Hydrochloric Acid → HCID 68814989, compound

HRID 1436608Notes

Reaction equation

HRID 1436608 reaction equation
C[O:2][C:3](=[O:21])[C:4]1[CH:9]=[C:8]([N:10]([CH3:14])[CH2:11][CH2:12][CH3:13])[N:7]=[C:6]([N:15]([S:17]([CH3:20])(=[O:19])=[O:18])[CH3:16])[CH:5]=1.[OH-].[Li+].Cl>C1COCC1>[CH3:20][S:17]([N:15]([CH3:16])[C:6]1[CH:5]=[C:4]([CH:9]=[C:8]([N:10]([CH3:14])[CH2:11][CH2:12][CH3:13])[N:7]=1)[C:3]([OH:21])=[O:2])(=[O:18])=[O:19]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 68815178HCID 68815178, compound

Product 1

HCID 68814989HCID 68814989, compoundYield 85.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Dissolve 2-(methanesulfonyl-methylamino)-6-(methylpropylamino)-isonicotinic acid methyl ester (796 mg, 2.52 mmoles) in THF (35 mL) and add 1 N lithium hydroxide (12.6 mL). Stir at room temperature for 16 h, acidify with 5 N HCl (2.6 mL), and partition between diethyl ether and water. Wash the diethyl ether layer with saturated aqueous sodium chloride, dry (magnesium sulfate) and concentrate to give the title compound as a yellow solid (650 mg, 85%).

Workup

  1. custompartition between diethyl ether and water
  2. washWash the diethyl ether layer with saturated aqueous sodium chloride
  3. dry with materialdry (magnesium sulfate)
  4. concentrationconcentrate

Sources & evidence

ORD record
ord-ef7f5926b5b54e2e8ca6b4c69826ad85
Source dataset
uspto-grants-2009_11
Patent number
US07618978B2

Reaction notes

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