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2-((5-Bromopyridin-3-yl)methyl)isoindoline-1,3-dione → 2-[5-(6-chloro-1-methyl-1H-indol-2-yl)-pyridin-3-ylmethyl]isoindole-1,3-dione

HRID 593639
Notes
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Reaction equation

HRID 593639 reaction equation
[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([CH:6]=[C:7](B(O)O)[N:8]2[CH3:11])=[CH:4][CH:3]=1.Br[C:16]1[CH:17]=[C:18]([CH2:22][N:23]2[C:31](=[O:32])[C:30]3[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=3)[C:24]2=[O:33])[CH:19]=[N:20][CH:21]=1>>[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([CH:6]=[C:7]([C:16]3[CH:17]=[C:18]([CH2:22][N:23]4[C:24](=[O:33])[C:25]5[C:30](=[CH:29][CH:28]=[CH:27][CH:26]=5)[C:31]4=[O:32])[CH:19]=[N:20][CH:21]=3)[N:8]2[CH3:11])=[CH:4][CH:3]=1
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 229922612-((5-Bromopyridin-3-yl)methyl)isoindoline-1,3-dioneHCID 441195946-Chloro-1-methyl-1H-indole-2-boronic acid

Product 1

HCID 582155392-[5-(6-chloro-1-methyl-1H-indol-2-yl)-pyridin-3-ylmethyl]isoindole-1,3-dione

Procedure

6-Chloro-1-methyl-indole-2-boronic acid and 2-(5-bromo-pyridin-3-ylmethyl)-isoindole-1,3-dione are processed according to the method described in Example 100 to give 2-[5-(6-chloro-1-methyl-1H-indol-2-yl)-pyridin-3-ylmethyl]-isoindole-1,3-dione. MS (ESI) m/z 402.1 (M+H)+.

Sources & evidence

ORD record
ord-03c745afc7a24b829efe8f74bd46587f
Source dataset
uspto-grants-2016_01
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09242963B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes