Tag: M.W:100-200

Synthetic Route of 89793-12-4, 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.89793-12-4, name is Ethyl 2-chloropyrimidine-5-carboxylate, molecular formula is C7H7ClN2O2, molecular weight is 186.6, as common compound, the synthetic route is as follows.

A mixture of aniline (3.7 g, 40 mmol), compound 1 (7.5 g, 40 mmol), and K2C03 (11 g, 80 mmol) in DMF (100 ml) was degassed and stirred at 120 C under N2 overnight. The reaction mixture was cooled to r.t. and diluted with EtOAc (200 ml), then washed with saturated brine (200 ml chi 3). The organic layers were separated and dried over Na2S04, evaporated to dryness and purified by silica gel chromatography (petroleum ethers/EtOAc = 10/1) to give the desired product as a white solid (6.2 g, 64 %).

Statistics shows that 89793-12-4 is playing an increasingly important role. we look forward to future research findings about Ethyl 2-chloropyrimidine-5-carboxylate.

Reference:
Patent; ACETYLON PHARMACEUTICALS, INC.; NORTH, Brian; QUAYLE, Steven; (56 pag.)WO2018/81585; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 2164-66-1, name is Methyl 2-aminopyrimidine-4-carboxylate, molecular formula is C6H7N3O2, 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. COA of Formula: C6H7N3O2

2-Amino-4-methoxycarbonylpyrimidine (3.0g, 20mmol, Reference Compound No.3-1) was suspended in a mixture solvent of ethanol (150mL) and dichloromethane (20mL), then sodium borohydride (2.2g, 59mmol) was added thereto at room temperature, and the whole was stirred for 24 hours. Acetone (20mL) was added gradually under ice-cooling, and then 2M hydrochloric acid was added until the bubbles were no longer formed. Saturated aqueous sodium hydrogencarbonate solution was added to adjust the pH of the reaction mixture to 8, and the precipitated solid was filtered out. The filtrate was concentrated under reduced pressure, then suspended in a 10% methanol-chloroform solution, and the mixture was filtered again with silica gel (5.0g). The filtrate was evaporated under reduced pressure, the precipitated solid was filterd off with ethyl acetate, and dried under reduced pressure to give 1.8g of the title Reference Compound as a pale yellow solid (Yield: 73%) 1H-NMR (400MHz, DMSO-d6) delta 4.30(s,2H),5.35(s,1H),6.48(s,2H),6.65(d,J = 4.9 Hz,1H),8.19(d,J = 4.9 Hz,1H)

With the rapid development of chemical substances, we look forward to future research findings about 2164-66-1.

Reference:
Patent; SANTEN PHARMACEUTICAL CO., LTD.; EP1864977; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 6328-58-1, 6-Methyl-2-(methylthio)-1H-pyrimidin-4-one, 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, Safety of 6-Methyl-2-(methylthio)-1H-pyrimidin-4-one, blongs to pyrimidines compound. Safety of 6-Methyl-2-(methylthio)-1H-pyrimidin-4-one

b 4-[[(6-Methyl-4(3H)-oxopyrimidin-2-yl)amino]methyl]-benzonitrile Prepared analogously to Example 84b) from 6-methyl-2-(methylthio)pyrimidin-4(3H)-one and 4-cyanobenzenemethanamine in a yield of 67% of theory. Crystals, Mp. 222-224 C. (Methanol). IR (KBr): 3359.8 (N–H), 2227.7 (C N), 1664.5 (C=O) cm-1

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6328-58-1, 6-Methyl-2-(methylthio)-1H-pyrimidin-4-one, and friends who are interested can also refer to it.

Reference:
Patent; Karl Thomae GmbH; US6114390; (2000); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 1119280-66-8, 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.1119280-66-8, name is 2-Chloro-5H-pyrrolo[3,2-d]pyrimidine, molecular formula is C6H4ClN3, molecular weight is 153.5691, as common compound, the synthetic route is as follows.

1-Bromopropane (132 mg, 1.074 mmol) was added to a solution of product of Example 1001 (150 mg, 0.977 mmol) in DMF (10 mL) followed by cesium carbonate (0.477 g, 1.074 mmol), and the mixture was stirred at 25 C for 4 h. Insoluble solids were filtered off, and filtrate was concentrated. Residue was partitioned between ethyl acetate and water. Organic layer was separated, washed with brine, dried over sodium sulphate, filtered and concentrated in vacuo. The crude product was purified by flash chromatography using 5% ethyl acetate in hexane to afford title compound (0.15 g, 74.6%) as a brown color syrup. 1H NMR (300MHz, CDC13): delta 8.68 (s, 1H), 7.51 (d, J = 3.0 Hz, 1H), 6.62 (d, J = 2.7 Hz, 1H), 4.16 (t, J = 6.9 Hz, 2H), 1.91 (m, 2H), 0.94 (t, J = 7.5 Hz, 3H).

The chemical industry reduces the impact on the environment during synthesis 1119280-66-8, I believe this compound will play a more active role in future production and life.

Reference:
Patent; GLAXOSMITHKLINE LLC; QIN, Donghui; CHEUNG, Mui; JOSHI, Hemant; TANGIRALA, Raghuram; BETHI, Sridhar, Reddy; WO2012/162129; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 69034-12-4, 2-Chloro-5-(trifluoromethyl)pyrimidine, 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, name: 2-Chloro-5-(trifluoromethyl)pyrimidine, blongs to pyrimidines compound. name: 2-Chloro-5-(trifluoromethyl)pyrimidine

Under argon protection, the ice water was cooled, and 2-chloro-5-trifluoromethylpyrimidine (19 g, 104 mmol) was added to a 500 mL three-necked flask.Anhydrous tetrahydrofuran (100 mL) and tetrakistriphenylphosphine palladium (4.6 g, 4 mmol),The prepared compound 2 of tetrahydrofuran was poured into a constant pressure dropping funnel.The reaction solution was dropped (maintained at 20 C or lower). The reaction was carried out at room temperature overnight.Under ice bath, slowly add 10% ammonium chloride solution (300 mL) to quench the reaction.Ethyl acetate (300 mL) was added, and the black insoluble material was filtered off with Celite.The aqueous phase was extracted once more with ethyl acetate (200 mL).Wash with saturated brine, dry over anhydrous sodium sulfate, spin dry, sample, and purified by column chromatography.Obtained as a pale yellow liquid, compound 3 (25 g, 95 mmol, 91%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,69034-12-4, 2-Chloro-5-(trifluoromethyl)pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Shanghai Jifeng Biological Technology Co., Ltd.; Xu Hongyan; Ma Jingxiang; (4 pag.)CN109988116; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 2227-98-7, 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. 2227-98-7, name is 4-Aminopyrrolo[3,2-d]pyrimidine, molecular formula is C6H6N4, 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 solution of 1 -((4RS, 5RS)-2,2-dimethyM-(methylthiomethyl)-1 ,3-dioxan-5-yl)-lambda/- methylmethanamine (30 mg, 137 mumol) in dioxane (2 mL) and water (0.5 mL) was added 9-deazaadenine (27.5 mg, 205 mumol) and 37% aqueous formaldehyde (15.86 mul,205 mumol). The reaction mixture was heated at 85 0C for 15 mins and then cooled and7N NH3ZMeOH (2.5 mL) was added. The solution was allowed to stand at RT for 3 days and concentrated to dryness. Chromatography (10% 7N NH3/MeOH in CH2CI2) gave 7-(((((4RS,5RS)-2,2-dimethyM-(methylthiomethyl)-1 ,3-dioxan-5- yl)methyl)(methyl)amino)methyl)-5H-pyrrolo[3,2-cdpyrimidin-4-amine (34 mg, 93 mumol,68 % yield) as a syrup. 1H NMR (CD3OD) delta 8.16 (1H, s); 7.45 (1H, s); 3.86 (1H, dd, J= 5.2, 11.9 Hz); 3.73-3.58 (3H, m); 3.52 (1 H1 dd, J = 10.6, 11.7 Hz); 2.79 (1 H, dd, J =2.5, 14.0 Hz); 2.53 (1H, dd, J = 7.1, 14.0 Hz); 2.32 (1H, dd, J = 5.5, 12.7 Hz); 2.24 (3H, s); 2.16 (1H, dd, J = 8.1 , 12.4 Hz); 2.06 (3H, s); 2.03-1.96 (1H, m); 1.36 (3H, s); 1.31(3H. s). 13C NMR (CD3OD) delta 152.6, 151.4, 147.8, 130.6, 115.7, 113.4, 100.1 , 75.9,64.7, 57.3, 52.4, 43.6, 39.3, 38.3, 29.9, 20.4, 17.4.

According to the analysis of related databases, 2227-98-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; INDUSTRIAL RESEARCH LIMITED; ALBERT EINSTEIN COLLEGE OF MEDICINE OF YESHIVA UNIVERSITY; WO2008/30118; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 23002-51-9, 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. 23002-51-9, name is 6-Chloro-1H-pyrazolo[3,4-d]pyrimidine, molecular formula is C5H3ClN4, 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.

Preparation No.3: l/7-Pyrazolo[3,4-Patent; ABBOTT LABORATORIES; WOLLER, Kevin R.; CURTIN, Michael L.; FRANK, Kristine E.; JOSEPHSOHN, Nathan S.; LI, Biqin C.; WISHART, Neil; WO2011/156698; (2011); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 7752-82-1, 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. 7752-82-1, name is 5-Bromopyrimidin-2-amine. A new synthetic method of this compound is introduced below.

In the 500 ml round bottom flask in three adding 2 – amino -5 – bromo pyrimidine (10.44g, 60mmol), joint boric acidfrequency that alcohol ester (19.05g, 75mmol), acetonitrile 300 ml, potassium acetate (17.67g, 180mmol), Pd (dppf) Cl2.CH2Cl2 (2.45g, 3mmol). The mixture of the reaction bottle 85 C stirring for 6.5 hours. TLC and HPLC to determine the completion of reaction. After the reaction, steaming and to remove the solvent, to obtain crude product, crude methylene chloride: hexane=1:3 beating, then ethyl acetate recrystallization to obtain the pure product 2 – amino pyrimidine -5 – boric acid frequency which ester borate, after drying, calculating yield 80%, purity 99.45% (HPLC).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,7752-82-1, its application will become more common.

Reference:
Patent; Shandong Youbang Biochemical Technology Co., Ltd.; Cheng Wei; Geng Xuanping; Wang Lei; Lai Xinsheng; Lai Chao; Lai Ziteng; (5 pag.)CN106632443; (2017); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 1044145-59-6, Adding some certain compound to certain chemical reactions, such as: 1044145-59-6, name is (4-Chloro-2-(methylthio)pyrimidin-5-yl)methanol,molecular formula is C6H7ClN2OS, 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 1044145-59-6.

To a solution of KR-i 8 (i .7 g, 9 mmol) in 0H2012 (20 mL) was added TBSCI(tert-Butyldimethylsilyl chloride) (2.0 g, i3.3 mmol), imidazole (i .2 g, i8mmol). The reaction mixture was stirred at r.t. for iO h. The reaction mixturewas quenched into water, extracted with 0H2012, dried with anhydrousNa2SO4, concentrated to give the crude product which was purified by column chromatography (eluting with PE/ EA = iOO:i to 5:i) to give the pure reagent KR-19 (2.1 g, 77.8%) as a yellow solid. ESI-MS (Mi-i): 305.1 calc. for C12H21CIN2OSSi: 304.0.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 1044145-59-6, (4-Chloro-2-(methylthio)pyrimidin-5-yl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; FUNDACION PARA LA INVESTIGACION MEDICA APLICADA; CUADRADO TEJEDOR, Maria Del Mar; FRANCO FERNANDEZ, Rafael; GARCIA OSTA, Ana Maria; OYARZABAL SANTAMARINA, Julen; RABAL GRACIA, Maria Obdulia; WO2014/131855; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 5751-20-2, 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. 5751-20-2, name is 2-(Methylthio)pyrimidin-4(3H)-one. A new synthetic method of this compound is introduced below.

To a solution containing 2.0 g (14 mmol) of 2- (methylthio) pyrimidin-4(3H)-one in 10 ml of acetic acid under a nitrogen atmosphere was added 1.04 ml (14 mmol) of bromine in 2 ml acetic acid. The reaction was allowed to stir at room temperature for 30 min. The precipitated product was filtered, washed with acetic acid and suspended in hot acetic acid- To this suspention was added 0.2 ml bromine in 1ml acetic acid. The product was collected, washed with acetic acid and recrystallized from ethanol to yield 1.4 g (45 percent) of product. 1H NMR (CD30D) 5: 2. 61 (s, 3H) , 8.29 (s, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,5751-20-2, 2-(Methylthio)pyrimidin-4(3H)-one, and friends who are interested can also refer to it.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; WO2005/99688; (2005); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia