Potassium Carbonate → 4-amino-5-chloro-2-methoxy-N-((1-(3-(4-methoxybenzyl)-sulfonylpropyl)piperidin-4-yl)methyl)benzamide

HRID 344550Notes

Reaction equation

HRID 344550 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.[CH3:23][O:24][C:25]1[CH:38]=[CH:37][C:28]([CH2:29][C:30](=[S:34](=[O:36])=[O:35])[CH2:31][CH2:32]Cl)=[CH:27][CH:26]=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]([CH2:32][CH2:31][C:30](=[S:34](=[O:36])=[O:35])[CH2:29][C:28]3[CH:37]=[CH:38][C:25]([O:24][CH3:23])=[CH:26][CH:27]=3)[CH2:16][CH2:17]2)=[O:9])=[C:6]([O:21][CH3:22])[CH:5]=1

Participants

4

Reactant 3

HCID 11430Potassium CarbonateHCID 699663304-amino-5-chloro-2-methoxy-N-(piperidin-4-ylmethyl)benzamide dihydrochlorideHCID 867536393-(4-Methoxybenzyl)-sulfonylpropyl chloride

Product 1

HCID 867536384-amino-5-chloro-2-methoxy-N-((1-(3-(4-methoxybenzyl)-sulfonylpropyl)piperidin-4-yl)methyl)benzamideYield 54%

Procedure

4-Amino-5-chloro-2-methoxy-N-(piperidin-4-ylmethyl)benzamide dihydrochloride (10.0 g) as a starting compound, 3-(4-methoxybenzyl)-sulfonylpropyl chloride (8.50 g) and potassium carbonate (16.8 g) were reacted and purified in the same manner as in Example 199 to give 7.60 g of 4-amino-5-chloro-2-methoxy-N-((1-(3-(4-methoxybenzyl)-sulfonylpropyl)piperidin-4-yl)methyl)benzamide, m.p. 111°-112° C.

Workup

  1. custompurified in the same manner as in Example 199

Sources & evidence

ORD record
ord-fee8f642aee64d61b35f396dfdd3ade9
Source dataset
uspto-grants-1999_01
Patent number
US05864039

Reaction notes

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