Methyl 4-aminobenzoate → HCID 67395234, compound

HRID 1023715Notes

Reaction equation

HRID 1023715 reaction equation
[CH:1]([C:4]1[C:8]([CH:9]([CH3:11])[CH3:10])=[C:7]([CH:12]([CH3:14])[CH3:13])[NH:6][C:5]=1[C:15]([OH:17])=O)([CH3:3])[CH3:2].[NH2:18][C:19]1[CH:28]=[CH:27][C:22]([C:23]([O:25][CH3:26])=[O:24])=[CH:21][CH:20]=1>>[CH:1]([C:4]1[C:8]([CH:9]([CH3:10])[CH3:11])=[C:7]([CH:12]([CH3:13])[CH3:14])[NH:6][C:5]=1[C:15]([NH:18][C:19]1[CH:20]=[CH:21][C:22]([C:23]([O:25][CH3:26])=[O:24])=[CH:27][CH:28]=1)=[O:17])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 12082Methyl 4-aminobenzoateHCID 58420531HCID 58420531, compound

Product 1

HCID 67395234HCID 67395234, compoundYield 76%

Procedure

In the same manner as that of Example 17, 3,4,5-triisopropylpyrrole-2-carboxylic acid (50 mg, 0.211 mmol) was condensed with methyl 4-aminobenzoate, the reaction mixture was treated in a conventional manner, and then the resultant was recrystallized and purified by silica gel chromatography [hexane-ethyl acetate (14:1)] to obtain methyl 4-[(3,4,5-triisopropylpyrrole-2-carbonyl)amino]benzoate (59 mg, 76%) and the corrected starting material (5 mg, 10%).

Workup

  1. additionthe reaction mixture was treated in a conventional manner
  2. customthe resultant was recrystallized
  3. custompurified by silica gel chromatography [hexane-ethyl acetate (14:1)]

Sources & evidence

ORD record
ord-51cede53b37b4fdabe905adef4f51a33
Source dataset
uspto-grants-2014_05
Patent number
US08722730B2

Reaction notes

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