Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 3-Bromo-2-methylpyridine | HCID 1201003 | — |
| Reactant | 2,8,9-Triisobutyl-2,5,8,9-tetraaza-1-phosphabicyclo(3.3.3)undecane | HCID 4571243 | — |
| Reactant | Isopropyl 4-(Piperidin-4-ylideneaminooxy)piperidine-1-carboxylate | HCID 57461147 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 58333625 | HCID 58333625 | — |
Reaction Steps
Compound 2d (30 mg, 0.11 mmol), 3-bromo-2-methyl-pyridine (0.16 mmol), cesium carbonate (72 mg, 0.22 mmol), PddppfCl2 (10 mg), and triisobutylphosphatrane (15 μL) were combined in toluene (0.5 mL). The mixture was heated at 80° C. for 20 h. The mixture was concentrated under a stream of nitrogen and the residue was partitioned between DCM and water. The DCM layer was concentrated and taken up in methanol and purified by preparative HPLC to afford 4-1: LC-MS 375.4 (MH+), tR=7.88 (Method 6). EC50: 4804 nM.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08293729B2 |
|---|
| Source dataset | uspto-grants-2012_10 |
|---|
| ORD ID | ord-77df762277ba40d7954e3110e124e443 |
|---|
| Source note | uspto-grants-2012_10 |
|---|
