(3,5-Dimethoxyphenyl)boronic acid → HCID 59540810, compound

HRID 1677450Notes

Reaction equation

HRID 1677450 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][O:18][C:19]1[CH:20]=[C:21](B(O)O)[CH:22]=[C:23]([O:25][CH3:26])[CH:24]=1>CCOC(C)=O>[CH3:17][O:18][C:19]1[CH:20]=[C:21]([C:2]2[N:3]=[C:4]3[C:10]([C:11](=[O:16])[C:12]([CH3:15])([CH3:14])[CH3:13])=[CH:9][NH:8][C:5]3=[N:6][CH:7]=2)[CH:22]=[C:23]([O:25][CH3:26])[CH:24]=1

Participants

4

Reactant 2

HCID 4374257(3,5-Dimethoxyphenyl)boronic acidHCID 578292181-(2-Bromo-5H-pyrrolo[2,3-b]pyrazin-7-yl)-2,2-dimethylpropan-1-one

Product 1

HCID 59540810HCID 59540810, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

1-[2-(3,5-Dimethoxy-phenyl)-5H-pyrrolo[2,3-b]pyrazin-7-yl]-2,2-dimethyl-propan-1-one was prepared starting from 1-(2-bromo-5H-pyrrolo[2,3-b]pyrazin-7-yl)-2,2-dimethyl-propan-1-one and (3,5-dimethoxyphenyl)boronic acid following general procedures as described in these Examples. Silica gel chromatography using 10-50% EtOAc in hexanes as eluant provided 90 mg (52%) of a yellow solid. MP 206.9-207.7° C., M+H=340.

Sources & evidence

ORD record
ord-c8d2d84bce9a455dbcb97e72fe5f0171
Source dataset
uspto-grants-2011_08
Patent number
US08008298B2

Reaction notes

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