2-(Trifluoromethoxy)benzene-1-sulfonyl chloride → Methanesulfonic acid 4-[1-oxo-8-(2-trifluoromethoxy-benzenesulfonyl)-2,8-diaza-spiro[4.5]dec-2-yl]-phenyl ester

HRID 2194046Notes

Reaction equation

HRID 2194046 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]([F:30])([F:29])[O:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[S:25](Cl)(=[O:27])=[O:26].[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>>[O:5]=[C:4]1[C:6]2([CH2:7][CH2:8][N:9]([S:25]([C:20]3[CH:21]=[CH:22][CH:23]=[CH:24][C:19]=3[O:18][C:17]([F:30])([F:29])[F:16])(=[O:27])=[O:26])[CH2:10][CH2:11]2)[CH2:12][CH2:13][N:31]1[C:32]1[CH:37]=[CH:36][C:35]([O:38][S:39]([CH3:42])(=[O:41])=[O:40])=[CH:34][CH:33]=1

Participants

4

Reactant 3

HCID 27772152-(Trifluoromethoxy)benzene-1-sulfonyl chlorideHCID 19885019Phenol, 4-amino-, 1-methanesulfonateHCID 567539694-(2-Methoxy-ethyl)-piperidine-4-carboxylic acid ethyl ester

Product 1

HCID 49803635Methanesulfonic acid 4-[1-oxo-8-(2-trifluoromethoxy-benzenesulfonyl)-2,8-diaza-spiro[4.5]dec-2-yl]-phenyl ester

Procedure

Light brown solid. MS (ESI): 549.09 (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)), 2-trifluoromethoxy-benzenesulfonyl chloride and methanesulfonic acid 4-amino-phenyl ester.

Sources & evidence

ORD record
ord-3e9bfb786c9f4994aa743bd4b631366b
Source dataset
uspto-grants-2012_12
Patent number
US08329904B2

Reaction notes

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