HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 2,3-Dichloro-N-{3-methoxy-5-[(2S)-pyrrolidin-2-ylmethoxy]-2-pyrazinyl}benzenesulfonamide hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 1-Pyrrolidinecarboxylate | HCID 22325173 | — |
| Reactant | N-(5-bromo-3-methoxy-2-pyrazinyl)-2,3-dichloro-N-({2-[(trimethylsilyl)oxy]ethoxy}methyl)benzenesulphonamide | HCID 86602797 | — |
| Product | 2,3-Dichloro-N-{3-methoxy-5-[(2S)-pyrrolidin-2-ylmethoxy]-2-pyrazinyl}benzenesulfonamide hydrochloride | HCID 67139270 | — |
Reaction Steps
Procedure as for Example 115 using N-(5-bromo-3-methoxy-2-pyrazinyl)-2,3-dichloro-N-({2-[(trimethylsilyl)oxy]ethoxy}methyl)benzenesulphonamide (Example 55a) (0.5 g), tert-butyl (2S)-2-hydroxymethyl)pyrrolidine-1-carboxylate (0.603 g) and sodium hydride (0.12 g of a 60% dispersion in oil) in N-methylpyrrolidinone (20 mL). The adduct was deprotected with HCl (4M in dioxane) to afford the titled adduct (0.241 g) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07662825B2 |
| Source dataset | uspto-grants-2010_02 |
| ORD ID | ord-ebc6a86e92554adda216741aebcff445 |
| Source note | uspto-grants-2010_02 |