Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Cyclopropanecarboxaldehyde | HCID 123114 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | HCID 67394149 | HCID 67394149 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 178510110 | HCID 178510110 | 2.7% |
Reaction Steps
A mixture of 0.1 g (0.26 mmol) 4-cyano-N-[4-(piperazine-1-carbonyl)-cyclohexyl]-benzenesulfonamide, 0.022 g (0.31 mmol) cyclopropanecarboxaldehyde (commercially available), 0.159 g (2.65 mmol) acetic acid and 0.073 g (0.34 mmol) sodium triacetoxyborohydride in 1 mL THF was stirred at 80° C. for 1 h. The mixture was subjected to purification on preparative HPLC eluting with a gradient formed from acetonitrile and water. Evaporation of the product fractions yielded 3 mg (2.6%) of the title compound. MS (m/e): 431.4 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08017773B2 |
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| Source dataset | uspto-grants-2011_09 |
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| ORD ID | ord-0bcf248a9b1a45c683682dd34b343060 |
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| Source note | uspto-grants-2011_09 |
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