Category: 1443-42-1

Electric Literature of 1443-42-1, 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 1443-42-1, name is (4-Methylpyridin-3-yl)methanamine. This compound has unique chemical properties. The synthetic route is as follows.

In a sealed tube, a mixture of intermediate 5 (0.5 g, 1.01 mmol), (4-Methylpyridin- 3-yl)methylamine (0.108 mL, 1.21 mmol) and cesium carbonate (0.66 g, 2.02 mmol) in tert-amyl alcohol (5mL) was degazed with N2. 2-Dicyclohexyphosphino-2′,6′- diisopropoxy-l,l ‘-biphenyl (23.544 mg, 0.0505 mmol) and BrettPhos Precatalyst First Gen (40.305 mg, 0.0505 mmol) were added, the reaction mixture was purged with N2and heated at 100C for 18 h. Water and Ethyl acetate were added. The aqueous layer was extracted and the organic layer was separated, dried over MgS04, filtered and concentrated. This crude (578 mg) was purified by silica gel chromatography (25g of SiOH, 15muiotaeta, gradient from 100% DCM to 90/10/0.1 DCM/MeOH/NH4OH). The fractions containing the product were collected and evaporated until dryness to afford 405 mg (74%) of intermediate 6 which was used in the next step without any further purification.

According to the analysis of related databases, 1443-42-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; ANGIBAUD, Patrick, Rene; QUEROLLE, Olivier, Alexis, Georges; BERTHELOT, Didier, Jean-Claude; MEYER, Christophe; WILLOT, Matthieu, Philippe, Victor; MEERPOEL, Lieven; JOUSSEAUME, Thierry, Francois, Alain, Jean; (114 pag.)WO2018/178280; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1443-42-1, 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 1443-42-1, name is (4-Methylpyridin-3-yl)methanamine. This compound has unique chemical properties. The synthetic route is as follows.

In a sealed tube, a mixture of intermediate 5 (0.5 g, 1.01 mmol), (4-Methylpyridin- 3-yl)methylamine (0.108 mL, 1.21 mmol) and cesium carbonate (0.66 g, 2.02 mmol) in tert-amyl alcohol (5mL) was degazed with N2. 2-Dicyclohexyphosphino-2′,6′- diisopropoxy-l,l ‘-biphenyl (23.544 mg, 0.0505 mmol) and BrettPhos Precatalyst First Gen (40.305 mg, 0.0505 mmol) were added, the reaction mixture was purged with N2and heated at 100C for 18 h. Water and Ethyl acetate were added. The aqueous layer was extracted and the organic layer was separated, dried over MgS04, filtered and concentrated. This crude (578 mg) was purified by silica gel chromatography (25g of SiOH, 15muiotaeta, gradient from 100% DCM to 90/10/0.1 DCM/MeOH/NH4OH). The fractions containing the product were collected and evaporated until dryness to afford 405 mg (74%) of intermediate 6 which was used in the next step without any further purification.

According to the analysis of related databases, 1443-42-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; ANGIBAUD, Patrick, Rene; QUEROLLE, Olivier, Alexis, Georges; BERTHELOT, Didier, Jean-Claude; MEYER, Christophe; WILLOT, Matthieu, Philippe, Victor; MEERPOEL, Lieven; JOUSSEAUME, Thierry, Francois, Alain, Jean; (114 pag.)WO2018/178280; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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 1443-42-1, name is (4-Methylpyridin-3-yl)methanamine. This compound has unique chemical properties. The synthetic route is as follows. category: pyridine-derivatives

To a solution of ethyl 8-(benzyloxy)-5-hydroxy-4-methyl-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidine-6-carboxylate (145 mg) and triethylamine (113 muL) in methylene chloride (5 mL), trifluoromethanesulfonic anhydride (130 muL) was added dropwise under ice cooling, and the mixture was stirred at room temperature for 1 hour. The solvent in the reaction mixture was distilled off under reduced pressure. To the obtained residue, ((4-methylpyridin-3-yl)methyl)amine (82 mg), triethylamine (170 muL) and dioxane (10 mL) were added, and the mixture was stirred at room temperature for 6 hours. The solvent in the reaction mixture was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography [eluent: 100-80% chloroform/methanol] to obtain a brown oil (174 mg). To the obtained brown oil (174 mg), methanol (10 mL) and a 1 mol/L aqueous sodium hydroxide solution (10 mL) were added, and the mixture was heated with stirring at 60 to 70C for 6 hours and 30 minutes. After cooling of the reaction mixture, the solvent was distilled off under reduced pressure, and chloroform and water were added to the residue. An organic layer was separated, washed with a saturated aqueous solution of sodium chloride and then dried over sodium sulfate, and the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography [eluent: 100-80% chloroform/methanol] and then suspended in a mixed solvent of 2-propanol and diisopropyl ether, and the deposit was collected by filtration to obtain a yellow solid of 8-(benzyloxy)-4-methyl-5-(((4-methylpyridin-3-yl)methyl)amino)pyrido[2,3-d]pyrimidin-7(8H)-one (11 mg). 1H-NMR (CDCl3) delta value: 2.42 (s, 3H), 2.88 (s, 3H), 4.38 (d, J=4.4 Hz, 2H), 5.06-5.14 (m, 1H), 5.26 (s, 2H), 5.79 (s, 1H), 7.21 (d, J=5.1 Hz, 1H), 7.34-7.43 (m, 3H), 7.65-7.72 (m, 2H), 8.52 (d, J=5.1 Hz, 1H), 8.53 (s, 1H), 8.91 (s, 1H).

With the rapid development of chemical substances, we look forward to future research findings about 1443-42-1.

Reference:
Patent; Toyama Chemical Co., Ltd.; KAWAI, Hyouei; MURATA, Daigo; SUZUMURA, Yuko; EP2810944; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1443-42-1, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 1443-42-1 as follows.

General procedure: Example 6A (2 g, 6.35 mmol) and (4-fluorophenyl)methanamine (0.794 g, 6.35 mmol) in acetonitrile (10 ml) were stirred at 120 C overnight. The reaction mixture was cooled, concentrated, taken into ethyl acetate and washed with saturated aqueous NaHC03 and brine. The combined aqueous layers were extracted twice with ethyl acetate. The combined organic extracts were dried (MgS04) and filtered. The filtrate was concentrated until solid material precipitated. The mixture was filtered to provide the title compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1443-42-1, its application will become more common.

Reference:
Patent; ABBVIE INC.; SWEIS, Ramzi F.; CURTIN, Michael L.; PLIUSHCHEV, Marina A.; HANSEN, Todd M.; LONGENECKER, Kenton; WO2013/170118; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1443-42-1, 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. 1443-42-1, name is (4-Methylpyridin-3-yl)methanamine, molecular formula is C7H10N2, 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.

General procedure: To a solution of compound 3w (0.70g, 2.1mmol) in THF (10ml) was added phenyltrimethylammonium tribromide (0.79g, 2.1mmol). The reaction mixture was stirred at room temperature for 12h. Water (50mL) was added and the mixture was extracted with ethyl acetate (10mL×3), the combined organic phase was washed with water (30mL×2), dried over anhydrous Na2SO4 and concentrated to afford the intermediate 4w. To a solution of different pyridin-3-ylmethanamine derivatives (2.1mmol) in acetone (10ml) was added Et3N (0.43g, 4.2mmol). The reaction mixture was stirred for 5min and was added CS2 (0.24g, 3.15mmol) to continuously stir for 30min. The intermediate 4w were added respectively and this mixture was stirred at room temperature for 4h. Water (50mL) was added and the mixture was extracted with ethyl acetate (10mL×3), the combined organic phase was washed with brine (30mL×2), dried over anhydrous Na2SO4 and concentrated. The residue was purified by column chromatography to provide the product.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 1443-42-1, (4-Methylpyridin-3-yl)methanamine.

Reference:
Article; Li, Ridong; Ning, Xianling; Zhou, Shuo; Lin, Zhiqiang; Wu, Xingyu; Chen, Hong; Bai, Xinyu; Wang, Xin; Ge, Zemei; Li, Runtao; Yin, Yuxin; European Journal of Medicinal Chemistry; vol. 143; (2018); p. 48 – 65;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem