Application of 94446-97-6, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 94446-97-6, name is 2-Bromo-3-(bromomethyl)pyridine. A new synthetic method of this compound is introduced below.
General procedure: A mixture of quinazolinone 19a or 19b-c (1.0 mmol) and NaH in DMF was maintained under N2 for 5 min. The appropriate haloderivative or aryloxirane was added (1.0mmol) andthe mixture was microwave irradiated at 120 C (power set point 250W; ramp time 30 sec; hold time 5 min). After cooling, the mixture was poured insat. NH4Cl solution (30 mL) and the obtained precipitate wascollected by filtration. The solid was purified by crystallization to give thetitle compounds.3-[(2?-Bromopyridin-3?-yl)methyl]-6,7-dimethoxyquinazolin-4(3H)-one (1). From 19a and 2-bromo-3-bromomethylpyridine:yield 26% (EtOAc); mp 282C;1H NMR (300 MHz, DMSO-d6): delta 8.43 (s, 1 H, 2-H); 8.32 (dd, J = 3.4 and 2.8 Hz, 1 H, 6?-H), 7.45 (s,1 H, 5-H or 10-H), 7.41-7.39 (m, 2 H, 4?-H and 5?-H), 7.20 (s, 1 H, 5-H or10-H), 5.19 (s, 2 H, NCH2), 3.93 (s, 3 H, OCH3), 3.86 (s,3 H, OCH3). 13CNMR (75 MHz, DMSO-d6): delta 159.39, 154.64, 149.02, 148.84, 146.65, 144.10,141.39, 137.22, 133.00, 123.60, 114.54, 107.99, 105.02, 55.99, 55.66, 48.75. Anal.calcd. for C16H14BrN3O3: C, 51.08;H, 3.75; Br, 21.24; N, 11.17; found: C, 51.10; H, 3.77; Br, 21.20; N, 11.19.HRMS (ESI-TOF) for C16H15BrN3O3 [M+ H]+: calcd.: 376.0291, found: 376.0296.
At the same time, in my other blogs, there are other synthetic methods of this type of compound,94446-97-6, 2-Bromo-3-(bromomethyl)pyridine, and friends who are interested can also refer to it.
Reference:
Article; Marzaro, Giovanni; Castagliuolo, Ignazio; Schirato, Giulia; Palu’, Giorgio; Dalla Via, Martina; Chilin, Adriana; Brun, Paola; European Journal of Medicinal Chemistry; vol. 115; (2016); p. 416 – 425;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem