Methyl 4-aminobenzoate → HCID 25189527, compound

HRID 1023714Notes

Reaction equation

HRID 1023714 reaction equation
[CH:1]([C:4]1[CH:8]=[C:7]([CH:9]([CH3:11])[CH3:10])[NH:6][C:5]=1[C:12]([OH:14])=O)([CH3:3])[CH3:2].[NH2:15][C:16]1[CH:25]=[CH:24][C:19]([C:20]([O:22]C)=[O:21])=[CH:18][CH:17]=1>>[CH:1]([C:4]1[CH:8]=[C:7]([CH:9]([CH3:10])[CH3:11])[NH:6][C:5]=1[C:12]([NH:15][C:16]1[CH:25]=[CH:24][C:19]([C:20]([OH:22])=[O:21])=[CH:18][CH:17]=1)=[O:14])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 12082Methyl 4-aminobenzoateHCID 58420557HCID 58420557, compound

Product 1

HCID 25189527HCID 25189527, compound

Procedure

In the same manner as that of Example 17, 3,5-diisopropylpyrrole-2-carboxylic acid (60 mg, 0.308 mmol) was condensed with methyl 4-aminobenzoate, the reaction mixture was treated in a conventional manner, and then the resultant was purified by silica gel chromatography [hexane-ethyl acetate (3:1)] to obtain the desired condensate (60 mg, 59%) from the high polarity portion, and the starting material substrate acid anhydride (15 mg, 26%) from the low polarity portion.

Workup

  1. additionthe reaction mixture was treated in a conventional manner
  2. customthe resultant was purified by silica gel chromatography [hexane-ethyl acetate (3:1)]
  3. customto obtain the desired condensate (60 mg, 59%) from the high polarity portion

Sources & evidence

ORD record
ord-54c0553012c54195b53e33504f3dc650
Source dataset
uspto-grants-2014_05
Patent number
US08722730B2

Reaction notes

Loading…