Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyrazole | HCID 1048 | — |
| Reactant | Hexane | HCID 8058 | — |
| Reactant | Potassium hydride | HCID 82127 | — |
| Reactant | HCID 23553541 | HCID 23553541 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 69999767 | HCID 69999767 | 30.7% |
Reaction Steps
To a stirred mixture of hexane washed potassium hydride (0.08 g, 2 mmol) in 5 mL of DMF was added pyrazole (0.136 g, 2 mmol) in one portion. Stirring was continued until gas evolution ceased. A solution of [1-(4-aminobenzenesulfonyl)-piperidin-4-ylmethyl]-carbamic acid t-butyl ester (0.745 g, 2 mmol) in 5 mL DMF was added and the solution was heated at 70° C. overnight. The reaction mixture was poured into water and the solids formed collected and dried (high vac). The crude product was purified by flash chromatography (silica Merck 60, CH2Cl2—CH3OH, 19:1) to give 0.258 g of the product as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06506901B2 |
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| Source dataset | uspto-grants-2003_01 |
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| ORD ID | ord-7f916db2654546c5be3e70a24cecb914 |
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| Source note | uspto-grants-2003_01 |
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