Category: 959070-42-9

Reference of 959070-42-9, 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. 959070-42-9, name is Ethyl 4,6-dichloro-2-(methylthio)pyrimidine-5-carboxylate. A new synthetic method of this compound is introduced below.

To a solution of ethyl 4,6-dichloro-2-(methylthio)pyrimidine-5-carboxylate (47.0 g, 175.94 mmol) in DMF (470 mL) and diisopropylethylamine (100.43 mL, 582.7 mmol) was added ethyl 3-(phenylamino)propanoate (31.0 g, 160.4 mmol). The reaction mixture was heated to 100 C. and stirred for 7 h. Upon completion of the reaction (monitored by TLC), DMF was evaporated under reduced pressure and water (250 mL) was then added. The reaction mixture was extracted using EtOAc (200 mL×3). The combined organic layer was washed with water (500 mL×2), brine (500 mL), dried over anhydrous sodium sulphate, filtered and concentrated under reduced pressure to give a residue. The residue was purified by silica gel column chromatography (using 0-20% Ethyl acetate in hexane) to afford ethyl 4-chloro-6-((3-ethoxy-3-oxopropyl)(phenyl)amino)-2-(methylthio)pyrimidine-5-carboxylate (55 g, 80.8% yield). 1H NMR (400 MHz, CDCl3): delta 7.38 (t, J=8.0 Hz, 2H), 7.31 (d, J=7.6 Hz, 1H), 7.18 (d, J=7/2 Hz, 2H), 4.26 (t, J=7.6 Hz, 2H), 4.05 (q, J=7.2 Hz, 2H), 3.47 (q, J=7.2 Hz, 2H), 2.68 (t, J=7.6 Hz, 2H), 2.54 (s, 3H), 1.19 (t, J=7.2 Hz, 3H), 1.08 (t, J=7.2 Hz, 3H). LCMS [M+H]; 424

At the same time, in my other blogs, there are other synthetic methods of this type of compound,959070-42-9, Ethyl 4,6-dichloro-2-(methylthio)pyrimidine-5-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; ArQule, Inc.; US2010/249110; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 959070-42-9, 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 959070-42-9, name is Ethyl 4,6-dichloro-2-(methylthio)pyrimidine-5-carboxylate. This compound has unique chemical properties. The synthetic route is as follows.

Reference Example 72 Production of ethyl 4-chloro-5-hydroxy-7-methyl-2-(methylsulfanyl)-7H-pyrrolo[2,3-d]pyrimidine-6-carboxylate A mixture of the compound of Reference Example 70 (1.07 g, 4.0 mmol), ethyl sarcosinate hydrochloride (614 mg, 4.0 mmol), triethylamine (1.12 mL, 8.0 mmol) and THF (10 mL) was stirred at room temperature overnight. Water was added thereto, and the mixture was extracted twice with ethyl acetate. The extract was washed with brine, dried over magnesium sulfate, and concentrated under reduced pressure. To a solution of the residue in THF (30 mL) was added potassium tert-butoxide (581 mg, 4.4 mmol), and the mixture was stirred at room temperature for 1 hr. 1N Hydrochloric acid (8 mL) and water were added to the reaction mixture, and the mixture was extracted twice with ethyl acetate. The extract was washed with brine, dried over magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluate, hexane:ethyl acetate=50:50?0:100). The precipitated solid was collected by filtration, and washed with diethyl ether to give the title compound (661 mg, 55%) as a pale-yellow powder. 1H NMR (300 MHz, CDCl3) delta:1.46 (3 H, t, J = 7.2 Hz), 2.62 (3 H, s), 3.91 (3 H, s), 4.48 (2 H, q, J = 7.1 Hz), 9.11 (1 H, s).

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 959070-42-9, Ethyl 4,6-dichloro-2-(methylthio)pyrimidine-5-carboxylate.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP2471793; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 959070-42-9, name is Ethyl 4,6-dichloro-2-(methylthio)pyrimidine-5-carboxylate. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: Ethyl 4,6-dichloro-2-(methylthio)pyrimidine-5-carboxylate

To an ice cold solution of the ethyl ester of 4,6-dicholoro-2-methylthiopyrimidine-5-carboxylic acid (5 g, 18.72 mmol) in tetrahydrofuran (60 ml) was added methyl 3-benzylaminopropanoate (3.61 g, 18.72 mmol) followed by Et3N (2.86 ml, 20.59 mmol). The reaction mixture was stirred at room temperature for 6 hours. It was then diluted with ethyl acetate and washed with water. The organic layer was separated, dried, filtered and concentrated to give the crude product. The crude product was then purified by silica gel flash column chromatography (15% ethyl acetate in hexane) to afford the desired product as a pale yellow solid (6 g, 75% yield). 1H NMR (CDCl3 400 MHz) delta 7.36-7.28 (m, 4H), 7.19 (d, J=6.8 Hz), 4.76 (s, 2H), 4.13-4.08 (q, 2H), 3.74 (t, J=7.2 Hz, 2H), 3.66 (s, 3H), 2.67 (t, J=7.2 Hz), 2.44 (s, 3H), 1.20 (7.2 Hz, 3H).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 959070-42-9, Ethyl 4,6-dichloro-2-(methylthio)pyrimidine-5-carboxylate.

Reference:
Patent; ArQule, Inc.; US2010/249110; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 959070-42-9, name is Ethyl 4,6-dichloro-2-(methylthio)pyrimidine-5-carboxylate. A new synthetic method of this compound is introduced below., category: pyrimidines

The mixture of ethyl 4,6-dichloro-2-(methylthio)pyrimidine-5-carboxylate (7.9 g, 29.88 mmol) and ethyl 4-((4-methoxybenzyl)amino)butanoate (5 g, 19.92 mmol) in DMF (500 mL) and DIPEA (4.6 g, 35.85 mmol) was heated at 80 C. for 2 h. The reaction mixture was then cooled to room temperature and crushed ice was added. The reaction mixture was extracted with EtOAc (3¡Á100 mL), and the combined EtOAc layer was dried over sodium sulphate, filtered and evaporated under reduced pressure to give a residue which was purified by column chromatography (silica gel, gradient 0-5% EtOAc in hexanes) to afford ethyl 4-chloro-6-((4-ethoxy-4-oxobutyl)(4-methoxybenzyl)amino)-2-(methylthio)pyrimidine-5-carboxylate (5.5 g, 40%). 1H NMR (400 MHz, CDCl3): delta 7.12 (d, J=8.4 Hz, 2H), 6.85 (d, J=8.4 Hz, 2H), 4.66 (s, 2H), 4.16 (q, J=6.8 Hz, 2H), 4.10 (q, J=7.2 Hz, 2H), 3.79 (s, 3H), 3.42 (t, J=7.6 Hz, 2H), 2.45 (s, 3H), 2.24 (t, J=6.8 Hz, 2H), 1.94 (quintet, J=7.2 Hz, 2H), 1.24 (t, J=7.2 Hz, 3H), 1.22 (t, J=7.2 Hz, 3H). LCMS [M+H]: 482

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 959070-42-9, Ethyl 4,6-dichloro-2-(methylthio)pyrimidine-5-carboxylate.

Reference:
Patent; ArQule, Inc.; US2010/249110; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia