Potassium Carbonate → 4-amino-5-chloro-2-methoxy-N-((1-(2-benzylsulfonylethyl)piperidin-4-yl)methyl)-benzamide

HRID 344548Notes

Reaction equation

HRID 344548 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.[CH2:23]([S:30]([CH2:33][CH2:34]Cl)(=[O:32])=[O:31])[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1.C(=O)([O-])[O-].[K+].[K+]>>[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]([CH2:34][CH2:33][S:30]([CH2:23][C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)(=[O:31])=[O:32])[CH2:16][CH2:17]2)=[O:9])=[C:6]([O:21][CH3:22])[CH:5]=1

Participants

4

Reactant 3

HCID 11430Potassium CarbonateHCID 99230(((2-Chloroethyl)sulfonyl)methyl)benzeneHCID 699663304-amino-5-chloro-2-methoxy-N-(piperidin-4-ylmethyl)benzamide dihydrochloride

Product 1

HCID 540516524-amino-5-chloro-2-methoxy-N-((1-(2-benzylsulfonylethyl)piperidin-4-yl)methyl)-benzamideYield 88.6%

Procedure

4-Amino-5-chloro-2-methoxy-N-(piperidin-4-ylmethyl)benzamide dihydrochloride (1.50 g) as a starting compound, 2-benzylsulfonylethyl chloride (1.21 g) and potassium carbonate (1.54 g) were reacted and treated in the same manner as in Example 199 to give 1.72 g of 4-amino-5-chloro-2-methoxy-N-((1-(2-benzylsulfonylethyl)piperidin-4-yl)methyl)-benzamide,

Workup

  1. additiontreated in the same manner as in Example 199

Sources & evidence

ORD record
ord-6f2ca228842f44ec84aec0c4972e930c
Source dataset
uspto-grants-1999_01
Patent number
US05864039

Reaction notes

Loading…