Category: 870997-87-8

Electric Literature of 870997-87-8, 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. 870997-87-8, name is 2-Amino-N-methylnicotinamide. A new synthetic method of this compound is introduced below.

Example 1, Step A, Method A and Method B; A 500 ml round bottomed flask was charged with methyl 2- aminopyridine 3-carboxamide 1 (4.5 g, 29.76 mmol) and 1 ,2-dichloroethane(150 ml). The resulting solution was cooled to -40 C while triphosgene (7 g,23.59 mmol) was slowly added. Triethylamine (4.4 g, 43.48 mmol) was then added via a syringe dropwise at this temperature. The reaction mixture was stirred at -40 C for two hours before warming up gradually to room temperature and maintained at this temperature overnight. The suspension was treated with water (100 ml) and saturated sodium carbonate (100 ml) and separated. The aqueous solution was extracted with dichloromethane. The combined organic layers were dried over sodium sulfate and concentrated on rotavapor. The residue was dried under house vacuum to provide a deep tan solid (4.1 g). This material was mixed with phosphorus oxychloride (50 ml) in a 250 ml flask. The resulting suspension was refluxed for 4 hours. The excess phosphorus oxychloride was removed by distillation under reduced pressure. The residue was dissolved in methylene dichloride (200 ml) and poured into ice (50 g). The suspension was neutralized with saturated sodium carbonate solution and separated. The organic layer was dried over sodium sulfate, concentrated, and dried under vacuum to afford a black gel (1.4 g), which was used directly for the next reaction without purification.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,870997-87-8, 2-Amino-N-methylnicotinamide, and friends who are interested can also refer to it.

Reference:
Patent; SCHERING CORPORATION; PHARMACOPEIA, INC.; WO2008/79279; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 870997-87-8, 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.870997-87-8, name is 2-Amino-N-methylnicotinamide, molecular formula is C7H9N3O, molecular weight is 151.17, as common compound, the synthetic route is as follows.

(2) Production of 3-methyl-2-[4-(3-piperidin-1-ylpropoxy)phenyl]pyrido[2,3-d]-pyrimidin-4(3H)-one: 2-Amino-N-methylnicotinamide (105 mg, 0.69 mmol), 4-(3-piperidin-1-ylpropoxy)benzamide (171 mg, 0.69 mmol) and p-toluenesulfonic acid monohydrate (66 mg, 0.35 mmol) were suspended in toluene (2 mL), and stirred under reflux for 24 hours. After cooled to room temperature, DDQ (157 mg, 0.69 mmol) and THF (2 mL) were added thereto and stirred at room temperature for 5 hours. The reaction solution was diluted with ethyl acetate, then washed with aqueous 1 N sodium hydroxide solution and saturated saline water, and the organic layer was dried with magnesium sulfate. The solvent was evaporated off, and the residue was purified through silica gel column chromatography (chloroform/methanol = 3/1) to obtain the intended compound (52.5 mg, 20 %) as a colorless solid (m.p. 109-112C). 1H-NMR (400 MHz, CD3 OD) delta: 1.44-1.55 (2H, m), 1.63 (4H, quint., J=5.6 Hz), 2.00-2.07 (2H, m), 2.36-2.54 (4H, m), 2.56 (2H, t, J=7.7 Hz), 3.54 (3H, s), 4.12 (2H, t, J=5.9 Hz), 7.08 (2H, d, J=8.8 Hz), 7.54 (1H, dd, J=4.4, 8.1 Hz), 7.65 (2H, d, J=8.8 Hz), 8.64 (1H, dd, J=1.5, 8.1 Hz), 8.90 (1H, dd, J=1.5, 4.4 Hz)

Statistics shows that 870997-87-8 is playing an increasingly important role. we look forward to future research findings about 2-Amino-N-methylnicotinamide.

Reference:
Patent; BANYU PHARMACEUTICAL CO., LTD.; EP1757594; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem