(4-(3-Hydrazinyl-3-oxopropyl)phenyl)boronic acid → 3-{4-[8-(2-Chloro-3,6-difluorobenzyl)-5,6,7,8-tetrahydropyrazino[2,3-b]pyrazin-2-yl]phenyl}propanehydrazide

HRID 80544Notes

Reaction equation

HRID 80544 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.[NH:22]([C:24](=[O:36])[CH2:25][CH2:26][C:27]1[CH:32]=[CH:31][C:30](B(O)O)=[CH:29][CH:28]=1)[NH2:23]>>[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:30]3[CH:29]=[CH:28][C:27]([CH2:26][CH2:25][C:24]([NH:22][NH2:23])=[O:36])=[CH:32][CH:31]=3)=[N:7][C:6]1=2

Participants

3

Reactant 2

HCID 44118554(4-(3-Hydrazinyl-3-oxopropyl)phenyl)boronic acidHCID 866594227-Bromo-1-(2-chloro-3,6-difluorobenzyl)-1,2,3,4-tetrahydropyrazino[2,3-b]pyrazine

Product 1

HCID 670079263-{4-[8-(2-Chloro-3,6-difluorobenzyl)-5,6,7,8-tetrahydropyrazino[2,3-b]pyrazin-2-yl]phenyl}propanehydrazide

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 4-(3-Hydrazino-3-oxopropyl)benzeneboronic acid using Suzuki coupling conditions as described in Example 1.

Sources & evidence

ORD record
ord-8e8fb2c241f5460fa05e1dd1b48f3589
Source dataset
uspto-grants-2014_09
Patent number
US08846664B2

Reaction notes

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