Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 86712743 | HCID 86712743 | — |
| Catalyst | Triphenylphosphine | HCID 11776 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 86712745 | HCID 86712745 | 79% |
Reaction Steps
1-(5-((4-Chloro-5-(trifluoromethyl)pyrimidin-2-yl)amino)pyridin-2-yl)ethanone (A141) (0.313 g, 0.988 mmol) and I8 (0.189 g, 1.18 mmol) were added to a solution of PdCl2(PPh3)2 (0.017 g, 0.025 mmol), CuI (0.010 g, 0.049 mmol) and PPh3 (0.013 g, 0.049 mmol) in DMF (3 mL) and Et3N (0.552 mL, 3.95 mmol). The reaction mixture was heated under microwave irradiation at 120° C. for 15 minutes. The reaction mixture was diluted with water and then filtered. The solid was washed with water and dried before being suspended in EtOAc, ultra sonicated for 20 seconds, filtered and dried to give the title compound (A142) as a light brown solid (0.347 g, 79%). LCMS-B: rt=6.78 min; m/z=440 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09266864B2 |
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| Source dataset | uspto-grants-2016_02 |
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| ORD ID | ord-750f85c491dd40a6bc9fa33700217a5b |
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| Source note | uspto-grants-2016_02 |
|---|