Methyl 4-amino-o-anisate → HCID 67394461, compound

HRID 1023725Notes

Reaction equation

HRID 1023725 reaction equation
[CH:1]([C:4]1[CH:5]=[C:6]([C:12]([OH:14])=O)[O:7][C:8]=1[CH:9]([CH3:11])[CH3:10])([CH3:3])[CH3:2].[CH3:15][O:16][C:17]1[CH:26]=[C:25]([NH2:27])[CH:24]=[CH:23][C:18]=1[C:19]([O:21][CH3:22])=[O:20]>>[CH3:15][O:16][C:17]1[CH:26]=[C:25]([NH:27][C:12]([C:6]2[O:7][C:8]([CH:9]([CH3:10])[CH3:11])=[C:4]([CH:1]([CH3:2])[CH3:3])[CH:5]=2)=[O:14])[CH:24]=[CH:23][C:18]=1[C:19]([O:21][CH3:22])=[O:20]

Participants

3

Reactant 2

HCID 168705Methyl 4-amino-o-anisateHCID 584205144,5-Diisopropylfuran-2-carboxylic acid

Product 1

HCID 67394461HCID 67394461, compoundYield 45%

Procedure

In the same manner as that of Example 24, 4,5-diisopropylfuran-2-carboxylic acid (80 mg, 0.408 mmol) and methyl 2-methoxy-4-aminobenzoate (133 mg, 0.734 mmol) were condensed, the reaction mixture was treated in a conventional manner, and then the residue was purified by silica gel chromatography [hexane-ethyl acetate (5:1)] to obtain methyl 2-methoxy-4-[(4,5-diisopropylfuran-2-carbonyl)amino]benzoate (65 mg, 45%).

Workup

  1. customcondensed
  2. additionthe reaction mixture was treated in a conventional manner
  3. customthe residue was purified by silica gel chromatography [hexane-ethyl acetate (5:1)]

Sources & evidence

ORD record
ord-f95bea03c7d242f4adb762907280d39e
Source dataset
uspto-grants-2014_05
Patent number
US08722730B2

Reaction notes

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