HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetyl chloride → HCID 178513916, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 4-{2-[4-(6-Fluoro-benzo[d]isoxazol-3-yl)-piperidin-1-yl]-ethyl}-cyclohexylamine | HCID 25206209 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 178513916 | HCID 178513916 | 65% |
Reaction Steps
4-{2-[4-(6-Fluoro-benzo[d]isoxazol-3-yl)-piperidin-1-yl]-ethyl}-cyclohexylamine (0.03 g, 0.087 mmol) is suspended in dichloromethane (0.600 mL) and triethylamine is added (0.013 mL, 0.096 mmol) followed by acetylchloride (0.008 mL, 0.104 mmol) and the mixture was stirred for 30 minutes at room temperature until TLC indicated the end of the reaction. Sodium bicarbonate solution was added until pH 9 and the reaction extracted 3 times with dichloromethane. The organic phase was dried and purified with column chromatography on silica gel using CH2Cl2—CH2Cl2/MeOH (1-9:1). The product fractions were concentrated to give 0.022 g (0.056 mmol, 65% yield) of a white solid. MS (m/e): 388.5 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08829029B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-422d5652f87e425c853773d4821fa564 |
| Source note | uspto-grants-2014_09 |