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

HRID 2018443Notes

Reaction equation

HRID 2018443 reaction equation

[CH3:1][n:2]1[c:10]([c:5]2[n:4][cH:3]1)[cH:9][c:8](Br)[cH:7][cH:6]2.[OH:11][B:12](B(O)O)[OH:13]>>[CH3:1][n:2]1[c:10]([c:5]2[n:4][cH:3]1)[cH:9][c:8]([B:12]([OH:13])[OH:11])[cH:7][cH:6]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 583616Cesium pivalateReagent

HCID 167845palladium(II) acetateCatalyst2×

HCID 1140TolueneSolvent

HCID 117669-PhenylanthraceneInternal standard

Conditions

Temperature: 110 °C

Sources & evidence

ORD record: ord-9ebcb6ebe359400a840f7a02371c8014
Source dataset: 39k HTE dataset from Pfizer
DOI: 10.1038/s41557
Original link: View source

Reaction notes

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