4-Fluoro-2-(trifluoromethyl)benzenesulfonyl Chloride → 2-(4-Cyclopropyl-phenyl)-8-(4-fluoro-2-trifluoromethyl-benzenesulfonyl)-2,8-diaza-spiro[4.5]decan-1-one

HRID 2194061Notes

Reaction equation

HRID 2194061 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]1[CH:22]=[CH:21][C:20]([S:23](Cl)(=[O:25])=[O:24])=[C:19]([C:27]([F:30])([F:29])[F:28])[CH:18]=1.[CH:31]1([C:34]2[CH:40]=[CH:39][C:37]([NH2:38])=[CH:36][CH:35]=2)[CH2:33][CH2:32]1>>[CH:31]1([C:34]2[CH:40]=[CH:39][C:37]([N:38]3[CH2:13][CH2:12][C:6]4([CH2:7][CH2:8][N:9]([S:23]([C:20]5[CH:21]=[CH:22][C:17]([F:16])=[CH:18][C:19]=5[C:27]([F:30])([F:29])[F:28])(=[O:25])=[O:24])[CH2:10][CH2:11]4)[C:4]3=[O:5])=[CH:36][CH:35]=2)[CH2:33][CH2:32]1

Participants

4

Reactant 3

HCID 27375484-Fluoro-2-(trifluoromethyl)benzenesulfonyl ChlorideHCID 122539274-CyclopropylanilineHCID 567539694-(2-Methoxy-ethyl)-piperidine-4-carboxylic acid ethyl ester

Product 1

HCID 498045162-(4-Cyclopropyl-phenyl)-8-(4-fluoro-2-trifluoromethyl-benzenesulfonyl)-2,8-diaza-spiro[4.5]decan-1-one

Procedure

Light brown solid. MS (ESI): 497.15 (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)), 4-fluoro-2-trifluoromethyl-benzenesulfonyl chloride and 4-cyclopropyl-aniline.

Sources & evidence

ORD record
ord-b753de1c703446e69637eebaf90d336b
Source dataset
uspto-grants-2012_12
Patent number
US08329904B2

Reaction notes

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