A new synthetic route of 2-Amino-3-benzyloxypyridine

At the same time, in my other blogs, there are other synthetic methods of this type of compound,24016-03-3, 2-Amino-3-benzyloxypyridine, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 24016-03-3, 2-Amino-3-benzyloxypyridine, 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, Safety of 2-Amino-3-benzyloxypyridine, blongs to pyridine-derivatives compound. Safety of 2-Amino-3-benzyloxypyridine

Step A: Preparation of 3-(benzyloxy)-5-bromopyridin-2-arnine:; 3-(Benzyloxy)pyridin-2-amine (25.0 g, 124.9 mmol) was added to acetonitrile (300 mL) and cooled to 0 0C. l-Bromopyrrolidine-2,5-dione (22.22 g, 124.9 mmol) was added portionwise and the reaction mixture was stirred for 15 minutes, then concentrated to dryness. The residue was dissolved in EtOAc and partitioned with water. The organic layer was washed twice with saturated sodium bicarbonate and once with brine. Activated charcoal was added to the organic layer, and the organic layer was warmed to reflux, then cooled, filtered through a plug of celite, and concentrated to give 9.4 g of the title compound. The celite and charcoal were resupended in EtOAc and filtered through a celite plug to give an additional 3.6 g of the title compound, to provide a total of 12.0 g (34.3% yield). 1H NMR (CDCl3) delta 7.74 (d, IH), 7.41 (m, 5H), 7.08 (d, IH), 5.04 (s, 2H), 4.74 (bs, 2H). Mass spectrum (apci) m/z = 279.1 (M+H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,24016-03-3, 2-Amino-3-benzyloxypyridine, and friends who are interested can also refer to it.

Reference:
Patent; ARRAY BIOPHARMA INC.; AICHER, Thomas Daniel; LEE, Wai-Man; HINKLIN, Ronald Jay; CHICARELLI, Mark Joseph; BOYD, Steven Armen; CONDROSKI, Kevin Ronald; WO2007/53345; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The origin of a common compound about 24016-03-3

According to the analysis of related databases, 24016-03-3, the application of this compound in the production field has become more and more popular.

Electric Literature of 24016-03-3, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 24016-03-3, name is 2-Amino-3-benzyloxypyridine. This compound has unique chemical properties. The synthetic route is as follows.

Example 1A Ethyl 8-(benzyloxy)-2-methylimidazo[1,2-a]pyridine-3-carboxylate 25 g (124.8 mmol) of 2-amino-3-benzyloxypyridine were dissolved in 781 ml of ethanol, 102.7 g (624.2 mmol) of ethyl 2-chloroacetoacetate and two tablespoons of 4 A molecular sieve were added, and the reaction mixture was then heated at reflux (bath temperature 100 C.) for 2 days. The mixture was concentrated, and excess ethyl 2-chloroacetoacetate was removed on a rotary evaporator with dry ice cooling. The residue was purified by silica gel chromatography (mobile phase cyclohexane:ethyl acetate gradient 9:1, 4:1). This gave 20.81 g of the target compound (54% of theory, purity 99%). LC-MS (Method 2): Rt=1.12 min MS (ESpos): m/z=311 (M+H)+ 1H NMR (400 MHz, DMSO-d6): delta=1.35 (t, 3H), 2.59 (s, 3H), 4.34 (q, 2H), 5.32 (s, 2H), 7.01-7.09 (m, 2H), 7.33-7.48 (m, 3H), 7.52 (d, 2H), 8.81-8.86 (m, 1H).

According to the analysis of related databases, 24016-03-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; VAKALOPOULOS, Alexandros; HARTUNG, Ingo; FOLLMANN, Markus; JAUTELAT, Rolf; STRAUB, Alexander; HAssFELD, Jorma; LINDNER, Niels; SCHNEIDER, Dirk; WUNDER, Frank; STASCH, Johannes-Peter; REDLICH, Gorden; LI, Volkhart Min-Jian; BECKER-PELSTER, Eva Maria; KNORR, Andreas; US2014/128386; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem