Benzoic acid, 4-amino-2,6-difluoro-, ethyl ester (9CI) → HCID 67394321, compound

HRID 1023743Notes

Reaction equation

HRID 1023743 reaction equation
[CH:1]([C:4]1[CH:5]=[C:6]([C:12]([OH:14])=O)[S:7][C:8]=1[CH:9]([CH3:11])[CH3:10])([CH3:3])[CH3:2].[F:15][C:16]1[CH:26]=[C:25]([NH2:27])[CH:24]=[C:23]([F:28])[C:17]=1[C:18]([O:20][CH2:21]C)=[O:19]>>[F:15][C:16]1[CH:26]=[C:25]([NH:27][C:12]([C:6]2[S:7][C:8]([CH:9]([CH3:10])[CH3:11])=[C:4]([CH:1]([CH3:2])[CH3:3])[CH:5]=2)=[O:14])[CH:24]=[C:23]([F:28])[C:17]=1[C:18]([O:20][CH3:21])=[O:19]

Participants

3

Reactant 2

HCID 10750573Benzoic acid, 4-amino-2,6-difluoro-, ethyl ester (9CI)HCID 58420519HCID 58420519, compound

Product 1

HCID 67394321HCID 67394321, compoundYield 61.2%

Procedure

In the same manner as that of Example 24, 4,5-diisopropylthiophene-2-carboxylic acid (80 mg, 0.377 mmol) and ethyl 2,6-difluoro-4-aminobenzoate (137 mg, 0.681 mmol) were condensed, the reaction mixture was treated in a conventional manner, and then the residue was purified by silica gel chromatography [n-hexane-ethyl acetate (40:1)] to obtain methyl 2,6-difluoro-4-[(4,5-diisopropylthiophene-2-carbonyl)amino]benzoate (88 mg, 59%).

Workup

  1. customcondensed
  2. additionthe reaction mixture was treated in a conventional manner
  3. customthe residue was purified by silica gel chromatography [n-hexane-ethyl acetate (40:1)]

Sources & evidence

ORD record
ord-147b212cc3a84786bfa52c1786677b16
Source dataset
uspto-grants-2014_05
Patent number
US08722730B2

Reaction notes

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