HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isopropyl iodide → HCID 178493634, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isopropyl iodide | HCID 6362 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 178493632 | HCID 178493632 | — |
| Catalyst | Tetrabutylammonium Iodide | HCID 67553 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178493634 | HCID 178493634 | 42% |
Reaction Steps
Trans-N—((R)-1-(4-Fluorophenyl)ethyl)-4-(4-hydroxy-3-methoxyphenylsulfonamido)cyclohexanecarboxamide (Example 2, 14 mg, 0.031 mmol), 2-iodopropane (4 ul, 0.037 mmol), K2CO3 (21 mg, 0.155 mmol) and tetrabutylammonium iodide (TBAI, 3 mg, cat) were dissolved in DMF (0.5 ml) and the reaction was stirred at room temperature for 15 hr under nitrogen. LCMS indicated that the reaction was complete, and the crude material was purified via reverse phase chromatography on prep-HPLC (150 mm, C8 luna, 15-20 min run, 10%-100% MeCN in water containing 0.1% TFA). Fractions containing the product were lyophilized to yield the title compound as a white solid (6.4 mg, 42%). MS MH+ 493.1
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08394858B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-8d1a44a320e04c6fa47a1e6a34d8417f |
| Source note | uspto-grants-2013_03 |