HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 58817653, compound → HCID 58817563, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 58817653 | HCID 58817653 | — |
| Catalyst | Copper | HCID 23978 | — |
| Solvent | Quinoline | HCID 7047 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 58817563 | HCID 58817563 | 82.4% |
Reaction Conditions
| Temperature | 200 °C |
|---|
Reaction Steps
A mixture of 4-(2-carboxy-6-trifluoromethyl-benzo[b]thiophen-3-yl)-piperidine-1-carboxylic acid methyl ester (4.3 g, 11.1 mmol) and copper (705 mg, 11.1 mmol) in quinoline (28 mL) was heated at 200° C. for 45 minutes. Upon cooling to room temperature the mixture was diluted with EtOAc (50 mL) and filtered. The filtrate was washed with 5% HCl (2×20 mL), water (20 mL) and brine (20 mL), dried (MgSO4), filtered and evaporated. The residue was separated via chromatography (30% EtOAc in heptane) yielding 3.14 g (82%) of the desired product as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07550469B2 |
| Source dataset | uspto-grants-2009_06 |
| ORD ID | ord-539c70ff6ac54875975c58473e9d59de |
| Source note | uspto-grants-2009_06 |