Acetaldehyde → 4-amino-5-chloro-N-((1-(3-(N-(3,4-dichlorobenzyl)-N-ethylamino)propyl)-piperidin-4-yl)methyl)-2-methoxybenzamide

HRID 344427Notes

Reaction equation

HRID 344427 reaction equation
[NH2:1][C:2]1[C:30]([Cl:31])=[CH:29][C:5]([C:6]([NH:8][CH2:9][CH:10]2[CH2:15][CH2:14][N:13]([CH2:16][CH2:17][CH2:18][NH:19][CH2:20][C:21]3[CH:26]=[CH:25][C:24]([Cl:27])=[C:23]([Cl:28])[CH:22]=3)[CH2:12][CH2:11]2)=[O:7])=[C:4]([O:32][CH3:33])[CH:3]=1.[CH:34](=O)[CH3:35].C([BH3-])#N.[Na+]>>[NH2:1][C:2]1[C:30]([Cl:31])=[CH:29][C:5]([C:6]([NH:8][CH2:9][CH:10]2[CH2:11][CH2:12][N:13]([CH2:16][CH2:17][CH2:18][N:19]([CH2:20][C:21]3[CH:26]=[CH:25][C:24]([Cl:27])=[C:23]([Cl:28])[CH:22]=3)[CH2:34][CH3:35])[CH2:14][CH2:15]2)=[O:7])=[C:4]([O:32][CH3:33])[CH:3]=1

Participants

4

Reactant 3

HCID 177AcetaldehydeHCID 5003444Sodium cyanoborohydrideHCID 541265184-amino-5-chloro-N-((1-(3-(3,4-dichlorobenzylamino)propyl)piperidin-4-yl)methyl)-2-methoxybenzamide

Product 1

HCID 545476394-amino-5-chloro-N-((1-(3-(N-(3,4-dichlorobenzyl)-N-ethylamino)propyl)-piperidin-4-yl)methyl)-2-methoxybenzamide

Procedure

4-Amino-5-chloro-N-((1-(3-(3,4-dichlorobenzylamino)propyl)-piperidin-4-yl)methyl)-2-methoxybenzamide (2.0 g) as starting compound, acetaldehyde (0.27 ml) and sodium cyanoborohydride (0.3 g) were reacted and treated in the same manner as in Example 136 to give 0.7 g of 4-amino-5-chloro-N-((1-(3-(N-(3,4-dichlorobenzyl)-N-ethylamino)propyl)-piperidin-4-yl)methyl)-2-methoxybenzamide.

Workup

  1. customwere reacted
  2. additiontreated in the same manner as in Example 136

Sources & evidence

ORD record
ord-6cb8e13795324b9098741fa1fcae86f1
Source dataset
uspto-grants-1999_01
Patent number
US05864039

Reaction notes

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