HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → HCID 86716192, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | HCID 86716193 | HCID 86716193 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 86716192 | HCID 86716192 | 36.4% |
Reaction Steps
To a solution of 3-cyclopropyl-2-(2-(trifluoromethyl)pyrimidin-5-yl)propanenitrile (310 mg, 1.29 mmol) and MeI (0.27 g, 1.9 mmol) in dioxane (10 ml) was added t-BuOK (1.39 mL, 1.39 mmol, 1M in THF) dropwise at room temperature under N2. The mixture was stirred for 1 h, then quenched by sat.aq. NH4Cl (10 mL), and extracted with EtOAc(3×10 ml). The organic layer was concentrated under reduced pressure to give crude product, which was purified by column chromatography on silica gel (EtOAc/Petroleum ether=1:4) to give compound the title compound (120 mg, yield: 36%). 1H NMR(CDCl3 varian 400): δ9.02 (s, 2H), 1.92 (d, J=6.8 Hz, 2H), 1.87 (s, 3H), 0.80-0.67 (m, 1H), 0.65-0.56 (m, 1H), 0.55-0.45 (m, 1H), 0.30-0.20 (m, 1H), 0.05-0.04 (m, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09102591B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-8546b5f879b44ad59316374c6d45f479 |
| Source note | uspto-grants-2015_08 |