Potassium tert-butoxide → HCID 68866324, compound

HRID 733752Notes

Reaction equation

HRID 733752 reaction equation
[NH2:1][CH:2]=[C:3]([C:8]1[N:9]([CH3:18])[C:10]([CH3:17])=[CH:11][C:12]=1[C:13](OC)=[O:14])[C:4]([O:6][CH3:7])=[O:5].CC(C)([O-])C.[K+]>CN(C)C=O>[CH3:18][N:9]1[C:8]2[C:3]([C:4]([O:6][CH3:7])=[O:5])=[CH:2][NH:1][C:13](=[O:14])[C:12]=2[CH:11]=[C:10]1[CH3:17]

Participants

4

Reactant 2

HCID 23665647Potassium tert-butoxideHCID 68867271HCID 68867271, compound

Product 1

HCID 68866324HCID 68866324, compoundYield 63.6%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
160 °C

Procedure

A mixture of methyl 2-{2-amino-1-[(methyloxy)carbonyl]ethenyl}-1,5-dimethyl-1H-pyrrole-3-carboxylate (1.42 g), potassium tert-butoxide (0.13 g) and dimethylformamide (10 ml) was heated under microwave conditions at 160° C. for twenty minutes. The solvent was evaporated and then the residue was suspended in water (20 ml). 2N hydrochloric acid (0.5 ml), then saturated aqueous sodium bicarbonate (1 ml) were added and the mixture stirred for one hour. The solid was collected by filtration, washed with water, then diethyl ether, and dried to afford the title compound 0.789 g.

Workup

  1. customThe solvent was evaporated
  2. addition2N hydrochloric acid (0.5 ml), then saturated aqueous sodium bicarbonate (1 ml) were added
  3. filtrationThe solid was collected by filtration
  4. washwashed with water
  5. dry with materialdiethyl ether, and dried

Sources & evidence

ORD record
ord-9a6853020c484d5a989483a7666ac1bc
Source dataset
uspto-grants-2009_09
Patent number
US07589206B2

Reaction notes

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