HuagongsheHuagongshe Chemistry Print Report · For research reference only
Morpholine → HCID 72195896, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | Binap, (A+-)- | HCID 634876 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | HCID 90057966 | HCID 90057966 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 72195896 | HCID 72195896 | — |
Reaction Steps
A Biotage Process Vial (5-20 mL) was charged with (BINAP) (0.47 mmol), Pd2(dba)3 (0.11 mmol), ethyl(E)-3-[3-[(3-bromonaphthalene-1-carbonyl)amino]phenyl]prop-2-enoate (23) (1.17 mmol), morpholine (3.53 mmol), and potassium tertbutoxide (2.35 mmol). The vial was charged with DMF (5 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, which was purified by preparative HPLC.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09309187B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-0ed65d8aff224dc6976252524a283940 |
| Source note | uspto-grants-2016_04 |