N-benzyl-3-bromobenzamide → HCID 178431025, compound

HRID 1491076Notes

Reaction equation

HRID 1491076 reaction equation
O=C(NCc1ccccc1)c1cccc(Br)c1>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]>CC1(C)OB(c2ccc(Br)cc2C(=O)NCc2ccccc2)OC1(C)C

Participants

6

Reactant 1

HCID 787882N-benzyl-3-bromobenzamide

Product 1

HCID 178431025HCID 178431025, compoundYield 64%

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 (10:0.5 to 10:3.0) as the eluent.

Sources & evidence

ORD record
ord-cdd2ed5a73de4ac98876f7b3bbb76f1f
Source dataset
Borylation dataset from Roche

Reaction notes

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