Hydrochloric Acid → 2-{(S)-ammonio[1-(2-ethoxy-2-oxoethyl)-1H-1,2,3-triazol-4-yl]methyl}-5-(2,2,2-trifluoroethoxy)pyridinium dichloride

HRID 877382Notes

Reaction equation

HRID 877382 reaction equation
[CH2:1]([O:3][C:4](=[O:31])[CH2:5][N:6]1[CH:10]=[C:9]([C@H:11]([NH:24]S(C(C)(C)C)=O)[C:12]2[CH:17]=[CH:16][C:15]([O:18][CH2:19][C:20]([F:23])([F:22])[F:21])=[CH:14][N:13]=2)[N:8]=[N:7]1)[CH3:2].[ClH:32].CCOCC>CCO>[Cl-:32].[Cl-:32].[NH3+:24][C@@H:11]([C:9]1[N:8]=[N:7][N:6]([CH2:5][C:4]([O:3][CH2:1][CH3:2])=[O:31])[CH:10]=1)[C:12]1[CH:17]=[CH:16][C:15]([O:18][CH2:19][C:20]([F:23])([F:21])[F:22])=[CH:14][NH+:13]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 131732597ethyl(4-{(S)-[(tert-butylsulfinyl)amino][5-(2,2,2-trifluoroethoxy)pyridin-2-yl]methyl}-1H-1,2,3-triazol-1-yl)acetate

Product 1

HCID 866689672-{(S)-ammonio[1-(2-ethoxy-2-oxoethyl)-1H-1,2,3-triazol-4-yl]methyl}-5-(2,2,2-trifluoroethoxy)pyridinium dichlorideYield 99%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of ethyl(4-{(S)-[(tert-butylsulfinyl)amino][5-(2,2,2-trifluoroethoxy)pyridin-2-yl]methyl}-1H-1,2,3-triazol-1-yl)acetate (0.285 mg, 0.615 mmol) in 5.0 ml of EtOH was added 2.0N HCl in Et2O (3.070 ml, 6.150 mmol), and the mixture was stirred at RT for 30 min. Solvent removed and the residue was dried under vacuum to give the crude title compound (0.260 g, 99%). ES-MS [M+1]+: 360.1. This intermediate was carried over to the next step without further purification and characterization.

Workup

  1. customSolvent removed
  2. customthe residue was dried under vacuum

Sources & evidence

ORD record
ord-e6f7d48362534897bfc7c7b785a809bd
Source dataset
uspto-grants-2015_03
Patent number
US08987310B2

Reaction notes

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