HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → (E)-3-methyl-N-[2-[(2-methyl-4-quinolyl)amino]ethyl]but-1-ene-1-sulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | N1-(2-Methylquinolin-4-yl)ethane-1,2-diamine | HCID 6471895 | — |
| Reactant | (E)-3-Methylbut-1-ene-1-sulfonyl chloride | HCID 86691168 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (E)-3-methyl-N-[2-[(2-methyl-4-quinolyl)amino]ethyl]but-1-ene-1-sulfonamide | HCID 56947602 | 41.3% |
Reaction Steps
To a solution of N1-(2-methylquinolin-4-yl)ethane-1,2-diamine (161 mg, 0.800 mmol) and triethylamine (0.350 ml, 2.51 mmol) in acetonitrile (5 ml) was added a solution of (E)-3-methylbut-1-ene-1-sulfonyl chloride (102 mg of step D) in dichloromethane (1 ml). The mixture was stirred 30 minutes at room temperature, concentrated under reduced pressure and the residue was purified by column chromatography over aluminum oxide using a gradient of methanol (2-10%) in dichloromethane to yield 83 mg of an off-white foam (0.25 mmol; 13% over 4 steps).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08877934B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-49334b400c5c4528af3ad05d34d0f595 |
| Source note | uspto-grants-2014_11 |