4-(Aminomethyl)benzamide → 4-({[({[(2R)-4-(3,4-Dichlorobenzyl)morpholin-2-yl]methyl}amino)carbonyl]amino}methyl)benzamide

HRID 1371445Notes

Reaction equation

HRID 1371445 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:26]=[CH:27][C:28]=1[Cl:29])[CH2:5][N:6]1[CH2:11][CH2:10][O:9][C@H:8]([CH2:12][NH:13][C:14](=[O:25])OC2C=CC([N+]([O-])=O)=CC=2)[CH2:7]1.[NH2:30][CH2:31][C:32]1[CH:40]=[CH:39][C:35]([C:36]([NH2:38])=[O:37])=[CH:34][CH:33]=1>CN(C)C=O>[Cl:1][C:2]1[CH:3]=[C:4]([CH:26]=[CH:27][C:28]=1[Cl:29])[CH2:5][N:6]1[CH2:11][CH2:10][O:9][C@H:8]([CH2:12][NH:13][C:14]([NH:30][CH2:31][C:32]2[CH:33]=[CH:34][C:35]([C:36]([NH2:38])=[O:37])=[CH:39][CH:40]=2)=[O:25])[CH2:7]1

Participants

4

Reactant 2

HCID 25128184-(Aminomethyl)benzamideHCID 867603424-Nitrophenyl [(2R)-4-(3,4-dichlorobenzyl)morpholin-2-yl]methylcarbamate

Product 1

HCID 98250344-({[({[(2R)-4-(3,4-Dichlorobenzyl)morpholin-2-yl]methyl}amino)carbonyl]amino}methyl)benzamideYield 74.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Example 55 was prepared in an analogous manner to Example 43 from Intermediate 14 (0.109 g) and 4-aminomethylbenzamide (0.045 g) using N,N-dimethylformamide as solvent to yield the title compound (0.0828 g).

Sources & evidence

ORD record
ord-acd419e2322849849068584106ccd3ad
Source dataset
uspto-grants-2007_01
Patent number
US07157457B2

Reaction notes

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