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

HRID 395823Notes

Reaction equation

HRID 395823 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9][C:10](=[O:19])[C:11]2[CH:16]=[C:15]([F:17])[CH:14]=[CH:13][C:12]=2[NH2:18])=[CH:5][CH:4]=1.[N:20]1[CH:25]=[CH:24][C:23]([N:26]2[CH2:34][CH2:33][CH:29]([C:30]([Cl:32])=[O:31])[CH2:28][CH2:27]2)=[CH:22][CH:21]=1>>[ClH:32].[F:17][C:15]1[CH:14]=[CH:13][C:12]([NH:18][C:30]([CH:29]2[CH2:28][CH2:27][N:26]([C:23]3[CH:22]=[CH:21][N:20]=[CH:25][CH:24]=3)[CH2:34][CH2:33]2)=[O:31])=[C:11]([CH:16]=1)[C:10]([NH:9][C:6]1[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=1)=[O:19]

Participants

3

Reactant 2

HCID 111837001-(4-Pyridinyl)-4-piperidinecarbonyl chlorideHCID 18174421N-(4-methoxyphenyl)-2-amino-5-fluorobenzamide

Product 1

HCID 181746365-Fluoro-2-[[1-(4-pyridyl)piperidin-4-ylcarbonyl]amino]-N-(4-methoxyphenyl)benzamide HydrochlorideYield 58%

Procedure

Using the procedure described in Example 138, N-(4-methoxyphenyl)-2-amino-5-fluorobenzamide (1.8 mmol) and N-(4-pyridyl)isonipecotoyl chloride (3.6 mmol), purifying with RPHPLC Method A, yielded 500 mg (58%) of the title compound.

Workup

  1. custompurifying with RPHPLC Method A

Sources & evidence

ORD record
ord-248c1a95c73b4552b15c76c4f9ba7551
Source dataset
uspto-grants-2003_08
Patent number
US06605626B2

Reaction notes

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