Day: August 10, 2021

Adding a certain compound to certain chemical reactions, such as: 573675-29-3, 7-Bromopyrido[3,2-d]pyrimidin-4(3H)-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, HPLC of Formula: C7H4BrN3O, blongs to pyrimidines compound. HPLC of Formula: C7H4BrN3O

4. Bromo-4-chloropyrido 3-2-dJpyrirnidiyze Heat a mixture of 7-bromopyrido [3, 2-d] pyrimidin-4-ol (35 mg, 0.15 mmol) and POCL3 (10 mL) at 90C for 16 hours. Evaporate the POC13, and add ice (100 g) followed by careful addition of saturated NaHCO3. Extract twice with EtOAc, dry (Na2S04), and evaporate to provide bromo-4-chloropyrido [3-2-d] pyrimidine as a white solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,573675-29-3, 7-Bromopyrido[3,2-d]pyrimidin-4(3H)-one, and friends who are interested can also refer to it.

Reference:
Patent; NEUROGEN CORPORATION; WO2005/42498; (2005); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 16234-10-9 , The common heterocyclic compound, 16234-10-9, name is Thieno[3,2-d]pyrimidin-4(3H)-one, molecular formula is C6H4N2OS, 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 mixture of H2SO4 (20 mL) and HNO3 (15 mL) was added compound 3 (9.7 g, 0.064 mol) slowly under ice-bath condition. Then, the reaction mixture was heated to room temperature. When the staring material was consumed, the mixture was poured into the ice-water carefully, and the yellow solid was formed, followed by filtration. The cakewas washed with water for three times, dried to afford the desired compound 4, 10.8 g as yellow solid in 86% yield. 1H NMR (400 MHz, DMSO-d6) delta 13.00 (s, 1H), 9.33 (s, 1H), 8.35 (s, 1H); MS (ESI) m/z 195.9 [M+H]+.

The synthetic route of 16234-10-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wang, Jiang; Su, Mingbo; Li, Tingting; Gao, Anhui; Yang, Wei; Sheng, Li; Zang, Yi; Li, Jia; Liu, Hong; European Journal of Medicinal Chemistry; vol. 128; (2017); p. 293 – 299;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 50593-91-4, Adding some certain compound to certain chemical reactions, such as: 50593-91-4, name is Methyl 5-bromo-2-(methylthio)pyrimidine-4-carboxylate,molecular formula is C7H7BrN2O2S, 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 50593-91-4.

[Example 325] (1493) (1494) The mixture of 0.7 g of methyl 5-bromo-2-(methylthio)pyrimidine-4-carboxylate, 0.352 g of 5-aminoindole, 73.1 mg of tris(dibenzylideneacetone)dipalladium(0), 17.9 mg of palladium acetate, 0.185 g of 4,5′-bis(diphenylphosphino)-9,9′-dimethylxanthene, 1.73 g of cesium carbonate, and 7.0 mL of toluene, was stirred at an external temperature of 80C for two hours under a nitrogen atmosphere. The reaction mixture was cooled to room temperature, and water and ethyl acetate were then added thereto. The organic layer was separated and dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate) to give 0.34 g of methyl 5-((1H-indol-S-yl)amino)-2-(methylthio)pyrimidine-4-carboxylate as a yellow solid.

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. 50593-91-4, Methyl 5-bromo-2-(methylthio)pyrimidine-4-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Toyama Chemical Co., Ltd.; FUJIFILM Corporation; TANAKA, Tadashi; KONISHI, Yoshitake; KUBO, Daisuke; FUJINO, Masataka; DOI, Issei; NAKAGAWA, Daisuke; MURAKAMI, Tatsuya; YAMAKAWA, Takayuki; EP2915804; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 955368-90-8, 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 955368-90-8, name is 2-Allyl-6-(methylthio)-1H-pyrazolo[3,4-d]pyrimidin-3(2H)-one. This compound has unique chemical properties. The synthetic route is as follows.

I1 (1.0 g, 4.5 mmol) was added into 1,4- dioxane (10 mL), and 2-bromo-6-methoxylpyridine (1.02 g, 5.4 mmol, 664 muL), potassium carbonate (622 mg, 4.5 mmol), cuprous iodide (857 mg, 4.5 mmol) and N,N’-dimethylethylenediamine (397 mg, 4.5 mmol, 490 muL) were added while stirring, heated to 95C under nitrogen atmosphere, then reacted for 12 h. 100 mL ammonia was added into the reacted mixture, then extracted by 100 mL EA, the organic phase was washed by 100 mL brine, dried over anhydrous sodium sulfate, filtered and concentrated, the crude product was crystalized by EtOAc, then purified by silica gel chromatography (PE/EA = 10/1 to 2/1), to give the compound 47-1. 1H NMR (400MHz, CDCl3) delta = 8.92 (s, 1H), 7.89 (t, J=8.0 Hz, 1H), 7.43 (d, J=7.2 Hz, 1H), 6.82 (d, J=8.0 Hz, 1H), 5.83 – 5.69 (m, 1H), 5.07 (d, J=10.4 Hz, 1H), 4.96 (br d, J=17.2 Hz, 1H), 4.84 (d, J=6.0 Hz, 2H), 3.93 (s, 3H), 2.56 (s, 3H)

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 955368-90-8, 2-Allyl-6-(methylthio)-1H-pyrazolo[3,4-d]pyrimidin-3(2H)-one.

Reference:
Patent; Shijiazhuang Sagacity New Drug Development Co., Ltd.; QIAN, Wenyuan; YANG, Chundao; LI, Zhengwei; LI, Jie; LI, Jian; CHEN, Shuhui; (137 pag.)EP3572413; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 14394-70-8, 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 14394-70-8, name is 2-Chloro-5-methylpyrimidin-4-amine. This compound has unique chemical properties. The synthetic route is as follows.

[0426] A mixture of 2-chloro-5-methyl-pyrimidin-4-ylamine (0.71 g, 4.9 nimol), intermediate 74 (1.25 g, 5.9 mmol), Pd2(dba)3 (0.45 g, 0.49 mmol), Xantphos (0.57 g, 0.98 mmol) and cesium carbonate (4.8 g, 14.7 mmol) were suspended in dioxane (40 mL) refluxed for 18 h. The reaction mixture was then cooled to room temperature, filtered and solvents evaporated. Resulting residue was purified by flash chromatography on silica gel to afford title compound as white solids (0.44, 32%).

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 14394-70-8, 2-Chloro-5-methylpyrimidin-4-amine.

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

Synthetic Route of 87362-32-1, 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. 87362-32-1, name is 5-Methoxypyrimidine-2-carbonitrile. A new synthetic method of this compound is introduced below.

A mixture of 5-methoxypyrimidine-2-carbonitrile (100 mg, 0.74 mmol) and B C O (194 mg, 0.89 mmol) and MeOH (5 mL) was added to Raney-Ni (30 mg, 10%), the reaction mixture was stirred at room temperature for 2 hours under a H atmosphere (45 psi). The reaction mixture was filtered to remove the catalyst and the filter cake was washed with MeOH (10 mL c 3), and the filtrate was concentrated under vacuum. The crude product was purified by flash chromatography on silica gel (0~10% ethyl acetate in petroleum ether) to give ferf-butyl ((5-methoxypyrimidin-2- yl)methyl)carbamate.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,87362-32-1, 5-Methoxypyrimidine-2-carbonitrile, and friends who are interested can also refer to it.

Reference:
Patent; H. LUNDBECK A/S; KEHLER, Jan; JUHL, Karsten; MARIGO, Mauro; VITAL, Paulo, Jorge, Vieira; JESSING, Mikkel; LANGGARD, Morten; RASMUSSEN, Lars, Kyhn; CLEMENTSON, Carl, Martin, Sebastian; (275 pag.)WO2019/115566; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 108-52-1, 4-Methylpyrimidin-2-amine, 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, 108-52-1, blongs to pyrimidines compound. SDS of cas: 108-52-1

Step 44a: 5-Bromo-4-methylpyrimidin-2-amine (Compound 0601-125)[0378]A mixture of 2-amino-4-methylpyrimidine (4.0 g, 36.7 mmol), NBS (7.18 g, 40.3 mmol) in chloroform (100 mL) was stirred for 2 h at room temperature, then the solvent was removed in vacuum. Water (100 mL) was added and stirred for 30 min at room temperature, filtered. The solid was washed with water and dried to get compound 0601-125 (6.3 g, 91percent) as a white solid. LCMS: 188 [M+1]+, 1H NMR (400 MHz, DMSO-d6) delta 2.32 (s, 3H), 6.79 (s, 2H), 8.21 (s, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,108-52-1, its application will become more common.

Reference:
Patent; Curis, Inc.; Bao, Rudi; Lai, Chengjung; Qian, Changgeng; US2013/102595; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 1979-96-0, 4,6-Dichloro-2-(methylthio)-5-nitropyrimidine, 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, Formula: C5H3Cl2N3O2S, blongs to pyrimidines compound. Formula: C5H3Cl2N3O2S

To a solution of the 4,6-dichloro-2-methylsulfanyl-5-nitro-pyrimidine (1 g, 4.2 mmol) in EtOH (20 mL) was added SnCl2.2H2O (3.8 g, 17 mmol). The mixture was heated to 90 C. After 2 h, the reaction mixture was cooled and the solution was concentrated. The residue was treated with satd. aq. NaHCO3 until a pH of 8 resulted. The resulting mixture was extracted with EtOAc (3×100 mL). The combined organic extracts were dried and concentrated. The residue was purified directly by FCC to afford a colorless solid (723 mg, 87%). MS (ESI): mass calcd. for C5H5Cl2N3S, 208.9; m/z found, 210.3 [M+H]+. 1H NMR ((CD3)2SO): delta 5.89 (s, 2H), 2.45 (s, 3H).

The synthetic route of 1979-96-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Branstetter, Bryan James; Breitenbucher, James Guy; Lebsack, Alec D.; Xiao, Wei; US2008/4253; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 1004-40-6, 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.1004-40-6, name is 6-Amino-4-hydroxy-2-mercaptopyrimidine, molecular formula is C4H5N3OS, molecular weight is 143.167, as common compound, the synthetic route is as follows.

General procedure: A mixture of 0.174 g of 3-methyl-1-phenyl-2-pyrazoline-5-one (1, 1.0 mmol), 0.150 g of 4-chlorobenzaldehyde (2,1 mmol), 0.160 g of 6-amino-2-thiouracil (3, 1 mmol) and 9.8 mm3 of piperidine as a catalyst (10%) in 8 cm3 of ethanol in a 100-cm3 round-bottomed flask fitted with areflux condenser was heated with stirring in an oil bath maintained at 80 C. After the complete appearance of the white solid and monitored by TLC, the reaction mixture was cooled to room temperature and resulting solid product was filtered, washed with ethanol to give products 4a-4r.

The chemical industry reduces the impact on the environment during synthesis 1004-40-6, I believe this compound will play a more active role in future production and life.

Reference:
Article; Bayat, Mohammad; Nasri, Shima; Mohammadali, Mohammad Reza; Monatshefte fur Chemie; vol. 148; 10; (2017); p. 1833 – 1842;,
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. 38696-21-8, name is 5-Bromo-N,N-dimethylpyrimidin-2-amine, the common compound, a new synthetic route is introduced below. Application In Synthesis of 5-Bromo-N,N-dimethylpyrimidin-2-amine

To a solution of 6-chloro-5-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-1H-indole (150 mg, 0.57 mmol) in anhydrous 1,4-dioxane (5 mL) and DMF (1 mL) was added N,N-dimethylformiminium chloride (145 mg, 1.13 mmol). The reaction mixture was stirred at room temperature for 20 minutes to give a thick solution. The reaction mixture was then treated with 2 N aqueous potassium carbonate (393 mg, 2.85 mmol), 5-bromo-N,N-dimethylpyrimidin-2-amine (115 mg, 0.57 mmol) and [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) (50 mg, 0.068 mmol) and degassed with nitrogen for 2 minutes. The reaction mixture was heated to 90 C. for 30 minutes. After cooling to room temperature, the solvents were removed in vacuo and the residue was purified by column chromatography on silica gel (EtOAc/petroleum ether=1:5 to 1:1) to afford 6-chloro-5-[2-(dimethylamino)pyrimidin-5-yl]-1H-indole-3-carbaldehyde (100 mg, 58.3% yield) as a yellow solid. 1H NMR (400 MHz, DMSO-d6) delta 12.25 (s, 1H), 9.92 (s, 1H), 8.40 (s, 2H), 8.36 (s, 1H), 8.01 (s, 1H), 7.69 (s, 1H), 3.15 (s, 6H).

The synthetic route of 38696-21-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER INC.; Bhattacharya, Samit; Cameron, Kimberly; Dowling, Matthew; Fernando, Dilinie; Ebner, David; Filipski, Kevin; Kung, Daniel; Lee, Esther; Smith, Aaron; Tu, Meihua; US2013/267493; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia