Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetone | HCID 180 | — |
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 1-(2-Chloroethyl)-1H-pyrazole | HCID 642214 | — |
| Reactant | Boc methylenedioxybenzenesulfonamide | HCID 86593015 | — |
| Solvent | Ethyl acetate hexane | HCID 21226206 | — |
| Product | HCID 178454375 | HCID 178454375 | 13% |
Reaction Steps
A solution of Boc methylenedioxybenzenesulfonamide free phenol (0.010 g, 0.020 mmol) in acetone (1 mL) was combined with cesium carbonate (0.015 g, 0.047 mmol), 1-(2-chloroethyl)pyrazole (0.004 g, 0.031 mmol) and sodium iodide (˜1 mg, 0.007 mmol). The solution was heated to 55° C. with stirring for 60 hours, and was cooled and dried in vacuo to give a yellow oil. Flash column chromatography (1:3 ethyl acetate/hexane) gave Boc methylenedioxybenzenesulfonamide ethylpyrazole tethered product (0.0015 g, 13%) as a colourless oil: Rf=0.20 (1:1 ethyl acetate/hexane); coupled LCMS showed the product as a single major peak with m/z 631 [M+H]+ at RT of 1.65 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06878728B1 |
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| Source dataset | uspto-grants-2005_04 |
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| ORD ID | ord-8951edee767640b2b76bd46cac924eb6 |
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| Source note | uspto-grants-2005_04 |
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