HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → N-Cyclopropyl-4-methoxy-2,6-dimethyl-N-[(4-{[4-(quinolin-3-ylmethyl)piperazin-1-yl]carbonyl}-1,3-oxazol-2-yl)methyl]benzenesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | 3-Quinolinecarboxaldehyde | HCID 83641 | — |
| Reactant | N-cyclopropyl-4-methoxy-2,6-dimethyl-N-{[4-(piperazin-1-ylcarbonyl)-1,3-oxazol-2-yl]methyl}benzenesulfonamide | HCID 58392961 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | N-Cyclopropyl-4-methoxy-2,6-dimethyl-N-[(4-{[4-(quinolin-3-ylmethyl)piperazin-1-yl]carbonyl}-1,3-oxazol-2-yl)methyl]benzenesulfonamide | HCID 58393333 | — |
Reaction Steps
To a stirred solution of N-cyclopropyl-4-methoxy-2,6-dimethyl-N-{[4-(piperazin-1-ylcarbonyl)-1,3-oxazol-2-yl]methyl}benzenesulfonamide (30 mg, 0.07 mmol) in DCE (2 mL) were added quinoline-3-carboxaldehyde (13 mg, 0.08 mmol) and AcOH (3 μL, 0.07 mmol) and the reaction mixture was stirred for 1 h at ambient temperature. STAB (20 mg, 0.09 mmol) was added and the reaction was stirred for 16 h. The reaction mixture was quenched with H2O (2 mL) and extracted with DCM (3×2 mL). The organic layer was dried over Na2SO4 and concentrated in vacuo. The resulting residue was purified using prep method D to afford the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08623859B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-bff45de6783246ec98abbc6532677f9d |
| Source note | uspto-grants-2014_01 |