Aniline → 3-methyl-N-phenyl-1H-pyrrole-2-carboxamide

HRID 524980Notes

Reaction equation

HRID 524980 reaction equation
[CH3:1][C:2]1[CH:6]=[CH:5][NH:4][C:3]=1[C:7]([OH:9])=O.[NH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>>[CH3:1][C:2]1[CH:6]=[CH:5][NH:4][C:3]=1[C:7]([NH:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:9]

Participants

3

Reactant 2

HCID 6115AnilineHCID 71403523-methyl-1H-pyrrole-2-carboxylic acid

Product 1

HCID 709223623-methyl-N-phenyl-1H-pyrrole-2-carboxamideYield 49%

Procedure

Prepared following the experimental method described in preparation 1a starting from 1.38 g (11.3 mmol) of 3-methyl-1H-pyrrole-2-carboxylic acid and 1.13 g (12.13 mmol) of aniline. After purification by flash chromatography (0-40% AcOEt in hexane), 1.08 g (49% yield) of the title compound were obtained as a white solid.

Workup

  1. customPrepared
  2. customAfter purification by flash chromatography (0-40% AcOEt in hexane)

Sources & evidence

ORD record
ord-9e5f14d29e6d4c799c80836d2f3df2fc
Source dataset
uspto-grants-2016_05
Patent number
US09340547B2

Reaction notes

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