Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Cyanide | HCID 9032 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Ammonium Acetate | HCID 517165 | — |
| Reactant | HCID 66818588 | HCID 66818588 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 66818447 | HCID 66818447 | 89.5% |
Reaction Steps
Potassium cyanide (382 mg, 5.87 mmol) and ammonium acetate (513 mg, 6.65 mmol) were added to a solution of N-(2-allyloxy-ethyl)-3,N-dimethyl-4-[2-(4-oxo-piperidine-1-sulfonyl)-ethyl]-benzamide (1.65 g, 3.91 mmol) in methanol (20 ml), and the mixture was stirred at 65° C. for three hours. Sodium bicarbonate (290 mg) was added to the reaction solution, and the mixture was then concentrated under reduced pressure. Water was added to the resulting residue, followed by extraction with methylene chloride. The organic layer was washed with saturated brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure to give N-(2-allyloxy-ethyl)-4-[2-(4-amino-4-cyano-piperidine-1-sulfonyl)-ethyl]-3,N-dimethyl-benzamide (1.57 g) as a crude compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09169254B2 |
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| Source dataset | uspto-grants-2015_10 |
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| ORD ID | ord-257ba97ad9ec4466b65da831f9dc175b |
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| Source note | uspto-grants-2015_10 |
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