Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Aniline | HCID 6115 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Reactant | HCID 24956160 | HCID 24956160 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 24956519 | HCID 24956519 | 15.7% |
Reaction Steps
Using Example 7 (40 mg, 0.11 mmol), aniline (0.040 mL, 0.460 mmol), sodium tert-butoxide (28 mg, 028 mmol), palladium(II) acetate (4 mg, 0.010 mmol) and (But)3PBF4 (8 mg, 0.022 mmol) in DMF (3 mL) heated to 140° C. under microwave irradiation, for 40 min. The crude material was purified by prep HPLC to give the title compound as an off-white solid (7 mg, 15%). δH (CDCl3) 1.14 (6H, s), 2.42 (2H, s), 2.75 (2H, s) 4.13-4.20 (2H, m), 4.29-4.35 (2H, m), 5.61 (1H, br s), 6.80-6.93 (3H, m), 7.00-7.05 (2H, m), 7.23-7.31 (2H, m), 7.77 (1H, d, J 2.3 Hz). LCMS (ES+) 406 (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-a515305568ab4378b2de4210c7245c57 |
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| Source note | uspto-grants-2012_01 |
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