Potassium Carbonate → diethyl 2-bromo-1-(but-2-ynyl)-1H-imidazole-4,5-dicarboxylate

HRID 2116778Notes

Reaction equation

HRID 2116778 reaction equation
BrC1N(CC=C(C)C)[C:4]([C:11](OC)=O)=[C:5]([C:7](OC)=O)N=1.[Br:20][C:21]1[NH:22][C:23]([C:31]([O:33][CH2:34][CH3:35])=[O:32])=[C:24]([C:26]([O:28][CH2:29][CH3:30])=[O:27])[N:25]=1.BrCC#CC.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[Br:20][C:21]1[N:25]([CH2:11][C:4]#[C:5][CH3:7])[C:24]([C:26]([O:28][CH2:29][CH3:30])=[O:27])=[C:23]([C:31]([O:33][CH2:34][CH3:35])=[O:32])[N:22]=1

Participants

6

Reactant 4

HCID 11430Potassium CarbonateHCID 27568621-Bromo-2-butyneHCID 14752650Diethyl 2-bromo-1H-imidazole-4,5-dicarboxylateHCID 59815068dimethyl 2-bromo-1-(3-methyl-2-buten-1-yl)-1H-imidazole-4,5-dicarboxylate

Product 1

HCID 59815044diethyl 2-bromo-1-(but-2-ynyl)-1H-imidazole-4,5-dicarboxylate

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Prepared analogously to 1b from 3.50 g (12.02 mmol) diethyl 2-bromo-imidazole-4,5-dicarboxylate with 1.09 ml (12.1 mmol) 1-bromo-2-butyne and 2.07 g (15.00 mmol) potassium carbonate in 15 ml of dimethylformamide.

Sources & evidence

ORD record
ord-060cf9e597cf4d16a2a121b9f92d5c2a
Source dataset
uspto-grants-2008_10
Patent number
US07439370B2

Reaction notes

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