2-Chloroquinoxaline → 2-(3-Iodobenzyl)-9-(quinoxalin-2-yl)-2,9-diazaspiro[5.5]undecan-1-one

HRID 41570Notes

Reaction equation

HRID 41570 reaction equation
[C:1]1(=[O:12])[C:6]2([CH2:11][CH2:10][NH:9][CH2:8][CH2:7]2)[CH2:5][CH2:4][CH2:3][NH:2]1.[I:13][C:14]1[CH:15]=[C:16]([CH:19]=[CH:20][CH:21]=1)[CH2:17]Br.Cl[C:23]1[CH:32]=[N:31][C:30]2[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=2)[N:24]=1>>[I:13][C:14]1[CH:15]=[C:16]([CH:19]=[CH:20][CH:21]=1)[CH2:17][N:2]1[CH2:3][CH2:4][CH2:5][C:6]2([CH2:11][CH2:10][N:9]([C:23]3[CH:32]=[N:31][C:30]4[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=4)[N:24]=3)[CH2:8][CH2:7]2)[C:1]1=[O:12]

Participants

4

Reactant 3

HCID 2389382-ChloroquinoxalineHCID 27593613-Iodobenzyl bromideHCID 177509242,9-Diazaspiro[5.5]undecan-1-one

Product 1

HCID 672520422-(3-Iodobenzyl)-9-(quinoxalin-2-yl)-2,9-diazaspiro[5.5]undecan-1-one

Procedure

The title compound was synthesized in analogy to method A from 2,9-diazaspiro[5.5]undecan-1-one (TFA salt) [1190586-22-1], 3-iodobenzyl bromide [49617-83-6] and 2-chloroquinoxaline [1448-87-9]. [LCMS RtF=1.99 min, [M+H]+=513.0].

Workup

  1. custom[LCMS RtF=1.99 min, [M+H]+=513.0]

Sources & evidence

ORD record
ord-4e5150db0c1b4210a85f3e441aaf8ac5
Source dataset
uspto-grants-2013_09
Patent number
US08530648B2

Reaction notes

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