Isoquinoline, 1-(1-naphthalenyl)- → HCID 101547934, compound

HRID 1491480Notes

Reaction equation

HRID 1491480 reaction equation
c1ccc2c(-c3nccc4ccccc34)cccc2c1>C(=NN(Cc1ccccc1)Cc1ccccc1)c1ccccn1.C1=CCCC=CCC1.C1=CCCC=CCC1.C1CCOC1.CC1(C)OBOC1(C)C.[Cl-].[Cl-].[Ir].[Ir]>CC1(C)OB(c2ccc3ccccc3c2-c2nccc3ccccc23)OC1(C)C

Participants

6

Reactant 1

HCID 3838254Isoquinoline, 1-(1-naphthalenyl)-

Product 1

HCID 101547934HCID 101547934, compoundYield 50%

Reagents, catalysts & solvents 4

HCID 27347684,4,5,5-Tetramethyl[1,3,2]dioxaborolaneReagentHCID 67601456N,N-Dibenzyl-N'-(pyridin-2-ylmethylene)hydrazineReagentHCID 82923HCID 82923, compoundCatalystHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
80 °C

Procedure

Following the general procedure, column chromatography (EtOAc/nhexane 1:3) afforded 9a (160 mg, 84 %) as a light yellow solid. Evaporation from EtOAc/n-hexane afforded X-Ray quality crystals.

Sources & evidence

ORD record
ord-092d2d2703c745e1b1c49ec5e0253899
Source dataset
Borylation dataset from Roche

Reaction notes

Loading…