HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 86605649, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | HCID 69152679 | HCID 69152679 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86605649 | HCID 86605649 | 84.4% |
Reaction Steps
To a solution of tert-butyl [6-amino-2-isobutyl-4-(4-methylphenyl)-3-quinolinyl]methylcarbamate (0.21 g, 0.5 mmol) in tetrahydrofuran (10 ml) were added dropwise methanesulfonyl chloride (0.05 ml, 0.6 mmol) and triethylamine (0.08 ml, 0.6 mmol) and the mixture was stirred at room temperature for 2 hrs. The reaction mixture was poured into water and extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography to give tert-butyl [2-isobutyl-4-(4-methylphenyl)-6-[(methylsulfonyl)amino]-3-quinolinyl]methylcarbamate (0.21 g, yield 84%) as white crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07547710B2 |
| Source dataset | uspto-grants-2009_06 |
| ORD ID | ord-ff06b9a257b04cdc9003206593f6133f |
| Source note | uspto-grants-2009_06 |