Potassium Carbonate → Y 36912

HRID 344549Notes

Reaction equation

HRID 344549 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][CH2:35]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]([CH2:35][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 282170[(3-Chloropropane-1-sulfonyl)methyl]benzeneHCID 699663304-amino-5-chloro-2-methoxy-N-(piperidin-4-ylmethyl)benzamide dihydrochloride

Product 1

HCID 3025958Y 36912Yield 41.3%

Procedure

4-Amino-5-chloro-2-methoxy-N-(piperidin-4-ylmethyl)benzamide dihydrochloride (8.00 g) as a starting compound, 3-benzylsulfonylpropyl chloride (6.03 g) and potassium carbonate (13.4 g) were reacted and purified in the same manner as in Example 199 to give 4.40 g of 4-amino-5-chloro-2-methoxy-N-((1-(3-benzylsulfonylpropyl)piperidin-4-yl)methyl)-benzamide, m.p. 166°-168° C.

Workup

  1. custompurified in the same manner as in Example 199

Sources & evidence

ORD record
ord-3974740491c14d74a30f6aef905d1884
Source dataset
uspto-grants-1999_01
Patent number
US05864039

Reaction notes

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