(S)-[(2R,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol;sulfuric acid → (S)-[(2R,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol

HRID 1719137Notes

Reaction equation

HRID 1719137 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[CH:11][C:10]2[C:5](=[C:6]([C@H:13]([OH:24])[C@@H:14]3[N:19]4[CH2:20][C@H:21]([CH:22]=[CH2:23])[CH:16]([CH2:17][CH2:18]4)[CH2:15]3)[CH:7]=[CH:8][N:9]=2)[CH:4]=1.OS(O)(=O)=O>O>[CH3:1][O:2][C:3]1[CH:12]=[CH:11][C:10]2[N:9]=[CH:8][CH:7]=[C:6]([C@H:13]([OH:24])[C@@H:14]3[N:19]4[CH2:20][C@H:21]([CH:22]=[CH2:23])[CH:16]([CH2:17][CH2:18]4)[CH2:15]3)[C:5]=2[CH:4]=1

Participants

3

Reactant 1

HCID 12948(S)-[(2R,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol;sulfuric acid

Product 1

HCID 5953(S)-[(2R,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

100 g of quinidine bisulfate (6-methoxy-α-(5-vinyl-2-quinuclidinyl)-4-quinolinemethanol bisulfate) (Extra Pharmacopoeia Martindale XXVII Ed.) is dissolved in 1.5 liters of deionized water and added at constant stirring to a solution of sodium-polymethacrylate of the following composition:

Workup

  1. additionadded

Sources & evidence

ORD record
ord-9f941f37b0e1442f9d83a5341b54ccca
Source dataset
uspto-grants-1985_09
Patent number
US04539199

Reaction notes

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