Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Phenylboronic Acid | HCID 66827 | — |
| Reactant | HCID 86700713 | HCID 86700713 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 67973005 | HCID 67973005 | 7% |
Reaction Steps
A mixture of phenylboronic acid (0.022 g; 0.179 mmol), 6-chloro-N-(2-(5-chloro-1H-indol-3-yl)ethyl)pyridazine-3-carboxamide (0.050 g; 0.149 mmol), [1,1′-Bis(diphenylphosphino)ferrocene]palladium(II) chloride (0.012 g; 0.015 mmol), sodium iodide (0.044 g; 0.298 mmol) and sodium carbonate (0.032 g; 0.298 mmol) in dimethoxyethane (3 mL) and water (1 mL) was irradiated in the microwave oven at 130° C. for 15 minutes. The resulting solution was reported between water and ethyl acetate and the organic layer was concentrated under reduced pressure. The crude material was purified by flash chromatography on silica gel (eluent 20 to 80% ethyl acetate in heptane) to afford 0.0038 g (7%) of N-(2-(5-chloro-1H-indol-3-yl)ethyl)-6-phenylpyridazine-3-carboxamide as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09284271B2 |
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| Source dataset | uspto-grants-2016_03 |
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| ORD ID | ord-3d07751e171e45819a48a08b3401d8f4 |
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| Source note | uspto-grants-2016_03 |
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