HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 2,3-Dihydro-N-[(4-methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]-2-methyl-1H-indole-7-sulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Methyl (4-methoxy-6-methylpyrimidin-2-yl)carbamate | HCID 13072161 | — |
| Reactant | 2,3-dihydro-2-methyl-1H-indole-7-sulfonamide | HCID 14346730 | — |
| Reactant | Trimethylaluminum | HCID 16682925 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2,3-Dihydro-N-[(4-methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]-2-methyl-1H-indole-7-sulfonamide | HCID 14346731 | 11.2% |
Reaction Steps
To a solution of 2,3-dihydro-2-methyl-1H-indole-7-sulfonamide (1.0 g) and (4-methoxy-6-methylpyrimidin-2-yl)carbamic acid methyl ester (1.0 g) in methylene dichloride (100 ml) was added trimethylaluminum (3.0 ml of a 2.0M solution in toluene). The mixture was heated at reflux for 18 hours under a nitrogen atmosphere. Work-up was achieved by careful addition of 100 ml of 1N HCl followed by separation of the organic layer. The methylene chloride was dried over MgSO4 and evaporated to dryness. The residue was chromatographed on a silica gel column to give the pure product (0.2 g, m.p. 175°-177° C.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04772313 |
| Source dataset | uspto-grants-1988_09 |
| ORD ID | ord-5581de56a805477eafe495c58db8a727 |
| Source note | uspto-grants-1988_09 |