyl-but-2-enoic acid ethyl ester | HCID 67072096 | — |
| Reactant | HCID 178520888 | HCID 178520888 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 2-Cyclopropylmethyl-6-(4-trifluoromethoxy-phenyl)-4-trifluoromethyl-nicotinic acid ethyl ester | HCID 86597785 | 41% |
Reaction Steps
231 mg (1.4 mmol) 3-Amino-4-cyclopropyl-but-2-enoic acid ethyl ester were added to a solution of 819 mg (2.7 mmol) (Z)-4,4,4-trifluoro-3-hydroxy-1-(4-trifluoromethoxy-phenyl)-but-2-en-1-one in 2.7 ml acetonitrile. The mixture was heated under reflux conditions for 12 h, the solvent was removed under reduced pressure and the residue purified by flash chromatography (silica gel, heptane/AcOEt) to give 242 mg (0.56 mmol, 41%) of the title compound as yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07115611B2 |
| Source dataset | uspto-grants-2006_10 |
| ORD ID | ord-5a1c717ac56b4385a24f2e306114b8c0 |
| Source note | uspto-grants-2006_10 |