Potassium Carbonate → cis-4-amino-5-chloro-2-methoxy-N-((3-methoxy-1-(6-oxo-6-phenylhexyl)-piperidin-4-yl)methyl)benzamide

HRID 344557Notes

Reaction equation

HRID 344557 reaction equation
Cl.Cl.[NH2:3][C:4]1[C:21]([Cl:22])=[CH:20][C:7]([C:8]([NH:10][CH2:11][C@H:12]2[CH2:17][CH2:16][NH:15][CH2:14][C@H:13]2[O:18][CH3:19])=[O:9])=[C:6]([O:23][CH3:24])[CH:5]=1.Br[CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][C:31]([C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)=[O:32].C(=O)([O-])[O-].[K+].[K+]>>[NH2:3][C:4]1[C:21]([Cl:22])=[CH:20][C:7]([C:8]([NH:10][CH2:11][C@H:12]2[CH2:17][CH2:16][N:15]([CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][C:31](=[O:32])[C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=3)[CH2:14][C@H:13]2[O:18][CH3:19])=[O:9])=[C:6]([O:23][CH3:24])[CH:5]=1

Participants

4

Reactant 3

HCID 11430Potassium CarbonateHCID 112422601-Hexanone, 6-bromo-1-phenyl-HCID 70075847cis-4-Amino-5-chloro-2-methoxy-N-((3-methoxypiperidin-4-yl)methyl)-benzamide dihydrochloride

Product 1

HCID 70075538cis-4-amino-5-chloro-2-methoxy-N-((3-methoxy-1-(6-oxo-6-phenylhexyl)-piperidin-4-yl)methyl)benzamideYield 60.8%

Procedure

cis-4-Amino-5-chloro-2-methoxy-N-((3-methoxypiperidin-4-yl)methyl)-benzamide dihydrochloride (0.88 g) as a starting compound, 6-bromo-1-phenyl-1-hexanone (0.67 g) and potassium carbonate (1.37 g) were reacted and purified in the same manner as in Example 172 to give 0.67 g of cis-4-amino-5-chloro-2-methoxy-N-((3-methoxy-1-(6-oxo-6-phenylhexyl)-piperidin-4-yl)methyl)benzamide, m.p. 99°-101° C.

Workup

  1. custompurified in the same manner as in Example 172

Sources & evidence

ORD record
ord-159ca74117bb47eab762b8da865c3927
Source dataset
uspto-grants-1999_01
Patent number
US05864039

Reaction notes

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