Hydrochloric Acid → HCID 68814677, compound

HRID 1436604Notes

Reaction equation

HRID 1436604 reaction equation
[OH-].[Na+].C[O:4][C:5](=[O:21])[C:6]1[CH:11]=[C:10]([S:12]([CH3:15])(=[O:14])=[O:13])[N:9]=[C:8]([NH:16][CH:17]2[CH2:20][CH2:19][CH2:18]2)[CH:7]=1.Cl>CO>[CH:17]1([NH:16][C:8]2[CH:7]=[C:6]([CH:11]=[C:10]([S:12]([CH3:15])(=[O:14])=[O:13])[N:9]=2)[C:5]([OH:21])=[O:4])[CH2:18][CH2:19][CH2:20]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 68816946HCID 68816946, compound

Product 1

HCID 68814677HCID 68814677, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Add 2 N NaOH (1.26 mL) to 2-cyclobutylamino-6-methanesulfonyl-isonicotinic acid methyl ester (0.24 g 0.85 mmol) in methanol (5 mL). Stir 3 h, acidify to about pH=3 with 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 (0.19 g, 86%).

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-dd383f45103146769691d50edd0b5cd8
Source dataset
uspto-grants-2009_11
Patent number
US07618978B2

Reaction notes

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