Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyrazole | HCID 1048 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | trans-N,N'-dimethyl-1,2-cyclohexanediamine | HCID 2733821 | — |
| Reactant | HCID 86638499 | HCID 86638499 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 59161926 | HCID 59161926 | — |
Reaction Steps
A mixture of 1-(5-bromopyridin-2-yl)-2,2-difluoroethanone (7.064 g, 30 mmol), pyrazole (1.85 g, 27 mmol), CuI (0.273 g, 1.4 mmol), racemic trans-N,N′-dimethylcyclohexane-1,2-diamine (0.714 g, 5 mmol), K2CO3 (7.894 g, 57 mmol) was added to a sealed tube and dissolved in toluene (12 mL). The mixture was stirred vigorously overnight at 110° C. The mixture was cooled and filtered through Celite, washing with EtOAc. The combined filtrate and washings were concentrated, flash chromatography on silica gel afforded the title compound as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08193228B2 |
|---|
| Source dataset | uspto-grants-2012_06 |
|---|
| ORD ID | ord-7dbc48e555574b0c9ad8be7649a16f30 |
|---|
| Source note | uspto-grants-2012_06 |
|---|
