Electric Literature of 1303587-99-6, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 1303587-99-6, name is 2-Chloro-7,8-dihydro-6H-pyrimido[5,4-b][1,4]oxazine belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.
Synthesis ofN-(3-methoxy-4-(2-methylpyridin-4-yl) phenyl)-, 8-dihydro-6H-pyrimido [5, 4- b] [I, 4] oxazin-2-amine [0350] To a stirred solution of 2-chloro-7, 8-dihydro-6H-pyrimido [5, 4-b] [1, 4] oxazine (1 g, 5.81 mmol) in isopropyl alcohol (20 mL) under argon atmosphere were added 3- methoxy-4-(2-methylpyridin-4-yl) aniline (1.2 g, 5.81 mmol) and concentrated hydrochloric acid (12M, 0.5 mL) at RT. The reaction mixture was stirred at 120 C for 48 h in a sealed tube. After completion of the reaction (monitored by TLC), the volatile components were removed in vacuo. The resultant residue was basified with a saturated sodium bicarbonate solution (50 mL) and extracted with a 10% MeOH:CH2Cl2 solution (2 x 50 mL). The combined organic extracts were dried over sodium sulfate, filtered and concentrated in vacuo. The crude material was purified by silica gel column chromatography using 6% MeOH:CH2Cl2 to afford N-(3-methoxy-4-(2-methylpyridin-4-yl) phenyl)-7, 8-dihydro-6H- pyrimido [5, 4-b] [1, 4] oxazin-2-amine (950 mg, 47%) as a pale yellow solid. 1H-NMR (DMSO-d6, 500 MHz): delta 8.96 (s, IH), 8.36-8.35 (m, IH), 7.73 (s, IH), 7.51 (s, IH), 7.37 (d, 2H), 7.33 (s, IH), 7.29-7.28 (m, IH), 7.21 (d, IH), 4.07-4.05 (m, 2H), 3.78 (s, 3H), 3.45-3.43 (m, 2H), 2.47 (s, 3H); LC-MS: 350.2 (M+1); (column; X-Bridge C-18 (50 3.0 mm, 3.5 mupiiota); RT 2.47 min. 0.05% aq TFA: ACN; 0.80 mL/min); UPLC (column; Acquity UPLC BEH C-18 2.1 X 50 mm, 1.7 mupiiota); RT 1.20 min. ACN: 0.025% TFA (Aq); 0.50 mL/min; TLC: 10% MeOH:CH2Cl2 (R/. 0.6).
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 2-Chloro-7,8-dihydro-6H-pyrimido[5,4-b][1,4]oxazine, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; FORUM PHARMACEUTICALS INC.; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; MCRINER, Andrew, J.; WO2015/66697; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics