3-(Dibutylamino)propylamine → Methyl 4-({[3-(dibutylamino)propyl]amino}methyl)benzoate
Reaction equation
[CH:1]([C:3]1[CH:12]=[CH:11][C:6]([C:7]([O:9][CH3:10])=[O:8])=[CH:5][CH:4]=1)=O.C[Si](C)(C)CCOCN1C=CN=C1C=O.[CH2:28]([N:32]([CH2:37][CH2:38][CH2:39][CH3:40])[CH2:33][CH2:34][CH2:35][NH2:36])[CH2:29][CH2:30][CH3:31]>>[CH2:28]([N:32]([CH2:37][CH2:38][CH2:39][CH3:40])[CH2:33][CH2:34][CH2:35][NH:36][CH2:1][C:3]1[CH:12]=[CH:11][C:6]([C:7]([O:9][CH3:10])=[O:8])=[CH:5][CH:4]=1)[CH2:29][CH2:30][CH3:31]Participants
4
Procedure
The same procedure as a series of reactions of Example 1 was carried out, except that methyl 4-formylbenzoate was used in place of 1-({[2-(trimethylsilyl)ethyloxy]methyl}-1H-imidazole-2-carboaldehyde and N,N-dibutyl-1,3-propanediamine was used in place of {[4-(methyloxy)phenyl]methyl}amine, to obtain methyl 4-({[3-(dibutylamino)propyl]amino}methyl)benzoate (compound 11-a). The same procedure as a series of reactions of Example 4→Example 5→Example 6→Example 9→Example 10 was carried out, except that the compound 11-a was used in place of the compound 3 in the process of Example 4, to obtain the title compound having the following physical properties.
Sources & evidence
- ORD record
- ord-b900bf3f61e74eb99f0fb4ddcd1b305e
- Source dataset
- uspto-grants-2011_05
- Patent number
- US07951816B2
Reaction notes
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