2-(Trifluoromethoxy)benzene-1-sulfonyl chloride → 8-(2-Trifluoromethoxy-benzenesulfonyl)-2-[4-(2,2,2-trifluoro-1-methyl-ethoxy)-phenyl]-2,8-diaza-spiro[4.5]decan-1-one

HRID 2194085Notes

Reaction equation

HRID 2194085 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:30])([F:29])[O:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[S:25](Cl)(=[O:27])=[O:26].[F:31][C:32]([F:44])([F:43])[CH:33]([CH3:42])[O:34][C:35]1[CH:40]=[CH:39][C:38]([NH2:41])=[CH:37][CH:36]=1>>[F:16][C:17]([F:30])([F:29])[O:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[S:25]([N:9]1[CH2:8][CH2:7][C:6]2([C:4](=[O:5])[N:41]([C:38]3[CH:39]=[CH:40][C:35]([O:34][CH:33]([CH3:42])[C:32]([F:31])([F:43])[F:44])=[CH:36][CH:37]=3)[CH2:13][CH2:12]2)[CH2:11][CH2:10]1)(=[O:27])=[O:26]

Participants

4

Reactant 3

HCID 27772152-(Trifluoromethoxy)benzene-1-sulfonyl chlorideHCID 567539694-(2-Methoxy-ethyl)-piperidine-4-carboxylic acid ethyl esterHCID 662775684-(2,2,2-Trifluoro-1-methyl-ethoxy)-aniline

Product 1

HCID 595780458-(2-Trifluoromethoxy-benzenesulfonyl)-2-[4-(2,2,2-trifluoro-1-methyl-ethoxy)-phenyl]-2,8-diaza-spiro[4.5]decan-1-one

Procedure

Brown solid. MS (ESI): 567.13 (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-trifluoromethoxy-benzenesulfonyl chloride and (4-(2,2,2-trifluoro-1-methyl-ethoxy)-phenylamine.

Sources & evidence

ORD record
ord-03e5fcc9bf3f45f9ab76407e28b681f2
Source dataset
uspto-grants-2012_12
Patent number
US08329904B2

Reaction notes

Loading…