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
197 mg (0.556 mmol) of white crystals were obtained using 100 mg (0.56 mmol, Production Example 5b) of 3-amino-8-bromoquinoline and 142 mg (0.67 mmol) of 2-chloro-5-pyridinesulfonyl chloride in the same manner as in Synthetic Example 1b. Dimethylformamide (1 ml), pyridine (1 ml) and 111 mg (1.6 mmol) of sodium thiomethoxide were added to 60 mg (0.17 mmol) of the crystals, followed by stirring at room temperature for 3 hours. Brine was added to the reaction solution, followed by extracting with ethyl acetate. The organic layer was dried over magnesium sulfate and concentrated, to give the residue. The 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 | US07834049B2 |
| Source dataset | uspto-grants-2010_11 |
| ORD ID | ord-9cc8a4e4094943219b9ad84b901a812f |
| Source note | uspto-grants-2010_11 |