Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | N-cyclopropyl-4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide | HCID 21914577 | — |
| Reactant | HCID 68454221 | HCID 68454221 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 68455222 | HCID 68455222 | — |
Reaction Steps
N-Cyclopropyl-4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide (64 mg, 212 μmol), tetrakis(triphenylphosphine)palladium (18 mg, 16 μmol), and (R)-1-(6-bromophthalazin-1-yl)-N-isopropyl-5-methylpyrrolidine-2-carboxamide (40 mg, 106 μmol) were dissolved/suspended in ethanol (2120 μl, 106 μmol) before potassium carbonate −1 M in water (424 μl, 424 μmol) was added to the vial which was then placed in the microwave for 10 min at 160° C. The reaction mixture was diluted with 75 mL of ethyl acetate, added to a separation funnel, partitioned with sodium bicarbonate (saturated, aqueous), washed 3 times with 50 mL of sodium bicarbonate (saturated, aqueous), separated, dried over sodium sulfate, and concentrated in vacuo to give crude. After purification by chromatography, the title compound was obtained. MS (ES+): 472 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07759337B2 |
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| Source dataset | uspto-grants-2010_07 |
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| ORD ID | ord-d4dc66ffb954401893f8d14cccb69d00 |
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| Source note | uspto-grants-2010_07 |
|---|