ethyl 2-methyl-1H-indole-3-carboxylate → Ethyl 2-methyl-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole-3-carboxylate

HRID 1490585

Reaction equation

HRID 1490585 reaction equation
CCOC(=O)c1c(C)[nH]c2ccccc12>C1=CCCC=CCC1.C1=CCCC=CCC1.CC(C)(C)c1ccnc(-c2cc(C(C)(C)C)ccn2)c1.CC1(C)OB(B2OC(C)(C)C(C)(C)O2)OC1(C)C.CCCCCC.C[OH2+].C[OH2+].[Ir].[Ir]>CCOC(=O)c1c(C)[nH]c2c(B3OC(C)(C)C(C)(C)O3)cccc12

Participants

6

Reactant 1

HCID 4072358ethyl 2-methyl-1H-indole-3-carboxylate

Product 1

HCID 24960599Ethyl 2-methyl-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole-3-carboxylateYield 64%

Reagents, catalysts & solvents 4

HCID 2733548Bis(pinacolato)diboraneReagentHCID 42491874,4'-Di-tert-butyl-2,2'-bipyridylReagentHCID 76001521Bis(1,5-cyclooctadiene)dimethoxydiiridiumCatalystHCID 8058HexaneSolvent

Conditions

Temperature
60 °C

Sources & evidence

ORD record
ord-76f888b89be1471b8f20bbaec2a532c5
Source dataset
Borylation dataset from Roche

Linked notes

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