Day: July 9, 2021

Electric Literature of 26032-72-4, 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. 26032-72-4, name is 2,4-Dichloro-6-phenylpyrimidine. A new synthetic method of this compound is introduced below.

The respective dichloropyrimidine derivative 9 (75 mg) and 1.5 equivalents of 1-methylpiperazine are dissolved in DMF (2.00 mL). The reaction mixture is heated to 40 C and stirred for 18 hours. Subsequently, the solvent is removed under reduced pressure and the crude product is purified via column chromatography (SiO2, ethyl acetate / methanol = 3:1).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,26032-72-4, its application will become more common.

Reference:
Article; Hammer, Sebastian G.; Gobleder, Susanne; Naporra, Franziska; Wittmann, Hans-Joachim; Elz, Sigurd; Heinrich, Markus R.; Strasser, Andrea; Bioorganic and Medicinal Chemistry Letters; vol. 26; 2; (2016); p. 292 – 300;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 38275-56-8, 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 38275-56-8 as follows.

Step 1 : 5-Chloropyrimidine-2-carbonitrile (CAS 38275-56-8, 10 g) and hydroxylamine hydrochloride (5.23 g) were combined in Ethanol (107 ml) and stirred for 5 min. Sodium hydroxide (1M in Water, 72.4 ml) was added at room temperature. The mixture was stirred for 35 min. The mixture was diluted with ice and water. The precipitated solid was collected by filtration, washed with cold water and dried to give 5-chloro-N’-hydroxypyrimidine-2- carboximidamide (10.14 g) as colorless solid. MS: m/z = 173.0 [M+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,38275-56-8, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BARTELS, Bjoern; DOLENTE, Cosimo; GUBA, Wolfgang; HAAP, Wolfgang; OBST SANDER, Ulrike; PETERS, Jens-Uwe; WOLTERING, Thomas; (99 pag.)WO2016/150785; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 705263-10-1 ,Some common heterocyclic compound, 705263-10-1, molecular formula is C6H4BrN3, 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.

To a solution of 6-bromopyrazolo[1,5-a]pyrimidine (S2, 1 equiv) in DMF/H2O (9:1, 10 vol) was added compound S1 (1 equiv), K2CO3(2 equiv), and tetrakis(triphenylphosphine)palladium (0.1 equiv). The reaction mixture was stirred at 90 C. for 5 h and then concentrated. The remaining residue was purified by column chromatography on silica gel to give compound S3.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,705263-10-1, its application will become more common.

Reference:
Patent; ACHILLION PHARMACEUTICALS, INC.; WILES, Jason, Allan; PHADKE, Avinash, S.; DESHPANDE, Milind; AGARWAK, Atul; CHEN, Dawei; GADHACHANDA, Venkat, Rao; HASHIMOTO, Akihiro; PAIS, Godwin; WANG, Qiuping; WANG, Xiangzhu; (905 pag.)WO2017/35353; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 14394-70-8 ,Some common heterocyclic compound, 14394-70-8, molecular formula is C5H6ClN3, 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.

[0152] A suspension of 2-chloro-5-methylpyrimidin-4-amine (159 muL, 1.2 mmol), 1- bromo-4-(trifluoromethyl)benzene (150 mg, 1.0 mmol), potassium tert-bntoxide (224 mg, 2.0 mmol), Xantphos (120 mg, 0.2 mmol), and palladium acetate (26 mg, 0.1 mmol) was sealed in a microwave reaction tube and irradiated at 160 C for 15 min. The mixture was allowed to cool to room temperature, the solids were filtered using DCM to rinse, and the solution was concentrated under reduced pressure. The residue was purified by flash chromatography on silica gel (hexane to EtOAc) to afford the title intermediate 29 (128.7 mg, 43%) as a white solid. MS (ESI+): m/? 288 (M+H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,14394-70-8, its application will become more common.

Reference:
Patent; TARGEGEN, INC.; WO2007/53452; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 14080-59-2, 4-Chlorothieno[2,3-d]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, category: pyrimidines, blongs to pyrimidines compound. category: pyrimidines

Under argon atmosphere, 4-methylphenylboronic acid (4.8 g, 35 mmol) was added to a 250 mL round bottom flask.4-chlorothiophene [2,3-d]pyrimidine (5.1 g, 30 mmol),Pd(dppf)Cl2 (440 mg, 0.6 mmol),K2CO3 (5.5 g, 40 mmol),60mL 1,4-dioxane and 20mL water,The mixture was heated at 90 C with stirring for 6 h.Cool to room temperature, quench with water, extract with dichloromethane, and remove the solvent on a rotary evaporator.Purification by column chromatography. A white solid was obtained (4.5 g, 72%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,14080-59-2, 4-Chlorothieno[2,3-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Wuhan University; Yang Chuluo; Jiang Bei; Ning Xiaowen; (32 pag.)CN107573386; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 25193-95-7, name is 5-(Hydroxymethyl)pyrimidine, the common compound, a new synthetic route is introduced below. category: pyrimidines

General procedure: Glovebox Procedure (General Procedure 1): Inside an argonfilled glovebox (O2 levels between 35.0 and 55.0 ppm, H2O levels unknown), to an oven dried 10-mL screw cap vial equipped with a Teflon-coated magnetic stir bar were added Ru-MACHO (1.2 mg, 2.00 mmol), KOH (1.7 mg, 30.0 mmol), and the appropriate phosphinic amide (0.200 mmol) in that order. Subsequently, toluene (0.7 mL) was added via micropipette, with care taken to ensure that solids on the wall were washed to the bottom of the vial. Next, the appropriate alcohol (0.240 mmol) was added either as a solid or via micropipette for liquid substrates. The reaction was sealed tightly with a non-puncturable cap and was further sealed by placing a piece of electrical tape around the cap and top of vial. Schlenk Line Procedure (General Procedure 2): To a flame-dried vial were quickly added Ru-MACHO (1.2 mg, 2.00 mmol) and KOH (1.7 mg, 30.0 mmol) (stored under Ar) (addition time 1 min), and the reaction vial was left open under a steady flow of nitrogen (applied via a needle placed at the top of the vial). Next, the appropriate phosphinic amide (0.200 mmol) was added, followed by the addition of toluene (0.7 mL) from a standard Solvent Purification System (SPS). Lastly, the appropriate alcohol (0.240 mmol) was added either as a solid or via micropipette for liquid substrates. The nitrogen line was removed, and the vial was then quickly and tightly sealed with a non-puncturable cap and further sealed by placing a piece of electrical tape around the cap and top of the vial. After the differing series of operations described above, General Procedures 1 and 2 then followed then same protocol. The reaction vessel was placed in a preheated oil bath at 110e140 C with a stirring rate of 500 rpm. As the reaction was proceeding, the vessel was periodically visually monitored. If large amounts of solid were found to have accumulated on the wall, the vial was briefly removed from the oil bath and shaken to wash the solids back to the bottom of the vial. After 16 h, the vial was removed from the oil bath and allowed to cool to room temperature. Methanol (1 mL) was added to dissolve all solids, and the solvent removed in vacuo. The solid was redissolved in methanol (1 mL), and the solution was filtered through a 40-mm syringe filter. Samples were then purified by reverse-phase HPLC or recrystallized from hot benzene. In the case of HPLC purification, the fractions were combined, frozen in liquid N2, and lyophilized to sublime the solvent.

The synthetic route of 25193-95-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Jankins, Tanner C.; Qin, Zi-Yang; Engle, Keary M.; Tetrahedron; vol. 75; 24; (2019); p. 3272 – 3281;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 1450-85-7 ,Some common heterocyclic compound, 1450-85-7, molecular formula is C4H4N2S, 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.

General procedure: Potassium tetrachloridopalladate(II) was prepared as described previously [11]. The complexes were prepared by adding 2 equivalents of potassium cyanide in 10 ml water to a solution of K2[PdCl2](0.326 g) in 15 ml of water followed by the addition of 2 equivalents of thioamides in 15 ml methanol after 15 min stirring. On addition of KCN a light yellow turbid solution was obtained, which turned to brown or red clear solution on addition of thiones (Caution: Potassium cyanide is extremely dangerous and must be handled with care). After stirring the solutions to 1 h, their colors changed to yellow or orange red. The solutions were filtrated and were kept at room temperature for three to five days. The solid products obtained were washed with methanol and air dried. The experimental yield of the products was around 60-70%. The elemental analyses and melting points (m.p) of the complexes are given in Table 1.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1450-85-7, its application will become more common.

Reference:
Article; Ahmad, Saeed; Nadeem, Shafqat; Anwar, Aneela; Hameed, Abdul; Tirmizi, Syed Ahmed; Zierkiewicz, Wiktor; Abbas, Azhar; Isab, Anvarhusein A.; Alotaibi, Mshari A.; Journal of Molecular Structure; vol. 1141; (2017); p. 204 – 212;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 1032452-86-0, 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.1032452-86-0, name is 3-(2-Chloropyrimidin-4-yl)-1-methyl-1H-indole, molecular formula is C13H10ClN3, molecular weight is 243.69, as common compound, the synthetic route is as follows.

Compound 1-(7-amino-6-methoxy-3,4-dihydroquinolin-1(2H)-yl)prop-2-en-1-one (0.22 g, .95 mmol),3-(2-Chloropyrimidin-4-yl)-1-methyl-1H-indole (0.19 g, 0.79 mmol)And p-chlorobenzoic acid (0.16g, 0.95mmol)In a two-necked flask,The reaction was carried out by adding 1,4-dioxane (6 mL) and heating to 90C.Check the progress of the reaction through the TLC point plate,About 5 hours after the reaction is completed,After processing,To room temperature,Add 25% aqueous ammonia (0.2 mL) and water (0.97 mL) to quench,Desolvent,Purification by column chromatographyThe product was obtained (83 mg, yield 24.0%).

The chemical industry reduces the impact on the environment during synthesis 1032452-86-0, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Tianjin Binjiang Pharmaceutical Research And Development Co., Ltd.; Tian Hongqi; Huang Gongchao; Cheng Ying; (48 pag.)CN107793413; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 3764-01-0 ,Some common heterocyclic compound, 3764-01-0, molecular formula is C4HCl3N2, 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.

PREPARATION A-23 4-[2,6-Bis(morpholino)-4-pyrimidinyl]piperazine A solution of 160 g of morpholine in 1000 ml of methylene chloride is treated dropwise with 100 g of 2,4,6-trichloropyrimidine. The reaction is immersed in an ice water bath. After 1 h, 300 ml of pyridine is added. The reaction is stirred for two days and concentrated. The residue is partitioned between methylene chloride and aqueous sodium bicarbonate. The residue is chromatographed on silica gel (10percent ethyl acetate/hexane to 25percent to methylene chloride) to give 2,4-[bis-morpholino]-6-chloropyrimidine.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3764-01-0, its application will become more common.

Reference:
Patent; THE UPJOHN COMPANY; EP263213; (1988); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 591-55-9, 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.591-55-9, name is 5-Aminopyrimidine, molecular formula is C4H5N3, molecular weight is 95.1, as common compound, the synthetic route is as follows.

6-(4-Chloro-phenyl)-5-(2,2,2-trifluoro-ethoxy)-pyridine-2-carboxylic acid (prepared as described in WO 2012/032018, Example AE) was combined with DMF (30 ml) at RT, to give a colorless solution. Pyrimidin-5 -amine, TBTU and N-Ethyldiisopropylamine were added. The reaction mixture was stirred at RT for 15 h. The reaction mixture was poured into 150 mL ]0 and extracted with EtOAc (2 x 150 mL). The combined organic layers were washed with brine, dried over MgS04 and evaporated. The crude material was purified by flash chromatography (silica gel, 20g, 0% to 50% EtOAc in hexane). LC-MS (ESI) 409.068 (M+H)+.

Statistics shows that 591-55-9 is playing an increasingly important role. we look forward to future research findings about 5-Aminopyrimidine.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC; FORNONI, Alessia; (59 pag.)WO2020/21097; (2020); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia