Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Methanol | HCID 887 | — |
| Reactant | 4-Piperidinecarboxamide | HCID 3772 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Product | HCID 57481588 | HCID 57481588 | 121.9% |
Reaction Steps
To a solution of piperidine-4-carboxamide (1 g, 7.8 mmol) in MeOH (80 mL) 1-ethoxy-1-trimethylsilyloxycyclopropane (2.35 mL, 11.7 mmol, 1.5 eq) was added, followed by acetic acid (1.34 mL, 23.4 mmol, 3 eq) and sodium cyanoborohydride (923 mg, 12.48 mmol, 1.6 eq) and the mixture was stirred at 60° C. overnight. The solvent was then concentrated under reduced pressure and the residue was purified by flash chromatography on silica gel (DCM/MeOH/NH3 7 N in MeOH 90:9:1) affording 1.6 g of 1-cyclopropylpiperidine-4-carboxamide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09199979B2 |
|---|
| Source dataset | uspto-grants-2015_12 |
|---|
| ORD ID | ord-13bf607ad4974d2e8a0c93d2dab8b891 |
|---|
| Source note | uspto-grants-2015_12 |
|---|