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

HRID 1490434Notes

Reaction equation

HRID 1490434 reaction equation
Cc1nc2ccccc2[nH]1>C1=CCCC=CCC1.C1=CCCC=CCC1.C1CCOC1.CC(C)(C)c1ccnc(-c2cc(C(C)(C)C)ccn2)c1.CC1(C)OB(B2OC(C)(C)C(C)(C)O2)OC1(C)C.C[OH2+].C[OH2+].[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 27%

Reagents, catalysts & solvents 4

HCID 2733548Bis(pinacolato)diboraneReagentHCID 42491874,4'-Di-tert-butyl-2,2'-bipyridylReagentHCID 76001521Bis(1,5-cyclooctadiene)dimethoxydiiridiumCatalystHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
80 °C

Sources & evidence

ORD record
ord-edb44184ad9b4e1bac0d47308a0f2c0f
Source dataset
Borylation dataset from Roche

Reaction notes

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