1H-Pyrrole-2-carboxylic acid, 5-methyl-, ethyl ester → 5-Methyl-4-(2-phenyl-propionyl)-1H-pyrrole-2-carboxylic acid ethyl ester

HRID 1434809Notes

Reaction equation

HRID 1434809 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[NH:7][C:8]([CH3:11])=[CH:9][CH:10]=1)=[O:5])[CH3:2].[C:12]1([CH:18]([CH3:22])[C:19](Cl)=[O:20])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>>[CH2:1]([O:3][C:4]([C:6]1[NH:7][C:8]([CH3:11])=[C:9]([C:19](=[O:20])[CH:18]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH3:22])[CH:10]=1)=[O:5])[CH3:2]

Participants

3

Reactant 2

HCID 965981H-Pyrrole-2-carboxylic acid, 5-methyl-, ethyl esterHCID 2760403Hydratropoyl chloride

Product 1

HCID 574351435-Methyl-4-(2-phenyl-propionyl)-1H-pyrrole-2-carboxylic acid ethyl ester

Procedure

5-Methyl-4-(2-phenyl-propionyl)-1H-pyrrole-2-carboxylic acid ethyl ester (138) was synthesized from 5-methyl-1H-pyrrole-2-carboxylic acid ethyl ester (107) and 2-phenyl-propionyl chloride following the procedure described in Example 32. Reaction conditions: 1,2-dichloromethane/−40° C.→RT. Purification: no purification. LC/MS: 86%.

Workup

  1. customReaction conditions
  2. customPurification
  3. customno purification

Sources & evidence

ORD record
ord-cbc9c74b3d1c40749c1df12898b5ca51
Source dataset
uspto-grants-2009_11
Patent number
US07615572B2

Reaction notes

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