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

HRID 2194084Notes

Reaction equation

HRID 2194084 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.[CH:16]1([S:19](Cl)(=[O:21])=[O:20])[CH2:18][CH2:17]1.[F:23][C:24]([F:36])([F:35])[CH:25]([CH3:34])[O:26][C:27]1[CH:32]=[CH:31][C:30]([NH2:33])=[CH:29][CH:28]=1>>[CH:16]1([S:19]([N:9]2[CH2:8][CH2:7][C:6]3([C:4](=[O:5])[N:33]([C:30]4[CH:31]=[CH:32][C:27]([O:26][CH:25]([CH3:34])[C:24]([F:23])([F:35])[F:36])=[CH:28][CH:29]=4)[CH2:13][CH2:12]3)[CH2:11][CH2:10]2)(=[O:21])=[O:20])[CH2:18][CH2:17]1

Participants

4

Reactant 3

HCID 2760919Cyclopropanesulfonyl chlorideHCID 567539694-(2-Methoxy-ethyl)-piperidine-4-carboxylic acid ethyl esterHCID 662775684-(2,2,2-Trifluoro-1-methyl-ethoxy)-aniline

Product 1

HCID 498013588-Cyclopropanesulfonyl-2-[4-(2,2,2-trifluoro-1-methyl-ethoxy)-phenyl]-2,8-diaza-spiro[4.5]decan-1-one

Procedure

White solid. MS (ESI): 447.15 (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)), cyclopropanesulfonyl chloride, 4-(2,2,2-trifluoro-1-methyl-ethoxy)-phenylamine.

Sources & evidence

ORD record
ord-27209a13bb314a00ae67cdc12352351e
Source dataset
uspto-grants-2012_12
Patent number
US08329904B2

Reaction notes

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