Hydrochloric Acid → 2,3-Dichloro-N-{3-methoxy-5-[(2S)-pyrrolidin-2-ylmethoxy]-2-pyrazinyl}benzenesulfonamide hydrochloride
Reaction equation
Br[C:2]1[N:3]=[C:4]([O:29][CH3:30])[C:5]([N:8](COCCO[Si](C)(C)C)[S:9]([C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([Cl:18])[C:13]=2[Cl:19])(=[O:11])=[O:10])=[N:6][CH:7]=1.[N:31]1(C([O-])=O)[CH2:35][CH2:34][CH2:33][CH2:32]1.[H-].[Na+].Cl.CN1CCC[C:44]1=[O:48]>>[ClH:18].[Cl:19][C:13]1[C:14]([Cl:18])=[CH:15][CH:16]=[CH:17][C:12]=1[S:9]([NH:8][C:5]1[C:4]([O:29][CH3:30])=[N:3][C:2]([O:48][CH2:44][C@@H:35]2[CH2:34][CH2:33][CH2:32][NH:31]2)=[CH:7][N:6]=1)(=[O:10])=[O:11]Participants
6
Reactant 5
Product 1
Procedure
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.
Sources & evidence
- ORD record
- ord-ebc6a86e92554adda216741aebcff445
- Source dataset
- uspto-grants-2010_02
- Patent number
- US07662825B2
Reaction notes
Loading…