HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 1-(4-Chloro-benzenesulfonyl)-piperidine-3-carboxylic acid (5-tert-butyl-isoxazol-3-yl)-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 4-Chlorobenzenesulfonyl chloride | HCID 7398 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Piperidine-3-carboxylic acid (5-tert-butyl-isoxazol-3-yl)-amide | HCID 58563805 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 1-(4-Chloro-benzenesulfonyl)-piperidine-3-carboxylic acid (5-tert-butyl-isoxazol-3-yl)-amide | HCID 46872156 | — |
Reaction Steps
To a solution of 4-chlorophenylsulfonyl chloride (117.35 mg; 0.556 mmol) in DMF (2 mL) is added piperidine-3-carboxylic acid (5-tert-butyl-isoxazol-3-yl)-amide; hydrochloride (160 mg; 0.556 mmol), N,N-diisopropylethylamine (0.261 mL; 1.5 mmol) and 4-dimethylaminopyridine (2 mg, 0.016 mmol). The reaction mixture is left stirring at room temperature for 18 hours. After this time, the mixture is diluted with ethyl acetate and washed with water 3 times, then brine, dried over Na2SO4, filtered and concentrated in vacuo. Purification by flash chromatography on silica using methanol/methylene chloride provides the title compound, m/z 426/428 [M+H+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08889670B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-9cc808a8503f4899baf705b2d519f451 |
| Source note | uspto-grants-2014_11 |