1-(4-Pyridinyl)-4-piperidinecarbonyl chloride → 4,5-Difluoro-2-[[1-(4-pyridyl)piperidin-4-ylcarbonyl]amino]-N-(4-methoxyphenyl)benzamide Hydrochloride

HRID 427672Notes

Reaction equation

HRID 427672 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9][C:10](=[O:20])[C:11]2[CH:16]=[C:15]([F:17])[C:14]([F:18])=[CH:13][C:12]=2[NH2:19])=[CH:5][CH:4]=1.[N:21]1[CH:26]=[CH:25][C:24]([N:27]2[CH2:35][CH2:34][CH:30]([C:31]([Cl:33])=[O:32])[CH2:29][CH2:28]2)=[CH:23][CH:22]=1>>[ClH:33].[F:18][C:14]1[C:15]([F:17])=[CH:16][C:11]([C:10]([NH:9][C:6]2[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:8][CH:7]=2)=[O:20])=[C:12]([NH:19][C:31]([CH:30]2[CH2:29][CH2:28][N:27]([C:24]3[CH:23]=[CH:22][N:21]=[CH:26][CH:25]=3)[CH2:35][CH2:34]2)=[O:32])[CH:13]=1

Participants

3

Reactant 2

HCID 111837001-(4-Pyridinyl)-4-piperidinecarbonyl chlorideHCID 18174583N-(4-methoxyphenyl)-2-amino-4,5-difluorobenzamide

Product 1

HCID 181744794,5-Difluoro-2-[[1-(4-pyridyl)piperidin-4-ylcarbonyl]amino]-N-(4-methoxyphenyl)benzamide HydrochlorideYield 57%

Procedure

Using the procedure described in Example 138, N-(4-methoxyphenyl)-2-amino-4,5-difluorobenzamide (1.8 mmol) and N-(4-pyridyl)isonipecotoyl chloride (3.6 mmol), purifying with RPHPLC Method A, yielded 505 mg (57%) of the title compound.

Workup

  1. custompurifying with RPHPLC Method A

Sources & evidence

ORD record
ord-2fc1f2137ce64f7b86d7b59a2f99604c
Source dataset
uspto-grants-2001_11
Patent number
US06313122B1

Reaction notes

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