HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Hydroxide → HCID 58574392, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | Tert-butyl 2-[(methanesulfonyloxy)methyl]pyrrolidine-1-carboxylate | HCID 18007568 | — |
| Reactant | HCID 136038173 | HCID 136038173 | — |
| Solvent | Sodium Chloride | HCID 5234 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 58574392 | HCID 58574392 | 290.1% |
Reaction Steps
To a solution of tert-butyl 2-((methylsulfonyloxy)methyl)pyrrolidine-1-carboxylate (0.86 g, 3.42 mmol, 5.4 equiv) and 7-((3-fluorophenyl)ethynyl)quinazolin-4(3H)-one (0.15 g, 0.57 mmol, 1 equiv) in 1,4-dioxane (10 mL) was added KOH (0.38 g, 6.98 mmol, 12 equiv). The reaction mixture was stirred at reflux overnight. After it was cooled to room temperature, the reaction mixture was diluted with saturated NaCl and extracted with ethyl acetate (3×50 mL). The combined organic layers were dried over Na2SO4. After filtration and concentration, the residue was purified by silica gel chromatography to give 0.74 g of the desired product. MS (ESI): 448 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08772301B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-1d59ddf7b726426a88b82fbc886cd120 |
| Source note | uspto-grants-2014_07 |