Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Reactant | HCID 24956160 | HCID 24956160 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 24956520 | HCID 24956520 | 11% |
Reaction Steps
Using Example 7 (50 mg, 0.14 mmol), morpholine (1.2 mL, 1.15 mmol), sodium tert-butoxide (41 mg, 0.43 mmol), palladium(II) acetate (2 mg, 0.007 mmol) and (But)3PBF4 (0.004 g, 0.014 mmol) in THF (3 mL) heated to 140° C. under microwave irradiation, for 60 min. The crude material was purified by prep HPLC to give the title compound as an off-white solid (5 mg, 11%). δH (CDCl3) 1.15 (6H, s), 2.43 (2H, s), 2.75 (2H, s), 3.04-3.12 (4H, m), 3.83-3.91 (4H, m), 4.20-4.25 (2H, m), 4.26-4.31 (2H, m), 6.70 (1H, dd, J 9.0, 2.8 Hz), 6.89 (1H, d, J 9.0 Hz), 7.41 (1H, d, J 2.6 Hz). LCMS (ES+) 400 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08093238B2 |
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| Source dataset | uspto-grants-2012_01 |
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| ORD ID | ord-316482b99ba54d69825952139dcdf9ce |
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| Source note | uspto-grants-2012_01 |
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