HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 10204028, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | (3R)-3-ethynyl-1-azabicyclo[2.2.2]octan-3-ol | HCID 946095 | — |
| Reactant | HCID 86591774 | HCID 86591774 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 10204028 | HCID 10204028 | — |
Reaction Steps
Then, a mixture of 340 mg of (3R,4S)-1-(3-benzyl-4-iodophenyl-3,4-dimethoxypyrrolidine, 134 mg of (3R)-3-ethynyl-3-quinuclidinol (Production Example 22), 9 mg of tetrakis(triphenylphosphine)palladium (0), 8 mg of copper (I) iodide, 0.22 ml of triethylamine and 0.8 ml of methanol was stirred under nitrogen atmosphere at room temperature for 4 hours. After ethyl acetate and methanol were added to the reaction mixture for dissolution, NH-silica gel was added thereto and the reaction mixture was evaporated. The residue was subjected to column chromatography using NH-silica gel with 50% ethyl acetate/hexane and 0–2.5% methanol/ethyl acetate, to give 220 mg of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07112593B2 |
| Source dataset | uspto-grants-2006_09 |
| ORD ID | ord-29887502b8414112bb752a5e6d02ec53 |
| Source note | uspto-grants-2006_09 |