HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → 5-Chloro-2-methoxy-N-(2-(1-(3-propylureidosulfonyl)piperidin-4-yl)ethyl)benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | N-(n-propyl)trichloroacetamide | HCID 4287575 | — |
| Reactant | 4-(2-(5-Chloro-2-methoxybenzamido)ethyl)piperidine-1-sulfonamide | HCID 12282030 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | 5-Chloro-2-methoxy-N-(2-(1-(3-propylureidosulfonyl)piperidin-4-yl)ethyl)benzamide | HCID 12281888 | 14.1% |
Reaction Steps
376 mg (1 mmol) of 4-(2-(5-chloro-2-methoxybenzamido)ethyl)piperidine-1-sulfonamide and 160 mg (4 mmol) of sodium hydroxide were heated in 5 ml of N-methyl-2-pyrrolidone with 410 mg (2 mmol) of N-(n-propyl)trichloroacetamide at 80° C. for 10 minutes. The reaction mixture was poured onto ice/2 M hydrochloric acid, and the precipitated solid was filtered off with suction and washed with water until neutral. Purification by chromatography (silica gel; toluene/ethanol/ethyl acetate 8/1/1) resulted in 65 mg (14%) of the title compound as a colorless solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08586612B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-1e069954c82d4a7ea8c7087749d4f11c |
| Source note | uspto-grants-2013_11 |