2,4-Dimethoxyaniline → 1-[4-Acetyl-1-(2,4-dimethoxy-phenyl)-2,5-dimethyl-1H-pyrrol-3-yl]-ethanone

HRID 2375398Notes

Reaction equation

HRID 2375398 reaction equation
[C:1]([CH:4]([C:12](=O)[CH3:13])[CH:5]([C:9](=[O:11])[CH3:10])[C:6](=O)[CH3:7])(=[O:3])[CH3:2].[CH3:15][O:16][C:17]1[CH:23]=[C:22]([O:24][CH3:25])[CH:21]=[CH:20][C:18]=1[NH2:19]>>[C:9]([C:5]1[C:4]([C:1](=[O:3])[CH3:2])=[C:12]([CH3:13])[N:19]([C:18]2[CH:20]=[CH:21][C:22]([O:24][CH3:25])=[CH:23][C:17]=2[O:16][CH3:15])[C:6]=1[CH3:7])(=[O:11])[CH3:10]

Participants

3

Reactant 2

HCID 176522,4-DimethoxyanilineHCID 787303,4-Diacetyl-2,5-hexanedione

Product 1

HCID 10731221-[4-Acetyl-1-(2,4-dimethoxy-phenyl)-2,5-dimethyl-1H-pyrrol-3-yl]-ethanone

Procedure

Utilizing the general procedure outlined in Example 48, 1,1,2,2-tetraacetylethane (400 mg, 2.0 mol), 2,4-dimethoxyaniline (305 mg, 2.0 mmol) reacted to give 1-[4-acetyl-1-(2,4-dimethoxy-phenyl)-2,5-dimethyl-1H-pyrrol-3-yl]-ethanone as yellow solid: MS (ESI) 316 (M+H)+.

Workup

  1. customreacted

Sources & evidence

ORD record
ord-f13a4ed98dce40debcc3516a9c903df0
Source dataset
uspto-grants-2008_12
Patent number
US07465730B2

Reaction notes

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