HCID 135073616, compound → HCID 135058479, compound

HRID 1491492Notes

Reaction equation

HRID 1491492 reaction equation
COc1cccnc1-c1cccc2ccccc12>C(=NN(Cc1ccccc1)Cc1ccccc1)c1ccccn1.C1=CCCC=CCC1.C1=CCCC=CCC1.C1CCOC1.CC1(C)OB(B2OC(C)(C)C(C)(C)O2)OC1(C)C.CC1(C)OBOC1(C)C.C[OH2+].C[OH2+].[Ir].[Ir]>COc1cccnc1-c1c(B2OC(C)(C)C(C)(C)O2)ccc2ccccc12

Participants

7

Reactant 1

HCID 135073616HCID 135073616, compound

Product 1

HCID 135058479HCID 135058479, compoundYield 69%

Reagents, catalysts & solvents 5

HCID 2733548Bis(pinacolato)diboraneReagentHCID 27347684,4,5,5-Tetramethyl[1,3,2]dioxaborolaneReagentHCID 67601456N,N-Dibenzyl-N'-(pyridin-2-ylmethylene)hydrazineReagentHCID 76001521Bis(1,5-cyclooctadiene)dimethoxydiiridiumCatalystHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
80 °C

Procedure

Following the general procedure, column chromatography (EtOAc/nhexane 1:3) afforded 9g (125 mg, 69 %) as a light yellow viscous oil.

Sources & evidence

ORD record
ord-05be27b392b147bd8a072d6a6d75c559
Source dataset
Borylation dataset from Roche

Reaction notes

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