N-Benzyl-4-methylbenzamide → HCID 178425852, compound

HRID 1491071Notes

Reaction equation

HRID 1491071 reaction equation
Cc1ccc(C(=O)NCc2ccccc2)cc1>C1=CCCC=CCC1.C1=CCCC=CCC1.C1CCOC1.CC1(C)OB(B2OC(C)(C)C(C)(C)O2)OC1(C)C.C[OH2+].C[OH2+].Cc1[nH]c2c(NC(=O)c3ccc(-c4ccccn4)nc3)cccc2c1C.[Ir].[Ir]>Cc1ccc(C(=O)NCc2ccccc2)c(B2OC(C)(C)C(C)(C)O2)c1

Participants

6

Reactant 1

HCID 228681N-Benzyl-4-methylbenzamide

Product 1

HCID 178425852HCID 178425852, compoundYield 71%

Reagents, catalysts & solvents 4

HCID 2733548Bis(pinacolato)diboraneReagentHCID 178433626HCID 178433626, compoundReagentHCID 76001521Bis(1,5-cyclooctadiene)dimethoxydiiridiumCatalystHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
60 °C

Procedure

Isolated by chromatography using deactivated silica gel and ethyl acetate and petroleum ether (6:1 to 1:1) as the eluent.

Sources & evidence

ORD record
ord-d7961d7dac5f43fab6c26a5287f9fdc2
Source dataset
Borylation dataset from Roche

Reaction notes

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