2-amino-N-(4-chlorophenyl)benzamide → 2-[[1-(4-Pyridyl)piperidin-4-ylcarbonyl]amino]-N-(4-chlorophenyl)benzamide hydrochloride

HRID 395828Notes

Reaction equation

HRID 395828 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9](=[O:17])[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[NH2:16])=[CH:4][CH:3]=1.[N:18]1[CH:23]=[CH:22][C:21]([N:24]2[CH2:32][CH2:31][CH:27]([C:28](Cl)=[O:29])[CH2:26][CH2:25]2)=[CH:20][CH:19]=1>>[ClH:1].[N:18]1[CH:23]=[CH:22][C:21]([N:24]2[CH2:25][CH2:26][CH:27]([C:28]([NH:16][C:11]3[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=3[C:9]([NH:8][C:5]3[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=3)=[O:17])=[O:29])[CH2:31][CH2:32]2)=[CH:20][CH:19]=1

Participants

3

Reactant 2

HCID 6704722-amino-N-(4-chlorophenyl)benzamideHCID 111837001-(4-Pyridinyl)-4-piperidinecarbonyl chloride

Product 1

HCID 181745382-[[1-(4-Pyridyl)piperidin-4-ylcarbonyl]amino]-N-(4-chlorophenyl)benzamide hydrochlorideYield 146.1%

Procedure

Using the procedure described in Example 138, N-(4-chlorophenyl)-2-aminobenzamide (0.97 mmol) and N-(4-pyridyl)isonipecotoyl chloride (1.8 mmol), purifying with RPHPLC Method A, yielded 334 mg (37%) of the title compound.

Workup

  1. custompurifying with RPHPLC Method A

Sources & evidence

ORD record
ord-708870c1e3104e6da507b364addd0bab
Source dataset
uspto-grants-2003_08
Patent number
US06605626B2

Reaction notes

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