[3-(4-Methylpiperazine-1-carbonyl)phenyl]boronic acid → {3-[8-(2-Chloro-3,6-difluorobenzyl)-5,6,7,8-tetrahydropyrazino[2,3-b]pyrazin-2-yl]phenyl}(4-methylpiperazin-1-yl)methanone

HRID 80546Notes

Reaction equation

HRID 80546 reaction equation
Br[C:2]1[N:7]=[C:6]2[N:8]([CH2:12][C:13]3[C:18]([F:19])=[CH:17][CH:16]=[C:15]([F:20])[C:14]=3[Cl:21])[CH2:9][CH2:10][NH:11][C:5]2=[N:4][CH:3]=1.[CH3:22][N:23]1[CH2:28][CH2:27][N:26]([C:29]([C:31]2[CH:32]=[C:33](B(O)O)[CH:34]=[CH:35][CH:36]=2)=[O:30])[CH2:25][CH2:24]1>>[Cl:21][C:14]1[C:15]([F:20])=[CH:16][CH:17]=[C:18]([F:19])[C:13]=1[CH2:12][N:8]1[CH2:9][CH2:10][NH:11][C:5]2[N:4]=[CH:3][C:2]([C:35]3[CH:36]=[C:31]([C:29]([N:26]4[CH2:27][CH2:28][N:23]([CH3:22])[CH2:24][CH2:25]4)=[O:30])[CH:32]=[CH:33][CH:34]=3)=[N:7][C:6]1=2

Participants

3

Reactant 2

HCID 44119392[3-(4-Methylpiperazine-1-carbonyl)phenyl]boronic acidHCID 866594227-Bromo-1-(2-chloro-3,6-difluorobenzyl)-1,2,3,4-tetrahydropyrazino[2,3-b]pyrazine

Product 1

HCID 67007807{3-[8-(2-Chloro-3,6-difluorobenzyl)-5,6,7,8-tetrahydropyrazino[2,3-b]pyrazin-2-yl]phenyl}(4-methylpiperazin-1-yl)methanone

Procedure

The entitled compound was prepared from 7-bromo-1-(2-chloro-3,6-difluorobenzyl)-1,2,3,4-tetrahydropyrazino[2,3-b]pyrazine and 3-(4-Methylpiperazine-1-carbonyl)phenylboronicacid, pinacol ester using Suzuki coupling conditions as described in Example 1.

Sources & evidence

ORD record
ord-d9256e9d413a495a9983a81301cce0aa
Source dataset
uspto-grants-2014_09
Patent number
US08846664B2

Reaction notes

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