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
3-Amino-4-cyclopropyl-but-2-enoic acid ethyl ester (231 mg, 1.4 mmol) was added to a solution of (Z)-4,4,4-trifluoro-3-hydroxy-1-(4-trifluoromethoxy-phenyl)-but-2-en-1-one (819 mg, 2.7 mmol; example 16 a]) in acetonitrile (2.7 ml). 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 | US06995263B2 |
| Source dataset | uspto-grants-2006_02 |
| ORD ID | ord-a0a3dd88bc8a4d25a52e8a865ed8df55 |
| Source note | uspto-grants-2006_02 |