Analyzing the synthesis route of 8-Chloroimidazo[1,2-a]pyrazine

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 8-Chloroimidazo[1,2-a]pyrazine, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 69214-33-1, name is 8-Chloroimidazo[1,2-a]pyrazine, belongs to pyrazines compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 69214-33-1, SDS of cas: 69214-33-1

General procedure: The title Compound 30 (12 mg, yield: 19%) was obtained in the same manner as in Example 5 using 4-[2-oxo-3-(piperidin-4-ylmethyl)-3,4-dihydroquinazolin-1(2H)-yl]picolinonitrile dihydrochloride obtained in Step 2 of Example 27 and 8-chloroimidazo[1,2-a]pyrazine. ESI-MS m/z: 465 (M+H)+, 1H-NMR (300 MHz, CDCl3, delta): 8.80-8.78 (m, 1H), 7.84-7.83 (m, 1H), 7.67-7.65 (m, 1H), 7.53 (d, J=1.5 Hz, 1H), 7.48-7.47 (m, 2H), 7.33 (d, J=4.8 Hz, 1H), 7.19-7.07 (m, 3H), 6.40-6.37 (m, 1H), 5.48-5.43 (m, 2H), 4.56 (s, 2H), 3.39 (d, J=6.9 Hz, 2H), 3.10-3.00 (m, 2H), 2.17-2.10 (m, 1H), 1.88-1.85 (m, 2H), 1.52-1.38 (m, 2H) Step 1: 3-{[1-(6,7-Dimethoxyquinazolin-4-yl)piperidin-4-yl]methyl}-3,4-dihydroquinazolin-2(1H)-one (300 mg, 0.69 mmol) obtained by the method described in Chemical & Pharmaceutical Bulletin 1990, 38(6), 1591 was dissolved in DMF (3.0 mL), and sodium hydride (about 60 wt %, 33 mg) and methyl 2-(bromomethyl)-benzoate (190 mg, 0.83 mmol) were sequentially added thereto in an ice bath. After the resulting mixture was stirred at room temperature for 2 hours, a saturated aqueous sodium bicarbonate solution was added to the reaction mixture, and the resulting mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, and then dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (a chloroform/methanol mixed solvent), whereby methyl 2-[(3-{[1-(6,7-dimethoxyquinazolin-4-yl)piperidin-4-yl]methyl}-2-oxo-3,4-dihydroquinazolin-1(2H)-yl)methyl]benzoate (355 mg, yield: 88%) was obtained. ESI-MS m/z: 582 (M+H)+, 1H-NMR (400 MHz, CDCl3, delta): 8.66 (s, 1H), 8.04 (d, J=7.8 Hz, 1H), 7.41-7.36 (m, 1H), 7.32-7.27 (m, 2H), 7.15-7.06 (m, 4H), 6.99-6.94 (m, 1H), 6.57 (d, J=8.8 Hz, 1H), 5.52 (s, 2H), 4.57 (s, 2H), 4.22-4.15 (br m, 2H), 4.02 (s, 3H), 3.97 (s, 3H), 3.93 (s, 3H), 3.50 (d, J=7.8 Hz, 2H), 3.12-3.02 (m, 2H), 2.18-2.08 (m, 1H), 1.96-1.87 (br m, 2H), 1.66-1.55 (br m, 2H)

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 8-Chloroimidazo[1,2-a]pyrazine, and friends who are interested can also refer to it.