N,N-dipropylbutane-1,4-diamine → N-[4-({[4-(dipropylamino)butyl]amino}methyl)benzyl]-N-(1H-imidazol-2-ylmethyl)-1H-imidazole-2-carboxamide

HRID 68636Notes

Reaction equation

HRID 68636 reaction equation
[CH:1]([C:3]1[CH:23]=[CH:22][C:6]([CH2:7][N:8]([CH2:16][C:17]2[NH:18][CH:19]=[CH:20][N:21]=2)[C:9]([C:11]2[NH:12][CH:13]=[CH:14][N:15]=2)=[O:10])=[CH:5][CH:4]=1)=O.C[Si](C)(C)CCOCN1C=CN=C1C=O.[CH2:39]([N:42]([CH2:48][CH2:49][CH3:50])[CH2:43][CH2:44][CH2:45][CH2:46][NH2:47])[CH2:40][CH3:41]>>[CH2:48]([N:42]([CH2:39][CH2:40][CH3:41])[CH2:43][CH2:44][CH2:45][CH2:46][NH:47][CH2:1][C:3]1[CH:23]=[CH:22][C:6]([CH2:7][N:8]([CH2:16][C:17]2[NH:18][CH:19]=[CH:20][N:21]=2)[C:9]([C:11]2[NH:12][CH:13]=[CH:14][N:15]=2)=[O:10])=[CH:5][CH:4]=1)[CH2:49][CH3:50]

Participants

4

Reactant 3

HCID 7138396N,N-dipropylbutane-1,4-diamineHCID 136002351-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole-2-carbaldehydeHCID 86632126N-(4-formylbenzyl)-N-(1H-imidazol-2-ylmethyl)-1H-imidazole-2-carboxamide

Product 1

HCID 59649556N-[4-({[4-(dipropylamino)butyl]amino}methyl)benzyl]-N-(1H-imidazol-2-ylmethyl)-1H-imidazole-2-carboxamide

Procedure

The same procedure as a series of reactions of Example 1 was carried out, except that the compound 18 was used in place of 1-({[2-(trimethylsilyl)ethyloxy]methyl}-1H-imidazole-2-carboaldehyde and N,N-dipropyl-1,4-butanediamine was used in place of {[4-(methyloxy)phenyl]methyl}amine, to obtain the title compound having the following physical properties.

Sources & evidence

ORD record
ord-29c53b03a88c41fc8b05284b39e04e04
Source dataset
uspto-grants-2014_09
Patent number
US08822459B2

Reaction notes

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