Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzylamine | HCID 7504 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | Tri-tert-butylphosphine tetrafluoroborate | HCID 2734635 | — |
| Reactant | HCID 44181722 | HCID 44181722 | — |
| Catalyst | Molybdenum carbonyl (Mo(CO)6) | HCID 98885 | — |
| Catalyst | trans-Bis(acetato)bis[2-[bis(2-methylphenyl)phosphino]benzyl]dipalladium(II) | HCID 11104995 | — |
| Product | HCID 44180513 | HCID 44180513 | — |
Reaction Steps
A 2 mL conical microwave vial was charged with a magnetic stirring bar, 3-(4-chlorophenyl)-5-morpholino-7H-thieno[3,2-b]pyran-7-one (17) (80 mg, 230 μmol), trans-di(μ-acetato)bis[o-(di-o-tolyl-phosphino)benzyl]dipalladium (II) (6 mg, 7 μmol), tri-tert-butylphosphonium tetrafluoroborate (4 mg, 14 μmol), molybdenumhexacarbonyl (61 mg, 230 μmol), tetrahydrofuran (500 μL), benzyl amine (75 μL, 690 μmol) and 1,8-diazabicyclo[5.4.0]undec-7-ene (103 μL, 690 μmol). The reaction mixture was magnetically stirred and heated via microwave irradiation for 15 minutes at 170° C. Upon cooling to room temperature, the reaction was concentrated in vacuo and purified using high-pressure liquid chromatography to give N-benzyl-4-(5-morpholino-7-oxo-7H-thieno[3,2-b]pyran-3-yl)benzamide (50).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08557807B2 |
|---|
| Source dataset | uspto-grants-2013_10 |
|---|
| ORD ID | ord-cd0573da792b44c68d2c408008060736 |
|---|
| Source note | uspto-grants-2013_10 |
|---|
