Benzaldehyde → HCID 53680137, compound

HRID 344424Notes

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][CH2:19][CH2:20][NH:21][CH2:22][CH:23]3[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]3)[CH2:12][CH2:11]2)=[O:7])=[C:4]([O:32][CH3:33])[CH:3]=1.[CH:34](=O)[C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1.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][CH2:19][CH2:20][N:21]([CH2:34][C:35]3[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=3)[CH2:22][CH:23]3[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28]3)[CH2:14][CH2:15]2)=[O:7])=[C:4]([O:32][CH3:33])[CH:3]=1

Participants

Reactant 3

HCID 240Benzaldehyde

HCID 5003444Sodium cyanoborohydride

HCID 54352556HCID 54352556, compound

Product 1

HCID 53680137HCID 53680137, compoundYield 52.2%

Procedure

4-Amino-5-chloro-N-((1-(5-(cyclohexylmethylamino)pentyl)piperidin-4-yl)methyl)-2-methoxybenzamide (0.79 g) as starting compound, benzaldehyde (0.19 g) and sodium cyanoborohydride (0.23 g) were reacted and treated in the same manner as in Example 136 to give 0.49 g of 4-amino-N-((1-(5-(N-benzyl-N-(cyclohexylmethyl)amino)pentyl)piperidin-4-yl)methyl)-5-chloro-2-methoxybenzamide.

Workup

customwere reacted
additiontreated in the same manner as in Example 136

Sources & evidence

ORD record: ord-47df8ce248574412ba1b8f8047353188
Source dataset: uspto-grants-1999_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05864039

Reaction notes

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