Benzenesulfonyl chloride → 8-Benzenesulfonyl-2-[6-(2,2,2-trifluoro-ethoxy)-pyridin-3-yl]-2,8-diaza-spiro[4.5]decan-1-one

HRID 2194100Notes

Reaction equation

HRID 2194100 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.[C:16]1([S:22](Cl)(=[O:24])=[O:23])[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.[F:26][C:27]([F:38])([F:37])[CH2:28][O:29][C:30]1[N:35]=[CH:34][C:33]([NH2:36])=[CH:32][CH:31]=1>>[C:16]1([S:22]([N:9]2[CH2:8][CH2:7][C:6]3([C:4](=[O:5])[N:36]([C:33]4[CH:34]=[N:35][C:30]([O:29][CH2:28][C:27]([F:38])([F:26])[F:37])=[CH:31][CH:32]=4)[CH2:13][CH2:12]3)[CH2:11][CH2:10]2)(=[O:24])=[O:23])[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

4

Reactant 3

HCID 7369Benzenesulfonyl chlorideHCID 5431566-(2,2,2-Trifluoroethoxy)pyridin-3-amineHCID 567539694-(2-Methoxy-ethyl)-piperidine-4-carboxylic acid ethyl ester

Product 1

HCID 595778928-Benzenesulfonyl-2-[6-(2,2,2-trifluoro-ethoxy)-pyridin-3-yl]-2,8-diaza-spiro[4.5]decan-1-one

Procedure

Light brown crystalline solid. MS (ESI): 470.3. (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)), benzenesulfonyl chloride and 6-(2,2,2-trifluoro-ethoxy)-pyridin-3-ylamine.

Sources & evidence

ORD record
ord-91467f278edf4ef2aa84a4a945604300
Source dataset
uspto-grants-2012_12
Patent number
US08329904B2

Reaction notes

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