Acetaldehyde → HCID 53773943, compound

HRID 344423Notes

Reaction equation

[NH2:1][C:2]1[C:34]([Cl:35])=[CH:33][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][C:23]3[CH:32]=[CH:31][C:30]4[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=4)[CH:24]=3)[CH2:12][CH2:11]2)=[O:7])=[C:4]([O:36][CH3:37])[CH:3]=1.[CH:38](=O)[CH3:39].C([BH3-])#N.[Na+]>>[NH2:1][C:2]1[C:34]([Cl:35])=[CH:33][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][N:21]([CH2:38][CH3:39])[CH2:22][C:23]3[CH:32]=[CH:31][C:30]4[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=4)[CH:24]=3)[CH2:12][CH2:11]2)=[O:7])=[C:4]([O:36][CH3:37])[CH:3]=1

Participants

Reactant 3

HCID 177Acetaldehyde

HCID 5003444Sodium cyanoborohydride

HCID 54465414HCID 54465414, compound

Product 1

HCID 53773943HCID 53773943, compound

Procedure

4-Amino-5-chloro-2-methoxy-N-((1-(5-(2-naphthylmethylamino)pentyl)-piperidin-4-yl)methyl)benzamide (1.50 g) as starting compound, acetaldehyde (0.18 ml) and sodium cyanoborohydride (0.40 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-(5-(N-ethyl-N-(2-naphthylmethyl)amino)pentyl)-piperidin-4-yl)methyl)-2-methoxybenzamide.

Workup

customwere reacted
additiontreated in the same manner as in Example 136

Sources & evidence

ORD record: ord-c3d14214f7c64e34a53ded3b48fc3461
Source dataset: uspto-grants-1999_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05864039

Reaction notes

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