HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → N-[5-(3-{[(methylsulfonyl)amino]methyl}phenyl)-2,3-dihydro-1H-inden-2-yl]-2-propanesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | N-{5-[3-(aminomethyl)phenyl]-2,3-dihydro-1H-inden-2-yl}-2-propanesulfonamide | HCID 11515729 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-[5-(3-{[(methylsulfonyl)amino]methyl}phenyl)-2,3-dihydro-1H-inden-2-yl]-2-propanesulfonamide | HCID 11669000 | 55% |
Reaction Steps
A solution of N-{5-[3-(aminomethyl)phenyl]-2,3-dihydro-1H-inden-2-yl}-2-propanesulfonamide (69 mg, 0.2 mmol) in dichloromethane (5 ml) was treated with triethylamine (40 mg, 0.4 mmol), followed by methanesulfonyl chloride (25 mg, 0.22 mmol) and the wole mix stirred at room temperature under argon for 1 h. The reaction mix was washed with 0.5M hydrochloric acid, and the organic layer was evaporated under reduced pressure to give a brown oil which was purified by column chromatography on a 1 g SCX column eluting from 0-50% ethyl acetate in 40-60° C. petroleum ether to give the title compound as a yellow oil (46 mg, 55%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07741351B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-8db9dd41d11c4b72a71329da174e1868 |
| Source note | uspto-grants-2010_06 |