Hydrochloric Acid → (S)-[1-(2-methoxy-1,1-dimethyl-2-oxoethyl)-1H-1,2,3-triazol-4-yl][4-(2,2,2-trifluoroethoxy)phenyl]methanaminium chloride

HRID 877359Notes

Reaction equation

HRID 877359 reaction equation
C(S([NH:7][C@H:8]([C:21]1[CH:26]=[CH:25][C:24]([O:27][CH2:28][C:29]([F:32])([F:31])[F:30])=CN=1)[C:9]1[N:10]=[N:11][N:12]([C:14]([CH3:20])([CH3:19])[C:15]([O:17][CH3:18])=[O:16])[CH:13]=1)=O)(C)(C)C.[ClH:33].[CH2:34](OCC)[CH3:35]>CO>[Cl-:33].[CH3:18][O:17][C:15](=[O:16])[C:14]([N:12]1[CH:13]=[C:9]([C@H:8]([C:21]2[CH:26]=[CH:25][C:24]([O:27][CH2:28][C:29]([F:31])([F:30])[F:32])=[CH:35][CH:34]=2)[NH3+:7])[N:10]=[N:11]1)([CH3:19])[CH3:20]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 67174474methyl 2-(4-{(S)-[(tert-butylsulfinyl)amino][5-(2,2,2-trifluoroethoxy)pyridin-2-yl]methyl}-1H-1,2,3-triazol-1-yl)-2-methylpropanoate

Product 1

HCID 86668960(S)-[1-(2-methoxy-1,1-dimethyl-2-oxoethyl)-1H-1,2,3-triazol-4-yl][4-(2,2,2-trifluoroethoxy)phenyl]methanaminium chloride

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 0.12 g (0.25 mmol) methyl 2-(4-{(S)-[(tert-butylsulfinyl)amino][5-(2,2,2-trifluoroethoxy)pyridin-2-yl]methyl}-1H-1,2,3-triazol-1-yl)-2-methylpropanoate in 1.0 ml MeOH was added 0.96 mL (1.9 mmol) 2.0M HCl in diethyl ether. After 30 min at room temperature, the reaction mixture was concentrated in vacuo to afford (S)-[1-(2-methoxy-1,1-dimethyl-2-oxoethyl)-1H-1,2,3-triazol-4-yl][4-(2,2,2-trifluoroethoxy)phenyl]methanaminium chloride. ES-MS [M+1]+=374.1.

Workup

  1. concentrationthe reaction mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-f0407006be5447f0a2ddb53664021e1a
Source dataset
uspto-grants-2015_03
Patent number
US08987310B2

Reaction notes

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