HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 60093Generated: October 25, 2026
Hydrochloric Acid → HCID 58368734, compound
https://huagongshe.com/reaction/60093
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 2-Fluorobenzenesulphonyl chloride | HCID 137761 | — |
| Reactant | (3-Amino-2-fluoro-phenyl)-(5-bromo-1H-pyrrolo[2,3-b]pyridin-3-yl)-methanone | HCID 58368906 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 58368734 | HCID 58368734 | 71.5% |
Reaction Steps
To (3-amino-2-fluoro-phenyl)-(5-bromo-1H-pyrrolo[2,3-b]pyridin-3-yl)-methanone (19, 53 mg, 0.159 mmol) in 0.63 mL of tetrahydrofuran, pyridine (0.115 mL, 1.43 mmol) is added, followed by 2-fluorobenzenesulfonyl chloride (20, 46 mg, 0.238 mmol) and the reaction is stirred at room temperature for 48 hours. Hydrochloric acid (1M aqueous) is added to adjust the mixture to pH 4, and the mixture is extracted with ethyl acetate. The organic layer is washed with brine, dried over sodium sulfate, filtered and the filtrate is concentrated under vacuum. The resulting material is purified by silica gel column chromatography, eluting with ethyl acetate and dichloromethane. Appropriate fractions are combined and concentrated under vacuum to provide the desired compound (21, 56 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09440969B2 |
|---|
| Source dataset | uspto-grants-2016_09 |
|---|
| ORD ID | ord-ba7ceb1933c64dd387f17d429781fba7 |
|---|
| Source note | uspto-grants-2016_09 |
|---|