[3-(2-Hydroxyethyl)phenyl]boronic acid → HCID 59540563, compound

HRID 1677452Notes

Reaction equation

HRID 1677452 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.[OH:17][CH2:18][CH2:19][C:20]1[CH:21]=[C:22](B(O)O)[CH:23]=[CH:24][CH:25]=1>CCOC(C)=O>[OH:17][CH2:18][CH2:19][C:20]1[CH:25]=[C:24]([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:23]=[CH:22][CH:21]=1

Participants

4

Reactant 2

HCID 21091620[3-(2-Hydroxyethyl)phenyl]boronic acidHCID 578292181-(2-Bromo-5H-pyrrolo[2,3-b]pyrazin-7-yl)-2,2-dimethylpropan-1-one

Product 1

HCID 59540563HCID 59540563, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

1-{2-[3-(2-Hydroxy-ethyl)-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-(2-hydroxyethyl)benzeneboronic acid following general procedures as described in these Examples. Silica gel chromatography using 20-100% EtOAc in hexanes as eluant provided 69 mg (41%) of a yellow solid. MP 202-203° C., M+H=324.

Sources & evidence

ORD record
ord-a90dcafe97ce402c96cfb8ff07d701a8
Source dataset
uspto-grants-2011_08
Patent number
US08008298B2

Reaction notes

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