Methyl 3-boronobenzenesulfonamide → 3-[7-(2,2-Dimethyl-propionyl)-5H-pyrrolo[2,3-b]pyrazin-2-yl]-N-methyl-benzenesulfonamide

HRID 1677445Notes

Reaction equation

HRID 1677445 reaction equation
Br[C:2]1[N:3]=[C:4]2[C:10]([C:11](=[O:16])[C:12]([CH3:15])([CH3:14])[CH3:13])=[CH:9][NH:8][C:5]2=[N:6][CH:7]=1.[CH3:17][NH:18][S:19]([C:22]1[CH:23]=[C:24](B(O)O)[CH:25]=[CH:26][CH:27]=1)(=[O:21])=[O:20]>>[CH3:13][C:12]([CH3:15])([CH3:14])[C:11]([C:10]1[C:4]2[C:5](=[N:6][CH:7]=[C:2]([C:24]3[CH:23]=[C:22]([S:19]([NH:18][CH3:17])(=[O:20])=[O:21])[CH:27]=[CH:26][CH:25]=3)[N:3]=2)[NH:8][CH:9]=1)=[O:16]

Participants

3

Reactant 2

HCID 44886921Methyl 3-boronobenzenesulfonamideHCID 578292181-(2-Bromo-5H-pyrrolo[2,3-b]pyrazin-7-yl)-2,2-dimethylpropan-1-one

Product 1

HCID 595407643-[7-(2,2-Dimethyl-propionyl)-5H-pyrrolo[2,3-b]pyrazin-2-yl]-N-methyl-benzenesulfonamide

Procedure

3-[7-(2,2-Dimethyl-propionyl)-5H-pyrrolo[2,3-b]pyrazin-2-yl]-N-methyl-benzenesulfonamide was prepared starting from 1-(2-bromo-5H-pyrrolo[2,3-b]pyrazin-7-yl)-2,2-dimethyl-propan-1-one and 3-methylsulfamoylphenylboronic acid following general procedures as described in these Examples. MP 245-247° C., M+H=373.

Sources & evidence

ORD record
ord-fe22a2e9a9e0479a8ac412e4705d64c5
Source dataset
uspto-grants-2011_08
Patent number
US08008298B2

Reaction notes

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