HuagongsheHuagongshe Chemistry Print Report · For research reference only
p-Aminoacetophenone → N-(4-acetylphenyl)-3-(piperidin-1-ylsulfonyl)benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-Aminoacetophenone | HCID 7468 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 3-(Piperidine-1-sulfonyl)benzoic acid | HCID 767889 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | N-(4-acetylphenyl)-3-(piperidin-1-ylsulfonyl)benzamide | HCID 1127074 | 41% |
Reaction Steps
1-(4-aminophenyl)ethanone (151 mg), O-(7-azabenzotriazol-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate (565 mg) and N,N-diisopropylethylamine (0.39 mL) were added in that order to a DMF (4.0 mL) solution of 3-(piperidin-1-ylsulfonyl)benzoic acid (200 mg), and stirred at room temperature for 2 hours. Ethyl acetate was added to the reaction liquid, washed three times with water, and dried with sodium sulfate. The drying agent was removed through filtration, and the solvent was evaporated off under reduced pressure. The residue was purified through silica gel column chromatography (ethyl acetate/hexane=from 0% to 80%, gradient) to give the entitled compound (117 mg, 41%) as a white crystal.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08420823B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-a3463debc68e46f08037a3f1ab9f3cec |
| Source note | uspto-grants-2013_04 |