Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | HCID 14398805 | HCID 14398805 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Catalyst | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 67467060 | HCID 67467060 | 91.5% |
Reaction Steps
6-bromo-N-cyclohexylpicolinamide (55 mg, 0.194 mmol), piperidine (18 mg, 0.213 mmol), Pd2(dba)3 (3.5 mg, 0.00388 mmol), xantphos (6.7 mg, 0.0116 mmol), and sodium-tert-butoxide (27.4 mg, 0.285 mmol) were suspended in toluene (3 ml), and then stirred at 100° C. under nitrogen stream for 3 hours. The resulting reaction liquid was concentrated under reduced pressure, and then the residue thus obtained was subjected to MPLC (30% EtOAc/Hexanes), to obtain 51 mg of pale yellow oil (83%). MS (ESI): 288 [M+H]+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09096571B2 |
|---|
| Source dataset | uspto-grants-2015_08 |
|---|
| ORD ID | ord-7bb465b790634afbba6f6d7e2da9559f |
|---|
| Source note | uspto-grants-2015_08 |
|---|
