Application of 31599-60-7, A common heterocyclic compound, 31599-60-7, name is 1-Iodo-2,3-dimethylbenzene, molecular formula is C8H9I, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
5-{[6-(l,3-Thiazol-4-yl)pyridin-3-yl]methyl}-255-dihydro- 3H-pyrazolo[4,3-c]cinnolin-3-one (66 mg, 0.18 mmol) was dissolved in degassed NN- dimetliylformamide (1 mL) and copper (I) iodide (35 mg, 0.22 mmol, 1.2 equiv), l-iodo-2,3- dimethylbenzene (51 mg, 0.22 mmol, 1.2 equiv), (+/-)-rralphan5-N,iV-dimethylcyclohexane-lJ2-diamine (78 mg, 0.549 mmol, 3 equiv) and potassium phosphate (0.27 g, 1.3 mmol, 7 equiv) were added. The vessel was sealed and placed into an oil bath preheated at 105 0C for 40 minutes. The mixture cooled to ambient temperature, diluted with water (5 mL) and extracted with ethyl acetate (3 x 30 mL). The combined organic extracts were washed three times with water and once with brine, dried with sodium sulfate, filtered and concentrated in vacuo. The residue was purified by silica gel gradient chromatography (100:0 to 96:4; chloroform : methanol), providing the titled compound: 1H-NMR (400 MHz, CDCl3) delta 8.87 (IH, s), 8.69 (IH, s), 8.31 (IH, d, J – 8.2 Hz), 8.16 (2H, m), 7.77 (IH3 d, /= 8.2 Hz), 7.57 (4H, m), 7.28 (IH, m), 7.22 (IH, d, J = 3.9 Hz), 5.90 (2H, s), 2.37 (3H, s), 2.21 (3H,s) ppm; high resolution mass spectrometry (ES+) m/z 465.1499 [(M+H)” ; calculated for C26H2IN6OS : 465.1492] .
The synthetic route of 31599-60-7 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; MERCK SHARP &; DOHME CORP.; BESHORE, Douglas, C.; KUDUK, Scott, D.; WO2010/96338; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com