HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isopropyl iodide → HCID 67261810, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isopropyl iodide | HCID 6362 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 4-[3-(5-chloro-2-thienyl)-5-cyclopropyl-1H-pyrazol-4-yl]pyridine | HCID 67260279 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67260794 | HCID 67260794 | 26% |
| Product | HCID 67261810 | HCID 67261810 | 28% |
Reaction Steps
To a solution of 4-[5-cyclopropyl-3-(5-chloro-2-thienyl)-1H-pyrazol-4-yl]pyridine (1 eq, 0.32 mmol) in 2 mL N,N-dimethylformamide were added 2-iodopropane (1.5 eq, 0.48 mmol) and cesium carbonate (2 eq, 0.64 mmol). The reaction mixture was stirred overnight at room temperature, diluted with water and extracted three times with ethyl acetate. The combined organic extracts were dried over MgSO4, filtered and concentrated. The residue was purified by chromatography on silica gel (heptane:ethyl acetate 5:1 to 1:1) to afford 28.8 mg of 4-[5-cyclopropyl-1-isopropyl-3-(5-chloro-2-thienyl)-1H-pyrazol-4-yl]pyridine (26% yield) and 30.2 mg of 4-[3-cyclopropyl-1-isopropyl-5-(5-chloro-2-thienyl)-1H-pyrazol-4-yl]pyridine (28% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08685974B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-a7fdf578ec874c708559f9073742f4b1 |
| Source note | uspto-grants-2014_04 |