HuagongsheHuagongshe Chemistry Print Report · For research reference only
Piperidine → HCID 72195769, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | Binap, (A+-)- | HCID 634876 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | HCID 90057937 | HCID 90057937 | — |
| Reactant | HCID 90057966 | HCID 90057966 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 72195769 | HCID 72195769 | — |
Reaction Steps
A Biotage Process Vial (5-20 mL) was charged with 4-7 mol % of (2,2′-Bis(diphenylphosphino)-1,1′-binaphthyl) BINAP, 1-2 mol % of Pd2(dba)3, compound 15 or 23 (1 equivalent), morpholine or piperidine (2-5 equivalents), and potassium tertbutoxide (2-4 equivalents). The vial was charged with DMF (5-10 mL) and irradiated at 100-130° C. for 1 h, using the microwave reactor Smith Synthesizer. After irradiation, the sample was cooled and diluted with water and extracted with ethyl acetate (3×50 mL). The organic layer was washed with water, brine and dried over Na2SO4 and the solvent evaporated to dryness to afford crude 28 or 29. Purified material was obtained by preparative HPLC.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09309187B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-db0ffbe9fd6e48588781289a480d9d7f |
| Source note | uspto-grants-2016_04 |