Category: 38275-43-3

Synthetic Route of 38275-43-3, 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 38275-43-3, name is 2-(Methylthio)pyrimidine-5-carbonitrile. This compound has unique chemical properties. The synthetic route is as follows.

Step 3 2-{[(1-{[(1R,2R)-2-Phenylcyclopropyl]carbonyl}piperidin-4-yl)methyl]amino}pyrimidine-5-carbonitrile A mixture of (1-{[(1R,2R)-2-phenylcyclopropyl] carbonyl}piperidin-4-yl)methylamine (EXAMPLE 153, STEP 2) (0.100 g, 0.387 mmol), 2-(methylthio)pyrimidine-5-carbonitrile (0.059 g, 0.387 mmol) and cesium carbonate (0.252 g, 0.774 mmol) in DMF (1 mL) was heated at 70 C. for 1 h. The reaction mixture was cooled to RT, diluted with ethyl acetate (5 mL), washed with water (5*10 mL), and brine (10 mL), then dried over Na2SO4, filtered and concentrated. The residue was chromatographed on a reversed phase column, running 5-95% 0.1%TFA in CH3CN/0.1%TFA in water to give the title compound as a TFA salt. M.S. (M+1): 362. 1H NMR (400 MHz, CDCl3): delta8.52 (s, 1 H, Pyr), 8.45 (s, 1 H, Pyr), 7.28 (t, J=7.9 Hz, 2 H, Ar), 7.20 (t, J=6.6 Hz, 1 H, Ar), 7.11 (d, J=7.3 Hz, 2 H, Ar), 5.78 (s, 1 H, NH), 4.66 (d, J=12.2 Hz, 1 H, NCH2), 4.15 (d, J=13.1 Hz, 1 H, NCH2), 3.41 (m, 2 H, NHCH2), 3.06 (q, J=12.4 Hz, 1 H, NCH2), 2.62 (t, J=12.7 Hz, 1 H, NCH2), 2.47 (brs, 1 H, ArCH), 1.96 (m, 1 H, CHCO), 1.91 (m, 1 H, CH2CHCH2), 1.80 (d, J=13.2 Hz, 2 H, CHCH2CH2), 1.65 (s, 1 H, CHCH2CH), 1.27 (s, 1 H, CHCH2CH), 1.25 (m, 2 H, CHCH2CH2).

According to the analysis of related databases, 38275-43-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Claiborne, Christopher F.; Butcher, John W.; Claremon, David A.; Libby, Brian E.; Liverton, Nigel J.; Munson, Peter M.; Nguyen, Kevin T.; Phillips, Brian; Thompson, Wayne; McCauley, John A.; US2002/165241; (2002); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 38275-43-3, 2-(Methylthio)pyrimidine-5-carbonitrile, 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, 38275-43-3, blongs to pyrimidines compound. COA of Formula: C6H5N3S

To a solution of 2-(methylthio)pyrimidine-5-carbonitrile (Biofine International Inc.) (390 mg, 2.58 mmol) in 1 ,4-dioxane (3 mL), N-methyl-1-(pyridin-4-yl)methanamine (Fisher Scientific International – Maybridge) (789 mg, 2.50 mmol) was added at rt. The resulting reaction mixture was heated in the microwave oven at 170C for 10 h. Subsequently the solvent was evaporated at high vacuum and the remaining oily residue subjected to purification by flash chromatography (ISCO CombiFlash Rf; 80 g silicagel, dichlormethane/methanol) to give 2- {methyl{pyridin-4-ylmethyl)amino)pyrimidine-5-carbonitrile (404 mg, 1.65 mmol, 64 % yield) as yellow powder. HPLC RT 1.323 min (Method A); ESI S [ +1] + 226

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,38275-43-3, its application will become more common.

Reference:
Patent; NOVARTIS AG; HEBACH, Christina; KALLEN, Joerg; NOZULAK, Joachim; TINTELNOT-BLOMLEY, Marina; WIDLER, Leo; WO2013/80120; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 38275-43-3, 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. 38275-43-3, name is 2-(Methylthio)pyrimidine-5-carbonitrile, molecular formula is C6H5N3S, 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.

To a mixture of 2-(methylsulfanyl)pyrimidine-5-carbonitrile (25.00 g, 165.35 mmol, 1.00 eq) and hydroxylamine hydrochloride (22.98 g, 330.70 mmol, 2.00 eq) in ethanol (250.00 ml) and water (250.00 ml) was added sodium hydrogen carbonate (27.78 g, 330.70 mmol, 2.00 eq). The reaction was stirred at 70 C for 16 h. This mixture was filtered and washed with water (50 ml*4). The residue was collected and evaporated. This residue N’-hydroxy-2-(methylsulfanyl)pyrimidine-5- carboximidamide (29.00 g, crude) was used for next step without further purification

According to the analysis of related databases, 38275-43-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BAYER AKTIENGESELLSCHAFT; BAYER CROPSCIENCE AKTIENGESELLSCHAFT; BRUNET, Stephane; GOeRTZ, Andreas; GOURGUES, Mathieu; HILT, Emmanuelle; JAKOBI, Harald; NAUD, Sebastien; REBSTOCK, Anne-Sophie; DUCERF, Sophie; (78 pag.)WO2019/122323; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 38275-43-3, 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. 38275-43-3, name is 2-(Methylthio)pyrimidine-5-carbonitrile. A new synthetic method of this compound is introduced below.

Reference Example 231 To a mixture of 4- [3- (methoxymethoxy) propyl]-3- (l-methylethyl)-lH-pyrazole (1.00 g), 2-methylthiopyrimidine-5- carbonitrile (0.80 g) and N, N-dimethylformamide (15 ml) was added sodium hydride (60%, in oil, 0.24 g) at0 C, and, after termination of hydrogen generation, the mixture was stirred at room temperature for2 hours. The reaction mixture was poured into water, and extracted with ethyl acetate. The ethyl acetate layer was washed with saturated aqueous sodium chloride solution, dried(MgS04) and concentrated. A mixture of the obtained residue,conc. hydrochloric acid (3 drops) and methanol (20 ml) was refluxed for 4 hours. The reaction mixture was poured into water, and extracted with ethyl acetate. The ethyl acetate layer was washed with saturated aqueous sodium chloride solution, dried(MgS04) and concentrated. The residue was subjected to silica gel column chromatography, and2- [4- (3-hydroxypropyl)-3- (l-methylethyl)-lH-pyrazol-1-yl] pyrimidine-5-carbonitrile (450 mg, yield36%) was obtained as colorless crystals from a fraction eluted with ethyl acetate-chloroform (1: 4, volume ratio). melting point:153-154 C. H-NMR (CDC13) 5 : 1.38 (6H, d, J= 7. 0Hz), 1.44 (1H, t, J= 5.2Hz), 1.84-2. 00 (2H, m), 2.62 (2H, t, J= 7.8Hz), 3.10 (1H, septet, J= 7. 0Hz), 3.77 (2H, q, J= 5.9Hz), 8.31 (1H, s), 8.93 (2H, s).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,38275-43-3, 2-(Methylthio)pyrimidine-5-carbonitrile, and friends who are interested can also refer to it.

Reference:
Patent; TAKEDA CHEMICAL INDUSTRIES, LTD.; WO2003/99793; (2003); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia