4-(Trifluoromethoxy)aniline → 4-Fluoro-1-(toluene-4-sulfonyl)-piperidine-4-carboxylic acid (4-trifluoromethoxy-phenyl)-amide

HRID 2381172Notes

Reaction equation

HRID 2381172 reaction equation
[F:1][C:2]1([C:18](O)=[O:19])[CH2:7][CH2:6][N:5]([S:8]([C:11]2[CH:16]=[CH:15][C:14]([CH3:17])=[CH:13][CH:12]=2)(=[O:10])=[O:9])[CH2:4][CH2:3]1.[F:21][C:22]([F:32])([F:31])[O:23][C:24]1[CH:30]=[CH:29][C:27]([NH2:28])=[CH:26][CH:25]=1>>[F:21][C:22]([F:31])([F:32])[O:23][C:24]1[CH:25]=[CH:26][C:27]([NH:28][C:18]([C:2]2([F:1])[CH2:3][CH2:4][N:5]([S:8]([C:11]3[CH:16]=[CH:15][C:14]([CH3:17])=[CH:13][CH:12]=3)(=[O:9])=[O:10])[CH2:6][CH2:7]2)=[O:19])=[CH:29][CH:30]=1

Participants

3

Reactant 2

HCID 6008484-(Trifluoromethoxy)anilineHCID 698103204-Fluoro-1-(toluene-4-sulfonyl)-piperidine-4-carboxylic acid

Product 1

HCID 510010684-Fluoro-1-(toluene-4-sulfonyl)-piperidine-4-carboxylic acid (4-trifluoromethoxy-phenyl)-amideYield 32.7%

Procedure

This material was made in analogy to example 1 from 4-fluoro-1-(toluene-4-sulfonyl)-piperidine-4-carboxylic acid (0.2 g) and 4-trifluoromethoxy-aniline (0.118 g) to give the desired 4-fluoro-1-(toluene-4-sulfonyl)-piperidine-4-carboxylic acid (4-trifluoromethoxy-phenyl)-amide (0.1 g) as a white solid. MS (ESI): 461.2 MH+).

Sources & evidence

ORD record
ord-b71a189c67504816b4647b3e3074a4be
Source dataset
uspto-grants-2012_09
Patent number
US08258158B2

Reaction notes

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