1H-Pyrrolo(2,3-b)pyridine → 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine

HRID 1490469Notes

Reaction equation

HRID 1490469 reaction equation
c1cnc2[nH]ccc2c1>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]>CC1(C)OB(c2c[nH]c3ncccc23)OC1(C)C

Participants

6

Reactant 1

HCID 92221H-Pyrrolo(2,3-b)pyridine

Product 1

HCID 497588723-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridineYield 55%

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-62ffb242e29f4da3bcac30f919bb3f89
Source dataset
Borylation dataset from Roche

Reaction notes

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