Acetaldehyde → HCID 54317976, compound

HRID 344428Notes

Reaction equation

[NH2:1][C:2]1[C:31]([Cl:32])=[CH:30][C:5]([C:6]([NH:8][CH2:9][CH:10]2[CH2:15][CH2:14][N:13]([CH2:16][CH2:17][CH2:18][CH2:19][NH:20][CH2:21][C:22]3[CH:27]=[CH:26][C:25]([Cl:28])=[C:24]([Cl:29])[CH:23]=3)[CH2:12][CH2:11]2)=[O:7])=[C:4]([O:33][CH3:34])[CH:3]=1.[CH:35](=O)[CH3:36].C([BH3-])#N.[Na+]>>[NH2:1][C:2]1[C:31]([Cl:32])=[CH:30][C:5]([C:6]([NH:8][CH2:9][CH:10]2[CH2:11][CH2:12][N:13]([CH2:16][CH2:17][CH2:18][CH2:19][N:20]([CH2:21][C:22]3[CH:27]=[CH:26][C:25]([Cl:28])=[C:24]([Cl:29])[CH:23]=3)[CH2:35][CH3:36])[CH2:14][CH2:15]2)=[O:7])=[C:4]([O:33][CH3:34])[CH:3]=1

Participants

Reactant 3

HCID 177Acetaldehyde

HCID 5003444Sodium cyanoborohydride

HCID 54015008HCID 54015008, compound

Product 1

HCID 54317976HCID 54317976, compound

Procedure

4-Amino-5-chloro-N-((1-(4-(3,4-dichlorobenzylamino)butyl)piperidin-4-yl)methyl)-2-methoxybenzamide (1.9 g) as starting compound, acetaldehyde (0.26 ml) and sodium cyanoborohydride (0.3 g) were reacted and treated in the same manner as in Example 136 to give 1.1 g of 4-amino-5-chloro-N-((1-(4-(N-(3,4-dichlorobenzyl)-N-ethylamino)butyl)-piperidin-4-yl)methyl)-2-methoxybenzamide.

Workup

customwere reacted
additiontreated in the same manner as in Example 136

Sources & evidence

ORD record: ord-bd343f71796042479c062047bb9706e3
Source dataset: uspto-grants-1999_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05864039

Reaction notes

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