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

HRID 2194096Notes

Reaction equation

HRID 2194096 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.[CH3:27][O:28][CH2:29][C:30]([C:33]1[CH:38]=[CH:37][C:36]([NH2:39])=[CH:35][CH:34]=1)([CH3:32])[CH3:31]>>[CH3:16][C:17]1[C:21]([S:22]([N:9]2[CH2:8][CH2:7][C:6]3([C:4](=[O:5])[N:39]([C:36]4[CH:35]=[CH:34][C:33]([C:30]([CH3:32])([CH3:31])[CH2:29][O:28][CH3:27])=[CH:38][CH:37]=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 58721874HCID 58721874, compound

Product 1

HCID 595781028-(3,5-Dimethyl-isoxazole-4-sulfonyl)-2-[4-(2-methoxy-1,1-dimethyl-ethyl)-phenyl]-2,8-diaza-spiro[4.5]decan-1-one

Procedure

Off-white solid. MS (ESI): 476.22 (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-methoxy-1,1-dimethyl-ethyl)-phenylamine.

Sources & evidence

ORD record
ord-08942fa4e9584d0e8810e23760f553e7
Source dataset
uspto-grants-2012_12
Patent number
US08329904B2

Reaction notes

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