HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 68763578, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Benzenesulfonyl chloride | HCID 7369 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 5-bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridine | HCID 53412938 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 68763578 | HCID 68763578 | 59.4% |
Reaction Steps
5-Bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridine (5.3 g, 24.7 mmol) was placed in DMF (53 mL) at 0° C. NaH (1.18 g, 29.6 mmol) was then added and stirred for 20 minutes. Benzenesulfonyl chloride (3.47 mL, 27.1 mmol) was then added next, and the reaction was stirred at 0° C. for 30 minutes. Water was then added, and the resulting solid was filtered and dried. The crude solid was then triturated in 1:1 hexane:EtOAc to give 5-bromo-4-fluoro-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine (5.2 g, 59.4% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08841304B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-2f42df19529f44c680f36d867b50d86d |
| Source note | uspto-grants-2014_09 |