Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Reactant | HCID 86692074 | HCID 86692074 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 54591673 | HCID 54591673 | 61% |
Reaction Steps
(6-Bromopyridin-2-yl)(4-hydroxy-4-(trifluoromethyl)piperidin-1-yl)methanone (61 mg, 0.172 mmol), piperidine (0.02 ml, 0.189 mmol), Pd2(dba)3 (3 mg, 0.003 mmol), xantphos (6 mg, 0.010 mmol), and sodium-tert-butoxide (25 mg, 0.258 mmol) were suspended in toluene (1.5 ml), and then stirred at 100° C. under nitrogen stream for 2 hours. Distilled water (5 ml) was added to the resulting reaction liquid, followed by extraction with 5% MeOH/MC (10 ml×2). The organic layer was dried over anhydrous magnesium sulfate, followed by filtration and concentration, and then the residue thus obtained was subjected to MPLC (50% EtOAc/Hexanes), to obtain 37 mg of yellow solid (61%). MS (ESI): 358 [M+H]+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09096571B2 |
|---|
| Source dataset | uspto-grants-2015_08 |
|---|
| ORD ID | ord-8c5f71ae62f74235be9213e6c34522e9 |
|---|
| Source note | uspto-grants-2015_08 |
|---|
