Category: 135795-46-9

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 135795-46-9, name is 3-Amino-2-bromo-6-methoxypyridine, molecular formula is C6H7BrN2O, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. Quality Control of 3-Amino-2-bromo-6-methoxypyridine

b N-(2-Bromo-6-methoxy-3-pyridinyl)-2-chloro-3-pyridinecarboxamide To a solution of 3-amino-2-bromo-6-methoxypyridine (2.7 g) in methylene chloride (20 ml) and pyridine (1 ml) was added 2-chloronicotinoyl chloride (2.2 g), and the resulting mixture was stirred 20 min. The mixture was then diluted with methylene chloride (100 ml), washed with water (100 ml), dried (anhydrous magnesium sulfate), and concentrated. The semisolid residue was saturated with hexane, filtered, and dried to give 4.1 g of product suitable for use in the next reaction.

With the rapid development of chemical substances, we look forward to future research findings about 135795-46-9.

Reference:
Patent; Boehringer Ingelheim Pharmaceuticals, Inc.; US5366972; (1994); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.135795-46-9, name is 3-Amino-2-bromo-6-methoxypyridine, molecular formula is C6H7BrN2O, molecular weight is 203.04, as common compound, the synthetic route is as follows.Safety of 3-Amino-2-bromo-6-methoxypyridine

2-Bromo-6-methoxypyridin-3-amine (315.6g, 1.56mol, 1.00wt) was charged to a 20000mL flask under nitrogen followed by tetrahydrofuran (2000mL, 6.3vol) and the reaction mixture cooled to -5oC. Sodium bis(trimetylsilylamide) (1M solution in tetrahydrofuran, 3400mL, 3.42mol, 10.9vol) was added dropwise over 2 hours maintaining the temperature below 5oC. The reaction was warmed to room temperature and stirred for 1 hour. The mixture was re-cooled to 0-5oC and di-tert butyl dicarbonate (372.4g, 1.72mol, 1.18wt) solution in tetrahydrofuran (1600mL) added dropwise over 1 hour. The reaction was left to stir under nitrogen over 16 hours after which the 1H-NMR showed complete reaction. Ethanol (6000mL, 19vol) was added to quench the reaction mixture, stirred for 1 hour and concentrated. Dichloromethane (18000mL, 57vol) and saturated ammonium chloride (3000mL, 9.5vol) were charged to the reaction vessel and stirred for 15 minutes. The layers separated and the aqueous layer extracted with dichloromethane (3x 2000mL, 6.3vol). The combined organic fractions were washed with saturated brine (4000mL, 12.7vol), dried over magnesium sulphate, (315g, 1wt), filtered and concentrated under to give a dark red solid (551.4g).The crude product was purified by dry flash chromatography on silica (2x 2200kg, 8wt) eluting with ethyl acetate:heptanes (1:19; Rf 0.28) collecting 2000mL fractions (TLC visualised at UV 254nm and developed by KMNO4). The product containing fractions were combined and concentrated under reduced pressure to give the title compound 19 (368.6g, 78.2%) as a red solid.1H NMR (400MHz, DMSO): d 1.57 (s, 9H), 3.94 (s, 3H), 6.97 (d, J=8.1Hz, 1H), 7.71 (d, J=8.1Hz, 1H), 8.71 (br s, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,135795-46-9, 3-Amino-2-bromo-6-methoxypyridine, and friends who are interested can also refer to it.

Reference:
Article; Badland, Matthew; Devillers, Ingrid; Durand, Corinne; Fasquelle, Veronique; Gaudillire, Bernard; Jacobelli, Henry; Manage, Ajith C.; Pevet, Isabelle; Puaud, Jocelyne; Shorter, Anthony J.; Wrigglesworth, Roger; Tetrahedron Letters; vol. 52; 41; (2011); p. 5292 – 5296;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem