Hydrochloric Acid → 2-[4-(2-Ethyl-5,7-dimethyl-3H-imidazo[4,5-B]pyridin-3-YL)phenyl]-1-methylethyl (4-methylphenyl)sulfonylcarbamate mono-hydrochloride

HRID 50442Notes

Reaction equation

HRID 50442 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:11][C:12](=[O:36])[O:13][CH:14]([CH3:35])[CH2:15][C:16]2[CH:21]=[CH:20][C:19]([N:22]3[C:26]4=[N:27][C:28]([CH3:32])=[CH:29][C:30]([CH3:31])=[C:25]4[N:24]=[C:23]3[CH2:33][CH3:34])=[CH:18][CH:17]=2)(=[O:10])=[O:9])=[CH:4][CH:3]=1.[ClH:37]>CO>[ClH:37].[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([S:8]([NH:11][C:12](=[O:36])[O:13][CH:14]([CH3:35])[CH2:15][C:16]2[CH:17]=[CH:18][C:19]([N:22]3[C:26]4=[N:27][C:28]([CH3:32])=[CH:29][C:30]([CH3:31])=[C:25]4[N:24]=[C:23]3[CH2:33][CH3:34])=[CH:20][CH:21]=2)(=[O:9])=[O:10])=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 69638216HCID 69638216, compound

Product 1

HCID 865856302-[4-(2-Ethyl-5,7-dimethyl-3H-imidazo[4,5-B]pyridin-3-YL)phenyl]-1-methylethyl (4-methylphenyl)sulfonylcarbamate mono-hydrochlorideYield 90%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

To a solution of 2-[4-(2-ethyl-5,7-dimethyl-3H-imidazo[4,5-b]pyridin-3-yl)phenyl]-1-methylethyl (4-methylphenyl)sulfonylcarbamate (Example 7, 694 mg, 1.37 mmol) in methanol (4 ml) was added 10% HCl in methanol (2 ml) at room temperature. This mixture was concentrated, and treated with diethylether to afford 624 mg (90%) of the title compound as a slight yellow solid.

Workup

  1. concentrationThis mixture was concentrated
  2. additiontreated with diethylether

Sources & evidence

ORD record
ord-09da59a59a764c25adf8122decdc4ce8
Source dataset
uspto-grants-2004_03
Patent number
US06710054B2

Reaction notes

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