HuagongsheHuagongshe Chemistry Print Report · For research reference only
Formic Acid → HCID 11429637, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Formic Acid | HCID 284 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 11486489 | HCID 11486489 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | tert-Butyl methyl ether | HCID 15413 | — |
| Solvent | Methyl t-butylether hexane | HCID 21982663 | — |
| Product | HCID 11429637 | HCID 11429637 | — |
Reaction Steps
A solution of (E)-5-[2-cyclopropyl-4-(4-fluoro-phenyl)-quinolin-3-yl]-3-oxo-pent-4-enoic-acid-ethylester (1.6 g, 3.97 mmol), Ru[(1R,2R)-p-TsNCH(C6H5)CH(C6H5)NH2]Cl(η6-p-cymene) (12.6 mg, 0.02 mmol) and a mixture of HCOOH (1.095 g, 23.8 mmol)/NEt3 (0.963 g, 9.52 mmol) is heated in DMF (6.0 ml) at 50° C. for 20 h. After that the solution is diluted with MTBE (5 ml) and neutralised with NaHCO3 (4 ml). Standard aquous work-up with NaCl solution and extraction with MTBE and removel of the solvent give the crude product. Chromatography on silica gel using a 4:1 hexane-MTBE mixture as eluent to afford of (E)-5-[2-Cyclopropyl-4-(4-fluoro-phenyl)-quinolin-3-yl]-3-hydroxy-pent-4-enoic-acid-ethylester.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07208623B2 |
| Source dataset | uspto-grants-2007_04 |
| ORD ID | ord-791fe12a2db1469089b104bc3f937ecf |
| Source note | uspto-grants-2007_04 |