HCID 141373826, compound → HCID 102495449, compound

HRID 1491488Notes

Reaction equation

HRID 1491488 reaction equation
c1ccc2c(-c3ccc4c5c(cccc35)CC4)nccc2c1>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]>CC1(C)OB(c2cc3c4c(cccc4c2-c2nccc4ccccc24)CC3)OC1(C)C

Participants

7

Reactant 1

HCID 141373826HCID 141373826, compound

Product 1

HCID 102495449HCID 102495449, compoundYield 79%

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
50 °C

Procedure

Following the general procedure, column chromatography (EtOAc/nhexane 1:4) afforded 9c (160 mg, 79 %) as a yellow solid.

Sources & evidence

ORD record
ord-0837ae1efc6d4b7fb5b2a67ee40ac839
Source dataset
Borylation dataset from Roche

Reaction notes

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