Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Chloroacetamide | HCID 6580 | — |
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Cyano-3-thiophen-2-yl-thioacrylamide | HCID 2729855 | — |
| Reactant | Tert-butyl 3-oxopiperidine-1-carboxylate | HCID 2756825 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 59854945 | HCID 59854945 | — |
Reaction Steps
To a mixture of 2-cyano-3-thiophen-2-yl-thioacrylamide (4.38 g, 22.5 mmol) and 1-boc-3-piperidone (4.49 g, 22.5 mmol) in 200 ml of anhydrous ethanol was added morpholine (3.94 g, 45 mmol) at room temperature with stirring. The resulting mixture was heated to reflux overnight. Then, 2-chloroacetamide (4.21 g, 45 mmol) and K2CO3 (6.23 g, 45 mmol) was added. The reaction mixture was continued to heat at 80° C. overnight. The solvent was removed in vacuo, and the residue was purified by silica gel column (chloroform/methanol, 40:1) and recrystallized from methanol to give a yellow crystalline product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07465742B2 |
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| Source dataset | uspto-grants-2008_12 |
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| ORD ID | ord-70b651da65ca436a89d231c1513c60d7 |
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| Source note | uspto-grants-2008_12 |
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