Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | Binap, (A+-)- | HCID 634876 | — |
| Reactant | 2-Bromo-5-chloro-3-methylbenzo(b)thiophene | HCID 2735548 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 22730439 | HCID 22730439 | — |
Reaction Steps
A mixture of 2-bromo-5-chloro-3-methylbenzothiophene (523 mg, 2 mmol), morpholine (210 uL, 2.4 mmol), Pd2dba3 (37 mg, 0.04 mmol), BINAP (62 mg, 0.1 mmol), and sodium tert-butoxide (270 mg, 2.8 mmol) in toluene (5 mL) was stirred at 80° C. for 18 hours. The reaction mixture was purified by flash column chromatography on silica gel with 20% ethyl acetate/hexanes to provide the desired product. MS (ESI(+)) m/e 268 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07754886B2 |
|---|
| Source dataset | uspto-grants-2010_07 |
|---|
| ORD ID | ord-b2d5e36504bb4daeb0bf79e441e50f19 |
|---|
| Source note | uspto-grants-2010_07 |
|---|
