4-Fluoro-2-(trifluoromethyl)benzenesulfonyl Chloride → Methanesulfonic acid 4-[8-(4-fluoro-2-trifluoromethyl-benzenesulfonyl)-1-oxo-2,8-diaza-spiro[4.5]dec-2-yl]-phenyl ester

HRID 2194070Notes

Reaction equation

HRID 2194070 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]1[CH:22]=[CH:21][C:20]([S:23](Cl)(=[O:25])=[O:24])=[C:19]([C:27]([F:30])([F:29])[F:28])[CH:18]=1.[NH2:31][C:32]1[CH:37]=[CH:36][C:35]([O:38][S:39]([CH3:42])(=[O:41])=[O:40])=[CH:34][CH:33]=1>>[F:16][C:17]1[CH:22]=[CH:21][C:20]([S:23]([N:9]2[CH2:8][CH2:7][C:6]3([C:4](=[O:5])[N:31]([C:32]4[CH:37]=[CH:36][C:35]([O:38][S:39]([CH3:42])(=[O:41])=[O:40])=[CH:34][CH:33]=4)[CH2:13][CH2:12]3)[CH2:11][CH2:10]2)(=[O:25])=[O:24])=[C:19]([C:27]([F:30])([F:29])[F:28])[CH:18]=1

Participants

4

Reactant 3

HCID 27375484-Fluoro-2-(trifluoromethyl)benzenesulfonyl ChlorideHCID 19885019Phenol, 4-amino-, 1-methanesulfonateHCID 567539694-(2-Methoxy-ethyl)-piperidine-4-carboxylic acid ethyl ester

Product 1

HCID 49800502Methanesulfonic acid 4-[8-(4-fluoro-2-trifluoromethyl-benzenesulfonyl)-1-oxo-2,8-diaza-spiro[4.5]dec-2-yl]-phenyl ester

Procedure

Brown solid. MS (ESI): 551.09 (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)), 4-fluoro-2-trifluoromethyl-benzenesulfonyl chloride and methanesulfonic acid 4-amino-phenyl ester.

Sources & evidence

ORD record
ord-4c71e7aeeece4c7b995363940d9304c7
Source dataset
uspto-grants-2012_12
Patent number
US08329904B2

Reaction notes

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