Day: March 18, 2021

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. 36315-01-2, name is 2-Amino-4,6-dimethoxypyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 36315-01-2

1.2. Synthesis of 2-amino-4,6-dimethoxy-5-nitrosopyrimidine 34.8 g (0.297 mol) of isopentyl nitrite was added to a solution of 41.9 g (0.270 mol) 2-amino-4,6-dimethoxypyrimidine in 675 mL dimethylsulfoxide and stirred for 96 hours at room temperature. After the reaction was complete, the deep blue solution was poured into 2.5 L water and stirred for 1 hour at room temperature. The resulting precipitate was filtered off and washed with water. After drying, 2-amino-4,6-dimethoxy-5-nitrosopyrimidine (32.8 g, 66%) was obtained as a light blue solid. Mp.: 215-218 C. (decomposition) 1H NMR (300 MHz, d6-DMSO): delta=3.94 (s, 6H, 4-OMe, 6-OMe), 8.28 (s, 2H, NH2). 13C NMR (125 MHz, d6-DMSO): delta=54.9 (4-OMe, 6-OMe), 141.9 (5-C), 163.3 (6-C, 4-C), 173-0 (2-C)

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, 36315-01-2, 2-Amino-4,6-dimethoxypyrimidine.

Reference:
Patent; Henkel AG & Co. KGaA; Gebert-Schwarzwaelder, Antje; Giesa, Helmut; Moch, Melanie; (27 pag.)US2016/296447; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 4595-59-9, 5-Bromopyrimidine, 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, 4595-59-9, blongs to pyrimidines compound. HPLC of Formula: C4H3BrN2

General procedure: A mixture of aryl bromides (0.5 mmol), potassium aryltrifluoroborates (0.6 mmol), K2CO3 (0.5 mmol), Pd(OAc)2 (1 mol %), EtOH/H2O (2 mL/2 mL) was stirred at 25 C in air for the indicated time. The reaction mixture was added to brine (15 mL) and extracted with ethyl acetate (3¡Á15 mL). The solvent was concentrated under vacuum, and the product was isolated by short-column chromatography on silica gel (200-300 mesh).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4595-59-9, its application will become more common.

Reference:
Article; Liu, Chun; Li, Xinmin; Gao, Zhanming; Wang, Xinnan; Jin, Zilin; Tetrahedron; vol. 71; 23; (2015); p. 3954 – 3959;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 24415-66-5 , The common heterocyclic compound, 24415-66-5, name is 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine, molecular formula is C6H5ClN4, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

Adding 85 mg (about 0.5 mmol) to a 10 mL microwave reaction tube.7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine and 240 mg (about 1.5 mmol) of 1-ethyl-2-methyl-1H-indole,14 mg (about 10 mol%) of the catalyst bistrifluoromethylsulfonimide and 1 mL of the solvent HFIP, and then the microwave reaction tube was sealed.Then, the reactant in the microwave reaction tube was stirred at 100 C for 6 hours, and the solvent was distilled off under reduced pressure.And purified by column chromatography using DCM / MeOH as eluent to give about 107 mg of pure product e6, which was a purple solid with a yield of 73%;

The synthetic route of 24415-66-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zhengzhou University; Liu Hongmin; Yu Bin; Yuan Shuo; Wang Shuai; Li Zhonghua; (21 pag.)CN109180684; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 10070-92-5, 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. 10070-92-5, name is Pyrimidine-5-carbaldehyde, molecular formula is C5H4N2O, 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.

Pyrimidine-5-formaldehyde (1.00 g, 9.25 mmol),2,4-Dimethylphenylhydrazine hydrochloride (1.60 g, 9.30 mmol)And DMF (16 mL) was added to a 100 mL single-neck round bottom flask in turn.Reaction at room temperature for 1 h,Neutralize the hydrochloride with 8 mL of saturated sodium bicarbonate solution, then add water (80 mL).A yellow solid precipitated, and the solid was filtered, washed with water (50 mL¡Á2).Dissolve in dichloromethane (20 mL), separate the layers, and collect the organic phase.The title compound was obtained as a yellow solid (1.20 g, 57.0%).

According to the analysis of related databases, 10070-92-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Chen Kangzhi; Jin Chuanfei; Luo Ming; Zhang Yingjun; (28 pag.)CN108863948; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 69034-12-4, 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.69034-12-4, name is 2-Chloro-5-(trifluoromethyl)pyrimidine, molecular formula is C5H2ClF3N2, molecular weight is 182.531, as common compound, the synthetic route is as follows.

General procedure: To a solution of 12 (1000 mg, 4.71 mmol) in NMP (9.4 ml) was acdded ethyl 2-chloropyrimidine-5-carboxylate (967 mg,5.18 mmol) and diisopropyl ethylamine (913 mg, 7.07 mmol) at room temperature. The reaction mixture was stirred at 80 C for 5 h. The reaction mixture was diluted with water to afford the white precipitation. The resulting solid was collected by filtration to afford 13c (1627 mg, 95.3%) as the white solid.

Statistics shows that 69034-12-4 is playing an increasingly important role. we look forward to future research findings about 2-Chloro-5-(trifluoromethyl)pyrimidine.

Reference:
Article; Tsuno, Naoki; Yukimasa, Akira; Yoshida, Osamu; Suzuki, Shinji; Nakai, Hiromi; Ogawa, Tomoyuki; Fujiu, Motohiro; Takaya, Kenji; Nozu, Azusa; Yamaguchi, Hiroki; Matsuda, Hidetoshi; Funaki, Satoko; Yamanada, Natsue; Tanimura, Miki; Nagamatsu, Daiki; Asaki, Toshiyuki; Horita, Narumi; Yamamoto, Miyuki; Hinata, Mikie; Soga, Masahiko; Imai, Masayuki; Morioka, Yasuhide; Kanemasa, Toshiyuki; Sakaguchi, Gaku; Iso, Yasuyoshi; Bioorganic and Medicinal Chemistry; vol. 25; 7; (2017); p. 2177 – 2190;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 90349-23-8, 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. 90349-23-8, name is 5,7-Dimethylpyrazolo[1,5-a]pyrimidine-3-carboxylic acid. A new synthetic method of this compound is introduced below.

A solution of 5,7-dimethylpyrazolo[l,5-a]pyrimidine-3-carboxylic acid 2 (120 mg, 0.62 mmol), HOBt (125 mg, 0.93 mmol), EDCI (144 mg, 0.93 mmol) in DMF (5 mL) was stirred at room temperature for 30 min and charged with 4-ethynylcyclohexan-l -amine (92 mg, 0.75 mmol) and stirred for another 16 h at room temperature. The reaction mixture was diluted with water (10 mL), extracted with ethyl acetate (3 X 10 mL), dried over a2S04and concentrated in vacuo. The crude compound which was purified by FCC (eluent, 2-4% methanol in DCM) to afford the title compound as a white solid (120 mg, 65%).XH NMR (400 MHz, CDC13) delta 8.61 (s, 1H), 8.04 (d, J=5.73 Hz, 1H), 6.70 (br s, 1H), 4.06-4.16 (m, 1H), 2.78(s, 3H), 2.67 (s, 1H), 2.63 (s, 3H), 2.29-2.41 (m, 1H), 2.16 (d, J=10.58 Hz, 2H), 2.12-1.84 (m, 2H), 1.34-1.43 (m, 2H), 1.22-1.31 (m, 2H). ES-MS m/z 297.25 (M+H)+. HPLC purity 99.9%

At the same time, in my other blogs, there are other synthetic methods of this type of compound,90349-23-8, 5,7-Dimethylpyrazolo[1,5-a]pyrimidine-3-carboxylic acid, and friends who are interested can also refer to it.

Reference:
Patent; LYSOSOMAL THERAPEUTICS INC.; SKERLJ, Renato, T.; LANSBURY, Peter, T.; GOOD, Andrew, C.; BOURQUE, Elyse, Marie Josee; (139 pag.)WO2016/73895; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 22536-66-9, 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. 22536-66-9, name is 2-Chloropyrimidine-4-carboxamide, molecular formula is C5H4ClN3O, 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.

3.3. 2-{[3-{3-[(4-Fluorophenoxy)methyl]-1-piperidyl}propyl]}amino}pyrimidine-4-carboxamide 5.09 g (0.015 mol) of 3-[(4-fluorophenoxy)methyl]-1-piperidinepropanimine hydrochloride, 2.36 g of 2-chloropyrimidine-4-carboxamide, 7.26 g (0.0525 mol) of K2 CO3 and 0.2 g of sodium iodide are suspended in 450 ml of DMF. The reaction mixture is stirred under argon for 21 h, poured into 200 ml of water and extracted 3 times with ethyl acetate. The organic phase is washed with water, dried, filtered and evaporated. 3.35 g of product are obtained, which product is reacted with 1 g of fumaric acid in an ethanol/ethyl ether mixture.

According to the analysis of related databases, 22536-66-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Synthelabo; US5210086; (1993); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 33034-67-2, Adding some certain compound to certain chemical reactions, such as: 33034-67-2, name is 2-Chloro-4-(trifluoromethyl)pyrimidine,molecular formula is C5H2ClF3N2, 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 33034-67-2.

Step 1: To a solution of (R)-3-isopropylpiperazin-2-one hydrochloride (2.61 g, 14.62 mmol) and iPr2NEt (7.60 mL, 43.86 mmol) in DMF (20 mL) was added a solution of 2-chloro-4- (trifluoromethyl)pyrimidine (3.47 g, 19.00 mmol) in DMF (2 mL). The resulting solution was stirred at 100 ¡ãC under N2 for 3 h at which point the reaction was deemed complete by LC- MS. Sat. aq. NH4C1 (30 mL) was added to quench the reaction, followed by addition of EtOAc (30 mL). The EtOAc layer was separated and the aqueous layer was extracted with EtOAc (3 x 20 mL). The EtOAc layers were combined, dried using Na2S04 and evaporated to give nearly pure crude product. Purification on a silica cartridge using ISCO FCC eluting with 100percent EtOAc gave 4.03 grams of (R)-3-isopropyl-4-(4-(trifluoromethyl)pyrimidin-2- yl)piperazin-2-one (96percent) as a slightly orange thick oil.LC-MS m/z 289.17 [M + H]+ 1H NMR (CDCI3, 400MHz): delta 8.52 (d, / = 4.8 Hz, 1H), 6.82 (d, / = 4.4 Hz, 1H), 6.56 (br, 1H), 5.20 (d, / = 6.8 Hz, 1H), 4.83-4.77 (m, 1H), 3.55-3.37 (m, 3H), 2.49-2.41 (m, 1H), 1.15 (d, J = 6.8 Hz, 3H), 1.04 (d, / = 6.8 Hz, 3H).

According to the analysis of related databases, 33034-67-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; VITAE PHARMACEUTICALS, INC.; DONG, Chengguo; FAN, Yi; LEFTHERIS, Katerina; LOTESTA, Stephen; SINGH, Suresh, B.; TICE, Colin; ZHAO, Wei; ZHENG, Yajun; ZHUANG, Linghang; WO2013/138565; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 137281-39-1, 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. 137281-39-1, name is 4-(2-(2-Amino-4-oxo-4,7-dihydro-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl)benzoic acid, molecular formula is C15H14N4O3, 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.

10.00 g of acid (2) from the example 4 are added at room temperature to 90ml of ethanol, 40 ml of water and 8.83 g of 2-chloro-4,6-dimethoxy-1 ,3,5-triazine(CDMT).A mixture consisting of 21.1 g NaOH, 20 ml of water and 10.3 ml of N-10 methyl morpholine was first added to the suspension obtained and then 10,45 g ofdiethyi-L-glutamate hydrochloride.The reaction mixture is kept under stirring at 40C for 3 hours and is filteredon a bed consisting of 0,48 g of activated carbon and 0:48 g of Celite. Afterwashing the filter with 20 ml of ethanol/water mixture 3/2, the filtrate is heated to15 40C and added to 49 ml of water and 55 ml of Acetone.The mixture is then cooled to room temperature and after cooling to ooc for1 hour, the suspension obtained is filtered, the solid washed with 80 ml ofwater/acetone mixture 3/1 and with 80 ml of Acetone. The solid is then dried undervacuum at 50C. 14:25 g of diethyl ester of pemetrexed (3) as a cream-colored20 solid (yield 93.5%) are obtained.

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 137281-39-1, 4-(2-(2-Amino-4-oxo-4,7-dihydro-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl)benzoic acid.

Reference:
Patent; BERLIN-CHEMIE AG; BONACCORSI, Fabrizio; CALVANI, Federico; PASQUI, Franco; WO2014/24164; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 100644-65-3 ,Some common heterocyclic compound, 100644-65-3, molecular formula is C5H4ClN5, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

Example 192. 4-Chloro-1-(4-chloro-3,5-diemthyl-pyridin-2-ylmethyl)-1H- pyrazolo [3, 4-D] PYRIMIDIN-6-YLAMINE A mixture OF 4-CHLORO-LH-PYRAZOLO [3, 4-D] PYRIMIDIN-6-YLAMINE (158 mg), crude 4-chloro-2-chloromethyl-3,5-dimethyl-pyridine (204 mg), CS2C03 (660 mg) and DMF was heated to 80 C for 1.5 h, diluted with EtOAc and washed with water. The crude material was concentrated and suspended in MEOH/DCM. Filtration gave a 2: 1 mixture of regioisomers which was further purified by preparative silica gel plate (EtOAc 100%). The major (less polar) isomer corresponded to the title compound. R. t. 5.45 MIN. H- NMR (CDC13) 8 8.22 (s, 1H), 7.90 (s, 1H), 5.57 (s, 2H), 5.28 (s, 2H), 2.43 (s, 3H), 2.31 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,100644-65-3, its application will become more common.

Reference:
Patent; CONFORMA THERAPEUTICS CORPORATION; WO2005/28434; (2005); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia