Hydrochloric Acid → HCID 68817584, compound

HRID 732458Notes

Reaction equation

HRID 732458 reaction equation
[OH-].[Na+].C[O:4][C:5](=[O:21])[C:6]1[CH:11]=[C:10]([N:12]([CH3:16])[CH2:13][CH2:14][CH3:15])[N:9]=[C:8]([S:17]([CH3:20])(=[O:19])=[O:18])[CH:7]=1.Cl>CO>[CH3:20][S:17]([C:8]1[CH:7]=[C:6]([CH:11]=[C:10]([N:12]([CH3:16])[CH2:13][CH2:14][CH3:15])[N:9]=1)[C:5]([OH:21])=[O:4])(=[O:19])=[O:18]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 68816506HCID 68816506, compound

Product 1

HCID 68817584HCID 68817584, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Add 2 N NaOH (0.95 mL) to 2-methanesulfonyl-6-(methylpropylamino)-isonicotinic acid methyl ester (0.181 g, 0.63 mmol) in methanol (5 mL). Stir 3 h, acidify to about pH=3 using 1 N HCl, extract into ethyl acetate, wash organic layer with saturated aqueous sodium chloride, dry (magnesium sulfate) and concentrate to give the title compound (0.14 g, 85%).

Workup

  1. extractionextract into ethyl acetate
  2. washwash organic layer with saturated aqueous sodium chloride
  3. dry with materialdry (magnesium sulfate)
  4. concentrationconcentrate

Sources & evidence

ORD record
ord-50fd301787af46739f3a3e56b9613806
Source dataset
uspto-grants-2009_09
Patent number
US07585885B2

Reaction notes

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