Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 1H-Indole-4-boronic acid | HCID 2763173 | — |
| Reactant | HCID 87207693 | HCID 87207693 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 50992286 | HCID 50992286 | — |
Reaction Steps
Under Ar(g), to a mixture of compound 5 (14.97 mg, 0.049 mmol), indole-4-boronic acid (8.70 mg, 0.054 mmol), dichloro-bis(triphenylphosphine)palladium (II) (1.81 mg, 0.0026 mmol) and sodium hydrogen carbonate (12.50 mg, 0.15 mmol) was added ethanol (0.75 mL) followed by toluene (1.25 mL) and then water (0.35 mL). The reaction was then heated in a microwave at 120° C. (300 W) for 1 h. The reaction nl/xtuvevvas then cooled to rt, and was partitioned between CH2Cl2 and water, and the organic layer was then separated, dried (MgSO4) and concentrated in vacuo. Purification by flash column chromatography on silica (eluant 0:1-1:99) MeOH/CH2Cl2) furnished A (1 mg, 0.0026 mol, 5%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09200007B2 |
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| Source dataset | uspto-grants-2015_12 |
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| ORD ID | ord-d9b2be0dda394cbbac5e0eedca680e05 |
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| Source note | uspto-grants-2015_12 |
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