| 85% |
With sodium carbonate; In 2-ethoxy-ethanol; for 1h;Inert atmosphere; Microwave irradiation; |
Next, 0.23g of the Hdivm, 1.2g obtained in step 1 above was added.Di-mu-chloro-tetra {4,6-dimethyl-2-[5-(2,6-dimethylphenyl)-3-(3,5-dimethylphenyl)-2-pyrazole Pyrazinyl-kappaN]phenyl-kappaC}dioxime(III) (abbreviation: [Ir(dmdppr-dmp)2Cl]2), 0.51 g of sodium carbonate, and 30 mL of 2-ethoxyethanol are placed in a round-bottomed flask equipped with a reflux tube and placed in the flask. Argon replacement was performed. Then, it was irradiated with microwaves (2.45 GHz, 120 W) for 1 hour for heating. The solvent was removed by distillation, and the resulting residue was filtered with methanol. The resulting solid was dissolved in methylene chloride and filtered through a filter aid laminated in the order of diatomaceous earth, alumina, and diatomaceous earth. The solvent of the filtrate was distilled off, and the resulting solid was recrystallized using dichloromethane and methanol to obtain an organometallic complex [Ir(dmdppr-dmp)2(divm)] of one embodiment of the present invention as a deep liquid. Red powder (yield 66%). In addition, microwaves were irradiated using a microwave synthesis device (manufactured by CEM, Discover).0.5 g of the resulting dark red powder was purified by sublimation using a gradient sublimation method. In the sublimation purification, the solid was heated at 260 C. under the condition that the pressure was 2.9 Pa and argon gas was flowed at a flow rate of 5.0 mL/min. After purification by sublimation, a dark red solid of the object was obtained in 85% yield. The synthetic scheme of Step 2 is shown below (A-2). |
| 72% |
With sodium carbonate; In 2-ethoxy-ethanol; for 2h;Inert atmosphere; Microwave irradiation; |
Then, 1.72 g of [Ir(dmdppr-dmp)2Cl]2 obtained in Step 4, 0.47 g of <strong>[7307-08-6]2,8-dimethyl-4,6-nonanedione</strong> (abbreviation: Hdivm), 0.90 g of sodium carbonate, and 9 mL of 2-ethoxyethanol were put into a round-bottom flask, and the mixture was bubbled with argon for approximately 10 minutes to replace the air in the flask with argon. After that, irradiation with microwaves (2.45 GHz, 120 W) was performed for 2 hours. The solvent was distilled off from the obtained mixture, and the resulting residue was suspended in methanol, filtered, and washed with water and methanol. The obtained solid was dissolved in dichloromethane, and filtered through a filter aid in which Celite, alumina, and Celite were stacked in this order. The solvent in the filtrate was distilled off, recrystallization was performed using dichloromethane and methanol, and the resulting solid was dried by heating at 100 C. under reduced pressure, so that 1.42 g of the organometallic complex [Ir(dmdppr-dmp)2(divm)] was obtained as a dark red powder in a yield of 72%.The synthesis scheme of Step 5 is shown in (a-5) below. Results of analysis of the dark red powder obtained in Step 5 by 1H-NMR are shown below. A 1H-NMR chart is shown in FIG. 8. These results show that an organometallic complex [Ir(dmdppr-dmp)2(divm)](Structural Formula (300)) was synthesized in Step 5. (0171) 1H NMR (CDCl3, 500 MHz): delta(ppm)=0.56-0.63 (dd, 12H), 1.79-1.84 (m, 2H), 1.92 (s, 4H), 2.22 (s, 12H), 5.19 (s, 1H), 6.46-6.47 (d, 2H), 6.52-6.55 (dt, 2H), 6.65-6.68 (t, 2H), 6.93-6.95 (d, 2H), 7.12-7.14 (d, 4H), 7.20-7.22 (d, 2H), 7.51 (s, 6H), 7.73 (s, 4H), 8.48 (s, 2H). |
Chemistry
Pharmaceutical Intermediates
Inhibitors/Agonists
Material Science
For Research Only
110K+ Compounds
Competitive Price
1-2 Day Shipping
