4-Chloro-2-methyl-7-azaindole → 4-chloro-2-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine

HRID 1490437Notes

Reaction equation

HRID 1490437 reaction equation
Cc1cc2c(Cl)ccnc2[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]>Cc1cc2c(Cl)c(B3OC(C)(C)C(C)(C)O3)cnc2[nH]1

Participants

6

Reactant 1

HCID 210816754-Chloro-2-methyl-7-azaindole

Product 1

HCID 1018796714-chloro-2-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridineYield 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-c267762d9bb34da084816874f5c7ae38
Source dataset
Borylation dataset from Roche

Reaction notes

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