Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | 3-(Trifluoromethyl)pyrazole | HCID 1807034 | — |
| Reactant | (1S,2S)-(+)-N,N'-Dimethylcyclohexane-1,2-diamine | HCID 13822957 | — |
| Reactant | HCID 24759198 | HCID 24759198 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Product | HCID 24758303 | HCID 24758303 | — |
Reaction Steps
To a solution of (3R)-1-(4-bromobenzyl)-7-cyclohexyl-3-hydroxy-1,7-diazaspiro[4.4]nonan-6-one (25.0 mg, 0.0000614 mol; prepared as in Example 37) in 1,4-dioxane (0.8 mL, 0.01 mol) was added (1S,2S)—N,N′-dimethylcyclohexane-1,2-diamine (1.7 mg, 0.000012 mol), copper(I) iodide (1.2 mg, 0.0000061 mol), and 3-(trifluoromethyl)-1H-pyrazole (17 mg, 0.00012 mol). After stirring the resulting mixture at 100° C. for 16 h, the crude reaction mixture was purified by prep.-HPLC under pH=10 conditions to afford the desired product. LC-MS: 463.2 (M+1H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07998959B2 |
|---|
| Source dataset | uspto-grants-2011_08 |
|---|
| ORD ID | ord-744866164f4e4227a072ee5d82e6a5c5 |
|---|
| Source note | uspto-grants-2011_08 |
|---|
