Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 5-Ethynylpyrimidin-2-amine | HCID 16109021 | — |
| Reactant | HCID 59660621 | HCID 59660621 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 25055624 | HCID 25055624 | — |
Reaction Steps
To a mixture of 5-ethynylpyrimidin-2-amine (0.023 g, 0.19 mmol), 3-iodo-4-methyl-1-(3-(trifluoromethyl)phenyl)pyridin-2(1H)-one (0.041 g, 0.11 mmol), copper(I) iodide (0.001 g, 0.0054 mmol), and Pd(PPh3)2Cl2 (0.004 g, 0.0054 mmol) was added MeCN (2 mL) and triethylamine (0.300 ml, 2.200 mmol). The mixture was heated to 80° C. in a resealable tube. After 16 hrs, the reaction mixture was diluted with EtOAc and washed with water and brine. After concentrating in vacuo, the crude residue was purified by silica gel chromatography using 30-100% hexanes:EtOAc to afford 3-((2-amino-5-pyrimidinyl)ethynyl)-4-methyl-1-(3-(trifluoromethyl)phenyl)-2(1H)-pyridinone as a white solid. Found M+H+=371.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07893061B2 |
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| Source dataset | uspto-grants-2011_02 |
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| ORD ID | ord-0d0533f32ee347609973fdfaf746ed96 |
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| Source note | uspto-grants-2011_02 |
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