HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → HCID 59828988, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | (6-Fluoropyridin-3-yl)boronic acid | HCID 2783397 | — |
| Reactant | 5-bromo-3-[1-(ethanesulfonyl)-4-piperidinyl]-1H-indole-7-carboxamide | HCID 11384427 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | HCID 59828988 | HCID 59828988 | 43% |
Reaction Steps
To a solution of 5-bromo-3-[1-(ethylsulfonyl)-4-piperidinyl]-1H-indole-7-carboxamide (110 mg, 0.27 mmol) in dioxane (2.0 mL) and H2O (0.7 mL) was added (6-fluoro-3-pyridinyl)boronic acid (151 mg, 1.08 mmol), potassium carbonate (298 mg, 2.16 mmol), and tetrakis(triphenylphosphine)palladium(0) (31 mg, 0.026 mmol). The reaction was run in the microwave for 20 min at 150° C. The reaction was then treated with EtOAc and brine and purified by flash chromatography to give 50 mg of 3-[1-(ethylsulfonyl)-4-piperidinyl]-5-(6-fluoro-3-pyridinyl)-1H-indole-7-carboxamide (43%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08063071B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-61c24d2dc4314946b267868d62486b30 |
| Source note | uspto-grants-2011_11 |