Methanesulfonyl chloride → N-{2-[4-(4-fluorobenzoyl)piperidino]ethyl}-4-methanesulfonylamino-N-(2-methoxyphenyl)benzamide

HRID 2505Notes

Reaction equation

HRID 2505 reaction equation
[NH2:1][C:2]1[CH:35]=[CH:34][C:5]([C:6]([N:8]([CH2:17][CH2:18][N:19]2[CH2:24][CH2:23][CH:22]([C:25](=[O:33])[C:26]3[CH:31]=[CH:30][C:29]([F:32])=[CH:28][CH:27]=3)[CH2:21][CH2:20]2)[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[O:15][CH3:16])=[O:7])=[CH:4][CH:3]=1.[CH3:36][S:37](Cl)(=[O:39])=[O:38]>>[F:32][C:29]1[CH:28]=[CH:27][C:26]([C:25]([CH:22]2[CH2:23][CH2:24][N:19]([CH2:18][CH2:17][N:8]([C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=3[O:15][CH3:16])[C:6](=[O:7])[C:5]3[CH:4]=[CH:3][C:2]([NH:1][S:37]([CH3:36])(=[O:39])=[O:38])=[CH:35][CH:34]=3)[CH2:20][CH2:21]2)=[O:33])=[CH:31][CH:30]=1

Participants

3

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 196900434-amino-N-{2-[4-(4-fluorobenzoyl)piperidino]ethyl}-N-(2-methoxyphenyl)benzamide

Product 1

HCID 19690022N-{2-[4-(4-fluorobenzoyl)piperidino]ethyl}-4-methanesulfonylamino-N-(2-methoxyphenyl)benzamideYield 50.7%

Procedure

Using 4-amino-N-{2-[4-(4-fluorobenzoyl)piperidino]ethyl}-N-(2-methoxyphenyl)benzamide (50.0 mg, 0.11 mmol) and methanesulfonyl chloride (0.025 ml, 0.316 mmol), the procedure of Inventive Example 94 was repeated to obtain 29.5 mg (50.7%) of the title compound in a colorless amorphous form.

Sources & evidence

ORD record
ord-88d2038d3eab43a0904c4e3aa426feda
Source dataset
uspto-grants-1998_03
Patent number
US05728835

Reaction notes

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