HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 59299412, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Hydroxypyrrolidine | HCID 98210 | — |
| Reactant | HCID 59299455 | HCID 59299455 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | HCID 59299412 | HCID 59299412 | 19.2% |
Reaction Steps
Dissolve 3-(4-bromo-2-chloro-benzyl)-1-cyclohexyl-piperidin-2-one (Example 55) (0.2 g, 0.54 mmol), rac-3-hydroxy-pyrrolidine (0.053 mL, 0.64 mmol), copper (I) iodide (10.5 mg, 0.05 mmol), in dimethylacetamide (1 mL) with potassium carbonate (0.13 g, 0.95 mmol), and heat at 90° C. 48 h. Evaporate and purify the residue by chromatography on silica gel (eluting 10% to 100% ethyl acetate in hexane) to give the desired product (39 mg, 19%). MS (ES+) m/z=377 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07713979B2 |
| Source dataset | uspto-grants-2010_05 |
| ORD ID | ord-3a3cd54d32ca4b28b65b1c2af90cf717 |
| Source note | uspto-grants-2010_05 |