Diethyl Ether → 2-Propyl-4-pivaloylimidazole-5-carbonitrile

HRID 53045Notes

Reaction equation

HRID 53045 reaction equation
[CH2:1]([C:4]1[NH:5][C:6]([C:11]#N)=[C:7]([C:9]#[N:10])[N:8]=1)[CH2:2][CH3:3].[C:13]([Mg]Cl)([CH3:16])([CH3:15])[CH3:14].C([O:21]CC)C>>[CH2:1]([C:4]1[NH:8][C:7]([C:9]#[N:10])=[C:6]([C:11](=[O:21])[C:13]([CH3:16])([CH3:15])[CH3:14])[N:5]=1)[CH2:2][CH3:3]

Participants

4

Reactant 3

HCID 3283Diethyl EtherHCID 27637212-propyl-1H-imidazole-4,5-dicarbonitrileHCID 178418310HCID 178418310, compound

Product 1

HCID 1784401442-Propyl-4-pivaloylimidazole-5-carbonitrile

Procedure

Following a procedure similar to that described in Preparation 40, but using 3.2 g of 2-propylimidazole-4,5-dicarbonitrile (prepared as described in Preparation 10) and 33 ml of a 2M solution of t-butylmagnesium chloride in diethyl ether, 2.35 g of the title compound were obtained as crystals, melting at 176°-178° C.

Workup

  1. customthat described in Preparation 40

Sources & evidence

ORD record
ord-cd968109fa89432c8f1b46f2be12cab9
Source dataset
uspto-grants-1997_04
Patent number
US05616599

Reaction notes

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