1-Methyl-2-pyrrolecarboxylic acid → Methyl 1-methylpyrrole-2-carboxylate

HRID 2357819Notes

Reaction equation

HRID 2357819 reaction equation
[CH3:1][N:2]1[CH:6]=[CH:5][CH:4]=[C:3]1[C:7]([OH:9])=[O:8].[CH3:10][Si](C=[N+]=[N-])(C)C>CO.O1CCOCC1>[CH3:1][N:2]1[CH:6]=[CH:5][CH:4]=[C:3]1[C:7]([O:9][CH3:10])=[O:8]

Participants

5

Reactant 2

HCID 814531-Methyl-2-pyrrolecarboxylic acidHCID 167693Trimethylsilyldiazomethane

Product 1

HCID 142178Methyl 1-methylpyrrole-2-carboxylateYield 99.7%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of 1-methyl-2-pyrrolecarboxylic acid (1.03 g, 8.22 mmol) in MeOH (5 mL) and dioxane (5 mL) at room temperature, trimethylsilyldiazomethane (2M in ether, 5.0 mL, 10.0 mmol) was added. After being stirred at room temperature for 1 h, the mixture was concentrated in vacuo to give methyl 1-methyl-2-pyrrolecarboxylate as a volatile oil (1.14 g).

Workup

  1. concentrationthe mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-26ad80d6071a4ffd966788816aa441ea
Source dataset
uspto-grants-2010_07
Patent number
US07763608B2

Reaction notes

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