A new synthetic route of 13445-16-4

The synthetic route of 13445-16-4 has been constantly updated, and we look forward to future research findings.

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. 13445-16-4, name is 3-Bromo-2,6-dimethoxypyridine, the common compound, a new synthetic route is introduced below. SDS of cas: 13445-16-4

EXAMPLE 1 Preparation of 2,6-dimethoxy-3-bromo-4-(diphenylphosphino)pyridine To a magnetically stirred solution of 4.0 mL of approximatly 2.0M LDA solution (in hexane) (7.98 mmol) was added a solution of 2,6-dimethoxyl-3-bromopyridine (3.14 g, 6.14 mmol) in 10 mL of THF at -78 C. over a period 20 minutes while the internal temperature was kept below -78 C. To the resulting red-brown suspension was added a solution of chlorodiphenylphosphine (1.20 mL, 6.75 mmol) in the 10 mL of THF at -78 C. The reaction mixture was allowed to warm to ambient temperature overnight and was poured into 20 mL water. The organic product was extracted with dichloromethane (3*20 mL). The combined extract was dried with anhydrous magnesium sulfate and was concentrated in vaccuo to give a crude product which was recrystallized in methanol to give 2.34 g of pure product (95% theoretical yield). 1 H-NMR(400 MHz): delta 3.83 (s, 3H, OCH3), 4.00 (s, 3H, OCH3), 5.71 (d, JPH =2.4 Hz, 1H, PyH’s), 7.38~7.28 (m, 10H, PhH’s). 31 P-NMR(161 MHz): delta-4.18 ppm. 13 C-NMR(101 MHz): delta 53.61, 54.48, 101.73 (J=27.8 Hz), 106.52 (J=2.1 Hz), 128.76 (J=7.6 Hz), 129.38, 134.07, 134.27, 134.33, 134.43, 154.13 (J=16.0 Hz), 158.62 (J=5.6 Hz), 161.5. mass spectrum (high resolution): M.W.=401.0, consistent with C19 H17 NPBrO2, melting point: 149.7~150.8 C.

The synthetic route of 13445-16-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; The Hong Kong Polytechnic University; US5886182; (1999); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem