Cyclopropanesulfonyl chloride → (5RS,6RS)-8-Cyclopropanesulfonyl-6-hydroxy-2-(4-trifluoromethoxy-phenyl)-2,8-diaza-spiro[4.5]decan-1-one

HRID 1260486Notes

Reaction equation

[OH:1][CH:2]1[CH2:23][NH:22][CH2:21][CH2:20][C:3]21[C:7](=[O:8])[N:6]([C:9]1[CH:14]=[CH:13][C:12]([O:15][C:16]([F:19])([F:18])[F:17])=[CH:11][CH:10]=1)[CH2:5][CH2:4]2.[CH:24]1([S:27](Cl)(=[O:29])=[O:28])[CH2:26][CH2:25]1>>[CH:24]1([S:27]([N:22]2[CH2:21][CH2:20][C:3]3([C:7](=[O:8])[N:6]([C:9]4[CH:14]=[CH:13][C:12]([O:15][C:16]([F:19])([F:17])[F:18])=[CH:11][CH:10]=4)[CH2:5][CH2:4]3)[CH:2]([OH:1])[CH2:23]2)(=[O:29])=[O:28])[CH2:26][CH2:25]1

Participants

Reactant 2

HCID 2760919Cyclopropanesulfonyl chloride

HCID 58056623HCID 58056623, compound

Product 1

HCID 56602663(5RS,6RS)-8-Cyclopropanesulfonyl-6-hydroxy-2-(4-trifluoromethoxy-phenyl)-2,8-diaza-spiro[4.5]decan-1-one

Procedure

The title compound was prepared in analogy to example 2 step B from a mixture of (5SR,6RS)-6-hydroxy-2-(4-trifluoromethoxy-phenyl)-2,8-diaza-spiro[4.5]decan-1-one (described in example 2 step A) and cyclopropanesulfonyl chloride. Colourless solid. MS (ESI): 435.3 (MH+)

Sources & evidence

ORD record: ord-81d4093ba53c46a2aaddb679343afdeb
Source dataset: uspto-grants-2013_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08470843B2

Reaction notes

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