HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1183336Generated: October 26, 2026
Acetic Acid → (1-Benzyl-piperidin-4-yl)-[5-(4-bromo-phenyl)-3-methyl-isoxazol-4-yl]-amine
https://huagongshe.com/reaction/1183336
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | 1-Benzyl-4-piperidone | HCID 19220 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | 5-(4-Bromophenyl)-3-methylisoxazol-4-amine | HCID 58218537 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (1-Benzyl-piperidin-4-yl)-[5-(4-bromo-phenyl)-3-methyl-isoxazol-4-yl]-amine | HCID 66577607 | — |
Reaction Steps
5-(4-Bromo-phenyl)-3-methyl-isoxazol-4-ylamine (0.500 g, 1.73 mmol) and 1-benzyl-piperidin-4-one were mixed with acetic acid (0.200 mL) in MeOH (8 mL). The reaction was cooled to 0° C. and stirred for one hour before sodium cyanoborohydride (0.108 g, 1.74 mmol) was added. The reaction was allowed to warm to room temperature and was monitored by analytical LCMS. When complete, the reaction was quenched with aqueous sodium bicarbonate then submitted to standard workup procedures. The crude material was purified by silica gel chromatography (0-100% EtOAc in hexanes) to afford the title compound
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08664220B2 |
|---|
| Source dataset | uspto-grants-2014_03 |
|---|
| ORD ID | ord-ff112993a7724bc692c3532bd186a8e0 |
|---|
| Source note | uspto-grants-2014_03 |
|---|