Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyrazole | HCID 1048 | — |
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | 1-N,2-N-dimethylcyclohexane-1,2-diamine | HCID 551074 | — |
| Reactant | HCID 24829630 | HCID 24829630 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 59216289 | HCID 59216289 | — |
Reaction Steps
A mixture of 6-{1-[6-(4-bromophenyl) [1,2,4]triazolo[4,3-b][1,2,4]triazin-3-yl]cyclopropyl}quinoline (20 mg, 0.04 mmol, Example 41), 1H-pyrazole (4.6 mg, 0.068 mmol), potassium phosphate (20 mg, 0.095 mmol), N,N′-dimethylcyclohexane-1,2-diamine (1.4 μL), and copper(I) iodide (1.7 mg) in 1,4-dioxane (500 μL) was heated at 150° C. for 2 h. After cooling, the mixture was diluted with methanol and filtered. The filtrate was purified by RP-HPLC (pH=10) to afford the desired product. Analytical LCMS: (M+H)+=431.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08143251B2 |
|---|
| Source dataset | uspto-grants-2012_03 |
|---|
| ORD ID | ord-58ccac56940441ce964f190108a83e43 |
|---|
| Source note | uspto-grants-2012_03 |
|---|
