Tag: M.W:200-300

Adding a certain compound to certain chemical reactions, such as: 26032-72-4, 2,4-Dichloro-6-phenylpyrimidine, 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, Recommanded Product: 26032-72-4, blongs to pyrimidines compound. Recommanded Product: 26032-72-4

Step (i): Synthesis of (2-chloro-6-phenyl-pyrimidin-4-yl)-((R)-1-phenyl-ethyl)-amine To 2,4-dichloro-6-phenylpyrimidine (1.343 g, 6 mmol), dissolved in 30 mL methanol, was added DIEA (1.1 mL, 6 mmol) and was stirred for 23 min at about 20-35 C. under a nitrogen atmosphere. To this mixture was added (R)-(+)-alpha-methyl-benzylamine (0.76 mL, 6 mmol) and stirred for about 10-19 h. The mixture was concentrated by rotary evaporation and purification (Biotage Horizon HPFC system chromatography, SiO2, 20:80 EtOAc: hexane) gave the title compound as a white solid (570 mg, 30.8% yield).1H NMR (300 MHz, CDCl3, TMS): delta 7.81-7.90 (m, 2H), 7.46-7.25 (m, 8H), 6.43 (s, 1H), 5.57 (s, 1H), 4.88 (s, 1H), 1.60 (d, J=6.6 Hz, 3H).LC-MSD (ES+): m/z [310 (M+H)+, 100].

The synthetic route of 26032-72-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Dr. Reddy’s Laboratories Ltd.; US2010/144722; (2010); A1;,
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

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

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

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

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

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. 2972-52-3, name is 2,4-Dichloro-5-pyrimidinecarbonyl chloride, molecular formula is C5HCl3N2O, 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. Recommanded Product: 2,4-Dichloro-5-pyrimidinecarbonyl chloride

Example 18Synthesis of 5-Carboxyamide-2,4-DichloropyrimidineConcentrated ammonium hydroxide solution in H2O (assumed to be 8.5M; 14.1 mL; 120 mmol) was added over 15-20 minutes to a stirred solution of 2,4-dichloropyrimidine-5-carbonyl chloride (12.5 g; 60 mmol; Manchester Organics, Sutton Weaver, England) in CH2Cl2 (300 mL) at -15 to -20 C. (internal temperature) [n.b.: a precipitate is formed during the addition]. After complete addition, the mixture was filtered (the filter cake comprises desired product and an impurity-for purification see below). H2O (50 mL) was added to the filtrate, which was partitioned. The organic layer was dried (NaSO4), filtered and the solvent removed under vacuum to give the title compound (1.1 g) as a solid. The filter cake from above was triturated with hot (ca. 50 C.) EtOAc (300 mL) and the mixture filtered-this was repeated another 2 times. The combined filtrates from the trituration were concentrated under vacuum to give another 9.1 g of the title compound. The total yield from the reaction is 10.2 g (88%). Data identical to those of Example 17.

With the rapid development of chemical substances, we look forward to future research findings about 2972-52-3.

Reference:
Patent; Singh, Rajinder; Tso, Kin; Zhang, Jing; Duncton, Matthew; Alvarez, Salvador; Kolluri, Rao; Ramphal, John; Holland, Sacha; US2011/130415; (2011); A1;,
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. 852180-74-6, name is 3-(Pyrimidin-5-yl)benzoic acid, the common compound, a new synthetic route is introduced below. Safety of 3-(Pyrimidin-5-yl)benzoic acid

To a stirred solution of XVII (0.100 g, 0.50 mmol) in 5 mL of DMF were added DIPEA (0.17 mL,1.0 mmol), HATU (0.380 g, 1.0 mmol) and XIII (0.203 g, 0.50 mmol) and stirred at RT for 12 h. Reactionmixture was diluted with ice-cold water and extracted with ethyl acetate (20 mL x 3). Organic layer wasthen washed with brine solution, dried over anhydrous sodium sulphate, concentrated under reducedpressure to afford crude product which was purified by reverse phase HPLC to afford desired product (0.053g, 18%).LCMS: 589 [M+1]+1H NMR (DMSO-d6): 10.50 (s, 1H), 10.20 (s, 1H), 9.25 (m, 3H), 8.43 (s, 1H), 8.20 (s, 1H), 8.10-8.05(m, 2H), 8.0 (m, 2H), 7.85 (d, 1H), 7.70 (m, 2H), 7.50 (d, 1H), 3.58 (s, 2H), 2.40-2.20 (m, 11H), 2.18 (s,3H).

The synthetic route of 852180-74-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ramachandran, Sreekanth A.; Jadhavar, Pradeep S.; Miglani, Sandeep K.; Singh, Manvendra P.; Kalane, Deepak P.; Agarwal, Anil K.; Sathe, Balaji D.; Mukherjee, Kakoli; Gupta, Ashu; Haldar, Srijan; Raja, Mohd; Singh, Siddhartha; Pham, Son M.; Chakravarty, Sarvajit; Quinn, Kevin; Belmar, Sebastian; Alfaro, Ivan E.; Higgs, Christopher; Bernales, Sebastian; Herrera, Francisco J.; Rai, Roopa; Bioorganic and Medicinal Chemistry Letters; vol. 27; 10; (2017); p. 2153 – 2160;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 4214-57-7, 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. 4214-57-7, name is 2-Amino-5-bromo-4,6-dimethylpyrimidine. A new synthetic method of this compound is introduced below.

To a stirred solution containing 2.00 g (9.89 mmol) of 2-amino-5-bromo-4,6-dimethylpyrimidine (5) in 16 mL of toluene was added 1.36 mL (1.32 g; 11.5 mmol) of 2,5-hexanedione followed by 96 mg (0.50 mmol) of p-toluenesulfonic acid. The reaction mixture was heated and stirred at reflux for 12 h. The reaction mixture was poured into 150 mL of water and then extracted with 200 mL of ethyl acetate. The organic solution was washed with 150 mL of brine, dried (MgSO4) and concentrated under diminished pressure. The residue was purified by chromatography on a silica gel column (15 * 5 cm). Elution with 5:1 hexanes/ethyl acetate afforded 6 as light yellow crystals: yield 2.23 g (81%); mp 64-65 C; silica gel TLC Rf 0.65 (6:1 hexanes/ethyl acetate); 1H NMR (CDCl3) delta 2.34 (s, 6H), 2.67 (s, 6H) and 5.89 (s, 2H); 13C NMR (CDCl3) delta 14.5, 24.9, 108.7, 118.6, 129.5, 155.3 and 166.9; mass spectrum (APCI), m/z 280.0458 (M+H)+ (C12H15N3Br requires 280.0449).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,4214-57-7, 2-Amino-5-bromo-4,6-dimethylpyrimidine, and friends who are interested can also refer to it.

Reference:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 90213-67-5, 2,4-Dichloro-7-methyl-7H-pyrrolo[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

Step 2: 2,4-dichloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine (2.39 g, 11.8 mmol) was treated with a 2M aqueous potassium hydroxide solution (70 mL, 140 mmol). The reaction was warmed to 100 C., where it was stirred overnight. The reaction was allowed to cool down to room temperature gradually, where it stirred for an additional 2 nights. The reaction was brought to pH 7-8 with a 3N aqueous hydrochloric acid solution. The resulting light yellow mixture was cooled in an ice/water bath and filtered, rinsing twice with a small amount of water. The filtrate was brought to pH 2-3 with additional 3N aqueous hydrochloric acid solution. The resulting opaque light yellow mixture was filtered through the original filter cake. The solids were dried in vacuo to afford 2-chloro-7-methyl-3,7-dihydro-pyrrolo[2,3-d]pyrimidin-4-one as an off-white solid (2.18 g, 100%). NMR (300 MHz, DMSO-d6) delta ppm 3.67 (s, 3H) 6.46 (d, J=3.39 Hz, 1H) 7.11 (d, J=3.39 Hz, 1H) 12.83 (br. s., 1H). LC-MS calcd. for C7H7ClN3O [(M+H)+] 184, obsd, 183.9.

The synthetic route of 90213-67-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Haynes, Nancy-Ellen; Hermann, Johannes; Kim, Kyungjin; Scott, Nathan Robert; Yi, Lin; Zak, Mark; US2013/331375; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia