HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → N-(4-Chlorobenzyl)-1-methyl-4-oxo-6-(4-thiomorpholinyl-methyl)-1,4-dihydro-3-quinolinecarboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 2,4,6-Trimethylpyridine | HCID 7953 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | N-(4-Chlorobenzyl)-6-(hydroxymethyl)-1-methyl-4-oxo-1,4-dihydro-3-quinolinecarboxamide | HCID 15516933 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-(4-Chlorobenzyl)-1-methyl-4-oxo-6-(4-thiomorpholinyl-methyl)-1,4-dihydro-3-quinolinecarboxamide | HCID 15516934 | 74% |
Reaction Steps
Methanesulfonyl chloride (0.193 mL) is added to a solution of N-(4-chloro-benzyl)-6-(hydroxymethyl)-1-methyl-4-oxo-1,4-dihydro-3-quinolinecarboxamide (357 mg) from Example No. 2, DMAP (20 mg), and 2,4,6-collidine (0.33 mL) in anhydrous DMF (20 mL). The mixture is stirred at room temperate for 2 h, and poured into water (60 mL). The resulting percipitate is filtered, washed with water (20 mL), and recrystallized from acetonitrile to afford 0.328 g (74%) of the title compound as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06248736B1 |
| Source dataset | uspto-grants-2001_06 |
| ORD ID | ord-894f43e873d8468f8926918e183d7075 |
| Source note | uspto-grants-2001_06 |