2-Trifluoromethylbenzenesulphonyl chloride → 2-[4-(2,2,2-Trifluoro-ethyl)-phenyl]-8-(2-trifluoromethyl-benzenesulfonyl)-2,8-diaza-spiro[4.5]decan-1-one

HRID 2194062Notes

Reaction equation

HRID 2194062 reaction equation
C(O[C:4]([C:6]1([CH2:12][CH2:13]OC)[CH2:11][CH2:10][NH:9][CH2:8][CH2:7]1)=[O:5])C.[F:16][C:17]([F:29])([F:28])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=1[S:24](Cl)(=[O:26])=[O:25].[F:30][C:31]([F:41])([F:40])[CH2:32][C:33]1[CH:39]=[CH:38][C:36]([NH2:37])=[CH:35][CH:34]=1>>[F:30][C:31]([F:40])([F:41])[CH2:32][C:33]1[CH:39]=[CH:38][C:36]([N:37]2[CH2:13][CH2:12][C:6]3([CH2:7][CH2:8][N:9]([S:24]([C:19]4[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=4[C:17]([F:29])([F:28])[F:16])(=[O:26])=[O:25])[CH2:10][CH2:11]3)[C:4]2=[O:5])=[CH:35][CH:34]=1

Participants

4

Reactant 3

HCID 1366162-Trifluoromethylbenzenesulphonyl chlorideHCID 148368584-(2,2,2-Trifluoroethyl)anilineHCID 567539694-(2-Methoxy-ethyl)-piperidine-4-carboxylic acid ethyl ester

Product 1

HCID 498045172-[4-(2,2,2-Trifluoro-ethyl)-phenyl]-8-(2-trifluoromethyl-benzenesulfonyl)-2,8-diaza-spiro[4.5]decan-1-one

Procedure

Off-white solid. MS (ESI): 521.13 (MH+). This example was prepared in analogy to example 1 step C) to D) from 4-(2-methoxy-ethyl)-piperidine-4-carboxylic acid ethyl ester (example 1 step B)), 2-trifluoromethyl-benzenesulfonyl chloride and 4-(2,2,2-trifluoroethyl)-aniline.

Sources & evidence

ORD record
ord-16b8864776984aba9c0e635825c323a0
Source dataset
uspto-grants-2012_12
Patent number
US08329904B2

Reaction notes

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