Potassium Carbonate → 4-amino-5-chloro-N-((1-(6-(3-chloro-4-methoxyphenyl)-6-oxohexyl)-piperidin-4-yl)methyl)-2-methoxybenzamide

HRID 344462

Reaction equation

Cl.Cl.[NH2:3][C:4]1[C:19]([Cl:20])=[CH:18][C:7]([C:8]([NH:10][CH2:11][CH:12]2[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]2)=[O:9])=[C:6]([O:21][CH3:22])[CH:5]=1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][C:35]([C:37]1[CH:42]=[CH:41][C:40]([O:43][CH3:44])=[C:39]([Cl:45])[CH:38]=1)=[O:36]>>[NH2:3][C:4]1[C:19]([Cl:20])=[CH:18][C:7]([C:8]([NH:10][CH2:11][CH:12]2[CH2:13][CH2:14][N:15]([CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][C:35]([C:37]3[CH:42]=[CH:41][C:40]([O:43][CH3:44])=[C:39]([Cl:45])[CH:38]=3)=[O:36])[CH2:16][CH2:17]2)=[O:9])=[C:6]([O:21][CH3:22])[CH:5]=1

Participants

Reactant 3

HCID 11430Potassium Carbonate

HCID 544516236-Bromo-1-(3-chloro-4-methoxyphenyl)-1-hexanone

HCID 699663304-amino-5-chloro-2-methoxy-N-(piperidin-4-ylmethyl)benzamide dihydrochloride

Product 1

HCID 538129284-amino-5-chloro-N-((1-(6-(3-chloro-4-methoxyphenyl)-6-oxohexyl)-piperidin-4-yl)methyl)-2-methoxybenzamideYield 36.2%

Procedure

4-Amino-5-chloro-2-methoxy-N-(piperidin-4-ylmethyl)benzamide dihydrochloride (0.86 g) as starting compound, potassium carbonate (2.0 g) and 6-bromo-1-(3-chloro-4-methoxyphenyl)-1-hexanone (0.82 g) were reacted and treated in the same manner as in Example 172 to give 0.45 g of 4-amino-5-chloro-N-((1-(6-(3-chloro-4-methoxyphenyl)-6-oxohexyl)-piperidin-4-yl)methyl)-2-methoxybenzamide.

Workup

customwere reacted
additiontreated in the same manner as in Example 172

Sources & evidence

ORD record: ord-8453334b1809452ba7ba6e58ebe9e8dd
Source dataset: uspto-grants-1999_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05864039

Linked notes

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