Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Iodide | HCID 4875 | — |
| Reactant | Chlorotrimethylsilane | HCID 6397 | — |
| Reactant | HCID 58808615 | HCID 58808615 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 58808668 | HCID 58808668 | — |
Reaction Steps
Two equivalents of potassium iodide and two equivalents of trimethylchlorosilane are added to a solution of one equivalent of [5-(5-ethyl-6-methoxy-2-methylpyridin-3-yl)-furan-2-yl]-(4-phenylpiperazin-1-yl)-methanone in anhydrous acetonitrile (3-5 ml/mmol) under argon, the latter being prepared in accordance with the procedure set out in PREPARATION 6, and the cloudy mixture is heated at 60-80° C. for 1-3 h. The mixture is then cooled to rt and diluted with water. The precipitated product is filtered off with suction, washed with water and dried in a vacuum oven at 40° C. The filtrate is extracted with ethyl acetate and, after concentration, occasionally affords further product, which is purified by chromatography on silica gel. MS: m/e=392 (M+H). 1H NMR (D6-DMSO, δ ppm): 11.79 (s, 1H); 7.53 (s, 1H); 7.27 (m, 2H); 7.13 (d, 1H); 6.99 (m, 2H); 6.85 (m, 1H); 6.69 (d, 1H); 3.85 (br s, 4H); 3.23 (m, 4H); 2.50 (m, 5H); 1.12 (t, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08173682B2 |
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| Source dataset | uspto-grants-2012_05 |
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| ORD ID | ord-34f26bc153864faa90b77a42b6df945a |
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| Source note | uspto-grants-2012_05 |
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