Sodium hydride → 1-[(2'-t-Butoxycarbonylbiphenyl-4-yl)methyl]-2-butyl-4-butyrylimidazole-5-carbonitrile
Reaction equation
[CH2:1]([C:5]1[NH:6][C:7]([C:15]#[N:16])=[C:8]([C:10](=[O:14])[CH2:11][CH2:12][CH3:13])[N:9]=1)[CH2:2][CH2:3][CH3:4].BrC[C:19]1[CH:20]=[C:21]([C:31]([O:33][C:34]([CH3:37])([CH3:36])[CH3:35])=[O:32])[C:22]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)=[CH:23][CH:24]=1.[H-].[Na+].[CH3:40]N(C)C(=O)C>>[C:34]([O:33][C:31]([C:21]1[CH:20]=[CH:19][CH:24]=[CH:23][C:22]=1[C:25]1[CH:26]=[CH:27][C:28]([CH2:40][N:6]2[C:7]([C:15]#[N:16])=[C:8]([C:10](=[O:14])[CH2:11][CH2:12][CH3:13])[N:9]=[C:5]2[CH2:1][CH2:2][CH2:3][CH3:4])=[CH:29][CH:30]=1)=[O:32])([CH3:37])([CH3:36])[CH3:35]Participants
5
Procedure
Following a procedure similar to that described in Example 45(a), but using 0.877 g of 2-butyl-4-butyryl imidazole-5-carbonitrile (prepared as described in Preparation 26), 1.53 g of t-butyl 4-(bromomethyl )-biphenyl-2-carboxylate and 0.175 g of sodium hydride (as a 55% w/w dispersion in mineral oil) in 18 ml of N,N-dimethylacetamide, 0.99 g of the title compound was obtained as a viscous oil.
Sources & evidence
- ORD record
- ord-1e34d891da6d413b87993644a79b2186
- Source dataset
- uspto-grants-1997_07
- Patent number
- US05646171
Reaction notes
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