Acetaldehyde → HCID 54509210, compound

HRID 344422Notes

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[C:32]4[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=4)[CH:26]=[CH:25][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[C:32]4[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=4)[CH:26]=[CH:25][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 53923114HCID 53923114, compound

Product 1

HCID 54509210HCID 54509210, compound

Procedure

4-Amino-5-chloro-2-methoxy-N-((1-(5-(1-naphthylmethylamino)pentyl)-piperidin-4-yl)methyl)benzamide (1.43 g) as starting compound, acetaldehyde (0.16 ml) and sodium cyanoborohydride (0.38 g) were reacted and treated in the same manner as in Example 136 to give 0.75 g of 4-amino-5-chloro-N-((1-(5-(N-ethyl-N-(1-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-295561ed0f434cdba779ae15ac16cdfd
Source dataset: uspto-grants-1999_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05864039

Reaction notes

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