3,5-Dimethylisoxazole-4-sulfonyl chloride → 8-(3,5-Dimethyl-isoxazole-4-sulfonyl)-2-[4-(2,2,2-trifluoro-1-methyl-ethoxy)-phenyl]-2,8-diaza-spiro[4.5]decan-1-one

HRID 2194083Notes

Reaction equation

HRID 2194083 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.[CH3:16][C:17]1[C:21]([S:22](Cl)(=[O:24])=[O:23])=[C:20]([CH3:26])[O:19][N:18]=1.[F:27][C:28]([F:40])([F:39])[CH:29]([CH3:38])[O:30][C:31]1[CH:36]=[CH:35][C:34]([NH2:37])=[CH:33][CH:32]=1>>[CH3:16][C:17]1[C:21]([S:22]([N:9]2[CH2:8][CH2:7][C:6]3([C:4](=[O:5])[N:37]([C:34]4[CH:35]=[CH:36][C:31]([O:30][CH:29]([CH3:38])[C:28]([F:27])([F:39])[F:40])=[CH:32][CH:33]=4)[CH2:13][CH2:12]3)[CH2:11][CH2:10]2)(=[O:24])=[O:23])=[C:20]([CH3:26])[O:19][N:18]=1

Participants

4

Reactant 3

HCID 27363193,5-Dimethylisoxazole-4-sulfonyl chlorideHCID 567539694-(2-Methoxy-ethyl)-piperidine-4-carboxylic acid ethyl esterHCID 662775684-(2,2,2-Trifluoro-1-methyl-ethoxy)-aniline

Product 1

HCID 498013578-(3,5-Dimethyl-isoxazole-4-sulfonyl)-2-[4-(2,2,2-trifluoro-1-methyl-ethoxy)-phenyl]-2,8-diaza-spiro[4.5]decan-1-one

Procedure

Light brown solid. MS (ESI): 502.16 (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)), 3,5-dimethyl-isoxazole-4-sulfonyl chloride, 4-(2,2,2-trifluoro-1-methyl-ethoxy)-phenylamine.

Sources & evidence

ORD record
ord-87fd1eb9474046519ddf78293da70971
Source dataset
uspto-grants-2012_12
Patent number
US08329904B2

Reaction notes

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