Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 86731317 | HCID 86731317 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86731316 | HCID 86731316 | 5.9% |
Reaction Steps
A suspension of N-(6-(((2S)-2-acetamidopropyl)oxy)-4-chloropyridin-3-yl)-5-(cyclopropylmethoxy)-4-fluoropyridine-2-carboxamide (1.05 g), potassium carbonate (664 mg) and copper(I) iodide (46.0 mg) in DMF (10 mL) was stirred at 160° C. for 1.5 hr. To the reaction mixture was added water, and the obtained mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and subjected to silica gel chromatography (NH, ethyl acetate). The solvent was evaporated, and the obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (56.9 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09133129B2 |
|---|
| Source dataset | uspto-grants-2015_09 |
|---|
| ORD ID | ord-13614be70194482a89444c398ec4b097 |
|---|
| Source note | uspto-grants-2015_09 |
|---|
