Diboron tetrahydroxide → 1-Methyl-1H-benzoimidazole-6-boronic acid

HRID 2018358Notes

Reaction equation

HRID 2018358 reaction equation

[OH:1][B:2](B(O)O)[OH:3].[CH3:4][n:5]1[c:13]([c:8]2[n:7][cH:6]1)[cH:12][c:11](Br)[cH:10][cH:9]2>>[CH3:4][n:5]1[c:13]([c:8]2[n:7][cH:6]1)[cH:12][c:11]([B:2]([OH:3])[OH:1])[cH:10][cH:9]2

Participants

7

Reactant 2

HCID 10986154Diboron tetrahydroxide

HCID 235376446-Bromo-1-methyl-1H-benzimidazole

Product 1

HCID 467386791-Methyl-1H-benzoimidazole-6-boronic acid

Reagents, catalysts & solvents 4

HCID 25953Cesium fluorideReagent

HCID 167845palladium(II) acetateCatalyst2×

HCID 6342AcetonitrileSolvent

HCID 117669-PhenylanthraceneInternal standard

Conditions

Temperature: 110 °C

Sources & evidence

ORD record: ord-2a484d03996f46beb0cba656bc458118
Source dataset: 39k HTE dataset from Pfizer
DOI: 10.1038/s41557
Original link: View source

Reaction notes

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