Hydrochloric Acid → HCID 68814925, compound

HRID 1436697Notes

Reaction equation

HRID 1436697 reaction equation
C[O:2][C:3](=[O:25])[C:4]1[CH:16]=[C:15]([C:17]([F:24])([F:23])[C:18]2[O:19][CH:20]=[CH:21][CH:22]=2)[CH:14]=[C:6]([C:7]([N:9]([CH3:13])[CH2:10][CH2:11][CH3:12])=[O:8])[CH:5]=1.[OH-].[Na+].Cl>CO>[F:24][C:17]([F:23])([C:18]1[O:19][CH:20]=[CH:21][CH:22]=1)[C:15]1[CH:14]=[C:6]([C:7]([N:9]([CH3:13])[CH2:10][CH2:11][CH3:12])=[O:8])[CH:5]=[C:4]([CH:16]=1)[C:3]([OH:25])=[O:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 68815279HCID 68815279, compound

Product 1

HCID 68814925HCID 68814925, compoundYield 66%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Dissolve 5-(difluorofuran-2-yl-methyl)-N-methyl-N-propyl-isophthalamic acid methyl ester (30 mg, 0.08 mmol) in methanol (2 mL). Add dropwise 2 N NaOH (0.06 mL) and stir overnight at room temperature. Acidify the mixture to about pH=6 with 5 N HCl and concentrate to near dryness. Dilute the residue with ethyl acetate, wash with saturated aqueous sodium chloride solution, dry (magnesium sulfate) and concentrate to give the title compound (66%).

Workup

  1. concentrationconcentrate to near dryness
  2. additionDilute the residue with ethyl acetate
  3. washwash with saturated aqueous sodium chloride solution
  4. dry with materialdry (magnesium sulfate)
  5. concentrationconcentrate

Sources & evidence

ORD record
ord-64e67acd3090473d848e491859ccfb38
Source dataset
uspto-grants-2009_11
Patent number
US07618978B2

Reaction notes

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