Hydrochloric Acid → HCID 23362930, compound

HRID 5442Notes

Reaction equation

HRID 5442 reaction equation
C(O[C:4]([C:6]1[N:7]=[C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([S:14][CH2:15][CH2:16][NH:17][S:18]([CH3:21])(=[O:20])=[O:19])[N:9]2[CH:22]=1)=O)C.[OH-:23].[Na+].Cl.[CH3:26][OH:27]>C(Cl)Cl>[C:26]([CH2:4][C:6]1[N:7]=[C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([S:14][CH2:15][CH2:16][NH:17][S:18]([CH3:21])(=[O:19])=[O:20])[N:9]2[CH:22]=1)([OH:27])=[O:23]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14798Sodium HydroxideHCID 233629112-Ethoxycarbonyl-5-[2-(methylsulfonylamino)ethylthio]imidazo[1,2-a]pyridine

Product 1

HCID 23362930HCID 23362930, compoundYield 51.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 2-ethoxycarbonyl-5-[2-(methylsulfonylamino)ethylthio]imidazo[1,2-a]pyridine (1.65 g, 4.62 mmoles) in methanol (5 ml) was added 1N NaOH (6.93 ml, 6.93 mmoles) and the mixture was stirred at room temperature for 2.5 hours. After the reaction mixture was washed with methylene chloride, 1N HCl (17.39 ml, 17.39 mmoles) was added thereto and the solvent was distilled off. Water was added to the residue and the resulting solid was washed with water and dried to obtain 777 mg of the desired product (51.1%, colorless solid).

Workup

  1. additionwas added
  2. distillationthe solvent was distilled off
  3. additionWater was added to the residue
  4. washthe resulting solid was washed with water
  5. customdried

Sources & evidence

ORD record
ord-2d292e114dec4b6eaadaf6bd16d150d2
Source dataset
uspto-grants-1993_09
Patent number
US05244908

Reaction notes

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