HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 22674164, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 2-Chloro-5-pyridinesulfonyl chloride | HCID 2792792 | — |
| Reactant | Sodium methanethiolate | HCID 4378561 | — |
| Reactant | 8-Bromoquinolin-3-amine | HCID 22674161 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | HCID 22674164 | HCID 22674164 | 27% |
Reaction Steps
White crystals (197 mg, 0.556 mmol) were obtained in the same manner as in Example 1, except using 100 mg (0.56 mmol) of 3-amino-8-bromoquinoline (Preparation Example 5) and 142 mg (0.67 mmol) of 2-chloro-5-pyridinesulfonyl chloride. To the crystals (60 mg, 0.17 mmol) were added dimethylformamide (1 ml), pyridine (1 ml) and sodium thiomethoxide (111 mg, 1.6 mmol), followed by stirring at room temperature for 3 hours. TO the reaction mixture was added brine, followed by extracting with ethyl acetate. The organic layer was dried over magnesium sulfate and concentrated. The resulting residue was purified by silica gel chromatography, to give 62 mg of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06787534B2 |
| Source dataset | uspto-grants-2004_09 |
| ORD ID | ord-f631e972daf34bb6bbcf6e5d0df22fa4 |
| Source note | uspto-grants-2004_09 |