1-(4-Bromophenyl)cyclobutanol → 8-(2-Chloro-benzenesulfonyl)-2-[4-(1-hydroxy-cyclobutyl)-phenyl]-2,8-diaza-spiro[4.5]decan-1-one

HRID 2194209Notes

Reaction equation

HRID 2194209 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8]([N:11]1[CH2:21][CH2:20][C:14]2([C:18](=[O:19])[NH:17][CH2:16][CH2:15]2)[CH2:13][CH2:12]1)(=[O:10])=[O:9].Br[C:23]1[CH:28]=[CH:27][C:26]([C:29]2([OH:33])[CH2:32][CH2:31][CH2:30]2)=[CH:25][CH:24]=1>>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8]([N:11]1[CH2:21][CH2:20][C:14]2([C:18](=[O:19])[N:17]([C:23]3[CH:28]=[CH:27][C:26]([C:29]4([OH:33])[CH2:32][CH2:31][CH2:30]4)=[CH:25][CH:24]=3)[CH2:16][CH2:15]2)[CH2:13][CH2:12]1)(=[O:9])=[O:10]

Participants

3

Reactant 2

HCID 120954191-(4-Bromophenyl)cyclobutanolHCID 595779948-(2-Chloro-benzenesulfonyl)-2,8-diaza-spiro[4.5]decan-1-one

Product 1

HCID 595779188-(2-Chloro-benzenesulfonyl)-2-[4-(1-hydroxy-cyclobutyl)-phenyl]-2,8-diaza-spiro[4.5]decan-1-one

Procedure

The title compound was prepared in analogy to example 148 step F) from 8-(2-chloro-benzenesulfonyl)-2,8-diaza-spiro[4.5]decan-1-one (described in example 148 step E or example 179 step A for an alternative synthesis) and 1-(4-bromo-phenyl)-cyclobutanol (prepared as described in SYNLETT 2004, No. 8, pp 1440-1442). White solid. MS (ESI): 475.0 (MH+).

Workup

  1. customprepared

Sources & evidence

ORD record
ord-f7d038a7947b471782d76ccd613634a0
Source dataset
uspto-grants-2012_12
Patent number
US08329904B2

Reaction notes

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