HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 46872269, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 1-Chloro-4-(chloromethyl)benzene | HCID 7723 | — |
| 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 | HCID 46872269 | HCID 46872269 | — |
Reaction Steps
To a solution of 4-chlorobenzyl chloride (134 mg; 0.832 mmol) in DMF (3 mL) is added piperidine-3-carboxylic acid (5-tert-butyl-isoxazol-3-yl)-amide; hydrochloride (238.86 mg; 0.83 mmol) and N,N-diisopropylethylamine (0.331 mL; 1.9 mmol). The reaction mixture is left stirring at room temperature for 18 hours in the presence of catalytic amount of 4-dimethylaminopyridine (1 mg). 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 376/378 [M+H+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08889670B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-3639f4e3ea084386b094c911cddb6cd8 |
| Source note | uspto-grants-2014_11 |