4-(Aminosulphonyl)benzeneboronic acid → 4-[7-(2,2-Dimethyl-propionyl)-5H-pyrrolo[2,3-b]pyrazin-2-yl]-benzenesulfonamide

HRID 1677444Notes

Reaction equation

HRID 1677444 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.[NH2:17][S:18]([C:21]1[CH:26]=[CH:25][C:24](B(O)O)=[CH:23][CH:22]=1)(=[O:20])=[O:19]>>[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:25]=[CH:26][C:21]([S:18]([NH2:17])(=[O:20])=[O:19])=[CH:22][CH:23]=3)[N:3]=2)[NH:8][CH:9]=1)=[O:16]

Participants

3

Reactant 2

HCID 223919774-(Aminosulphonyl)benzeneboronic acidHCID 578292181-(2-Bromo-5H-pyrrolo[2,3-b]pyrazin-7-yl)-2,2-dimethylpropan-1-one

Product 1

HCID 595410564-[7-(2,2-Dimethyl-propionyl)-5H-pyrrolo[2,3-b]pyrazin-2-yl]-benzenesulfonamide

Procedure

4-[7-(2,2-Dimethyl-propionyl)-5H-pyrrolo[2,3-b]pyrazin-2-yl]-benzenesulfonamide was prepared starting from 1-(2-bromo-5H-pyrrolo[2,3-b]pyrazin-7-yl)-2,2-dimethyl-propan-1-one and 4-(aminosulphonyl)benzeneboronic acid following general procedures as described in these Examples. MP 277-278° C., M+H=359.

Sources & evidence

ORD record
ord-f002dcf280d849d887e8c0c78617c693
Source dataset
uspto-grants-2011_08
Patent number
US08008298B2

Reaction notes

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