2-Methylbenzimidazole → 2-Methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazole

HRID 1490435Notes

Reaction equation

HRID 1490435 reaction equation
Cc1nc2ccccc2[nH]1>C1=CCCC=CCC1.C1=CCCC=CCC1.C1CCOC1.CC1(C)OB(B2OC(C)(C)C(C)(C)O2)OC1(C)C.C[OH2+].C[OH2+].Cc1cnc2c(ccc3c(C)c(C)cnc32)c1C.[Ir].[Ir]>Cc1nc2ccc(B3OC(C)(C)C(C)(C)O3)cc2[nH]1

Participants

6

Reactant 1

HCID 119842-Methylbenzimidazole

Product 1

HCID 467380352-Methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazoleYield 94%

Reagents, catalysts & solvents 4

HCID 742653,4,7,8-Tetramethyl-1,10-phenanthrolineReagentHCID 2733548Bis(pinacolato)diboraneReagentHCID 76001521Bis(1,5-cyclooctadiene)dimethoxydiiridiumCatalystHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
80 °C

Sources & evidence

ORD record
ord-5976d2c1909149c48d0dfec3e71976e4
Source dataset
Borylation dataset from Roche

Reaction notes

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