Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyrazole | HCID 1048 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | N-(2-(5-chloro-1H-indol-3-yl)ethyl)-2-iodobenzamide | HCID 17271791 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | HCID 67973369 | HCID 67973369 | 41% |
Reaction Steps
A mixture of N-(2-(5-chloro-1H-indol-3-yl)ethyl)-2-iodobenzamide (0.080 g; 0.188 mmol), 1H-pyrazole (0.065 g; 0.942 mmol), copper (I) iodide (0.0036 g; 0.002 mmol), and potassium carbonate (0.032 g; 0.226 mmol) in 2-propanol (3 ml) was irradiated in a microwave oven microwave for 20 minutes at 150° C. The volatiles were removed under reduced pressure and the residue was partitioned between water and ethyl acetate. The aqueous layer was then extracted several times with ethyl acetate. The combined organic layers were evaporated to dryness and the residue was purified by flash chromatography on silica gel (eluent 1 to 10% methanol in dichloromethane) to afford 0.028 g (41%) of N-(2-(5-Chloro-1H-indol-3-yl)ethyl)-2-(1H-pyrazol-1-yl)benzamide 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-5fb1f00c3c7e49d0bcfb4ede8bb37429 |
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| Source note | uspto-grants-2016_03 |
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