(2-Hydroxyphenyl)boronic acid → HCID 136102036, compound

HRID 1677456Notes

Reaction equation

HRID 1677456 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][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=1B(O)O>CCOC(C)=O>[OH:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=1[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

Participants

4

Reactant 2

HCID 2773454(2-Hydroxyphenyl)boronic acidHCID 578292181-(2-Bromo-5H-pyrrolo[2,3-b]pyrazin-7-yl)-2,2-dimethylpropan-1-one

Product 1

HCID 136102036HCID 136102036, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

1-[2-(2-Hydroxy-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 2-hydroxybenzeneboronic acid following general procedures as described in these Examples. Silica gel chromatography using 5-70% EtOAc in hexanes as eluant gave 53 mg (28%) of a yellow solid. MP 282-283° C., M+H=296.

Sources & evidence

ORD record
ord-45fc3972881345c8b0435de5200b0380
Source dataset
uspto-grants-2011_08
Patent number
US08008298B2

Reaction notes

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