Day: March 17, 2021

Reference of 1780-40-1 , The common heterocyclic compound, 1780-40-1, name is 2,4,5,6-Tetrachloropyrimidine, molecular formula is C4Cl4N2, 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 2,4,5,6-tetrachloropyrimidine (5 g, 22.9 mmol) in THF (50 mL) was added 1N NaOH (31 mL, 31.2 mmol) dropwise, and the mixture was stirred overnight at RT. The solution was acidified with 1N HCl and extracted with DCM (3x). The organics were combined, dried, and concentrated in vacuo. The solids were slurried in Et2O for 30 min at RT, filtered, washed with Et2O, and dried to give 3.0 g (66%) of the title compound. [M+H] Calc?d for C4HCl3N2O, 201; Found, 201.

The synthetic route of 1780-40-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CELGENE CORPORATION; XU, Jiangchun; CHO, Robert; NGUYEN, Aaron; (297 pag.)WO2018/31658; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 34289-60-6, 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 34289-60-6 as follows.

In a 25 ml round bottom flask with stirring bar was combined 2-hydroxy-4,6- dimethylpyrimidine hydrochloride, 2.05 g, cesium carbonate, 5.5g, and dimethyl formamide, 8.5 ml. The mix was stirred 30 minutes, then intermediate 1 c, 1.3g, was added. The resulting mix was heated at 80 0C overnight. TLC with 1 : 1 ethyl acetate/hexanes on silica showed complete conversion to new lower RF spot. The reaction was diluted with water, and extracted with ethyl acetate. The organic layer was washed twice with water. The combined aqueous layers were back extracted with ethyl acetate. The combined organic layers were washed with brine, dried over magnesium sulfate, and then concentrated in vacuo to provide methyl 9-{3-[(4,6-dimethylpyrimidin-2-yl)oxy]propyl}- 2,3,4,9-tetrahydro-lH-carbazole-6-carboxylate as an orange oil.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,34289-60-6, its application will become more common.

Reference:
Patent; ITHERX PHARMACEUTICALS, INC.; WO2009/103022; (2009); 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. 1224944-77-7, name is Ethyl 5-chloropyrazolo[1,5-a]pyrimidine-3-carboxylate, molecular formula is C9H8ClN3O2, 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. Computed Properties of C9H8ClN3O2

Step 4. To crude mixture 4-4 in ethanol (1.07mL), A-1-6A (48.47 mg, 0.2148 mmol) was added. The mixture was stirred at 80 C for 2 hours. Water (5mL) was added and extracted with DCM (3 x 5mL). The combined organic phase was washed with brine and then dried over Na2S04. Flash column chromatography (ISCO system, 12g, 0-40% ethyl acetate in hexanes) provided 4-5A (19 mgs, 14.84 % yield), and 4-5B (10.5 mg, 8.2 % yield).

With the rapid development of chemical substances, we look forward to future research findings about 1224944-77-7.

Reference:
Patent; TP THERAPEUTICS, INC.; CUI, Jingrong Jean; LI, Yishan; ROGERS, Evan W.; ZHAI, Dayong; UNG, Jane; (108 pag.)WO2018/22911; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 36315-01-2, 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 36315-01-2, name is 2-Amino-4,6-dimethoxypyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: For the synthesis of 2, the solution of sulfurisocyanatidic chloride (7.2mmol) in 20mL toluene was added to the solution of 1 (6.0mmol) in 20mL toluene dropwise at room temperature. The reactant was heated to 140C and then the reaction proceeded for 18h under reflux. Subsequently, the mixture was cooled down to room temperature and remaining sulfurisocyanatidic chloride was removed under reduced pressure, together with the solvent. Without further purification, the resulting yellow oil 2 was dissolved in 10mL anhydrous acetonitrile and after that it was added slowly to 5mmol of 3, which was also dissolved in 10mL anhydrous acetonitrile beforehead in ice bath. After stirring for 24hat room temperature, acetonitrile was removed under reduced pressure and saturated sodium bicarbonate was added to product 4. Product 5 precipitated easily and it was further purified by recrystallization from petroleum ether/acetone in 1:1 ratio in high yields. 15% hydrochloric acid was added to aqueous solution of 5 under stirring and corresponding acidified product 4 precipitated out easily in high yields.

According to the analysis of related databases, 36315-01-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Wu, Ren-Jun; Ren, Tongtong; Gao, Jie-Yu; Wang, Li; Yu, Qilin; Yao, Zheng; Song, Guo-Qing; Ruan, Wei-Bin; Niu, Cong-Wei; Song, Fu-Hang; Zhang, Li-Xin; Li, Mingchun; Wang, Jian-Guo; European Journal of Medicinal Chemistry; vol. 162; (2019); p. 348 – 363;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 4270-27-3, 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. 4270-27-3, name is 6-Chloropyrimidine-2,4(1H,3H)-dione, molecular formula is C4H3ClN2O2, 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.

General procedure: To a suspension of 6-chlorouracil (17.58 g, 120 mmol) in DMF (60 mL) were added DIPEA (27.2 mL, 156 mmol) and 1-bromo-2-butyne (12 mL, 132 mmol). The reaction mixture was stirred overnight at r.t. Water was added. The precipitate was collected by filtration, washed with water and EtOH, and dried to give 5b as a light yellow solid (21 g, 88%).

According to the analysis of related databases, 4270-27-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Lai, Zeng-Wei; Li, Chunhong; Liu, Jun; Kong, Lingyi; Wen, Xiaoan; Sun, Hongbin; European Journal of Medicinal Chemistry; vol. 83; (2014); p. 547 – 560;,
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. 60025-09-4, name is 4-Amino-6-chloropyrimidine-5-carbonitrile, the common compound, a new synthetic route is introduced below. Recommanded Product: 4-Amino-6-chloropyrimidine-5-carbonitrile

Step 3. Preparation of 4-Amino-5-cyano-6-(((8-chloro-2-phenyl-1,4-dihydroquinolin-3-yl) methyl) amino) pyrimidine 3-Aminomethyl-2-phenylquinolin-4(1H)-one (1.25g, 0.005mol) and 50ml of isopropanol were added to a 100ml three-necked flask and stirred to be dissolved. 4-amino-5-cyano-6-chloropyrimidine (0.93g, 0.006mol) and potassium carbonate (2.1g, 0.015mol) were then added; the temperature was raised to 80C and reaction was carried out under reflux for 5h with stirring. TLC tracking was performed until the completion of the reaction. The reaction was stopped and suction filtration was performed. The filter cake was washed with a large amount of ethyl acetate; solvent was removed under reduced pressure; and methanol and silica gel were added to the residue for preparing a mixture for chromatography. After column chromatography separation, 1.37g of a white solid was obtained with a yield of 68.1 %. 1H NMR (500MHz, DMSO-d6) delta: 10.80(s, 1H), 8.18?8.17(d, 1H, J=5.0Hz), 7.88?7.87(d, 1H, J=5.0Hz), 7.56?7.54(m, 5H), 7.36?7.39(t, 1H, J=7.5Hz), 6.4 3(s, 3H), 6.10(s, 2H), 4.23(s, 2H). ES: m/z 368.9[M+H]+.

The synthetic route of 60025-09-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nanjing Sanhome Pharmaceutical Co., Ltd.; WANG, Yong; LIU, Xiaorong; HUANG, Dandan; ZHANG, Yan; KAI, Yumei; (47 pag.)EP3266774; (2018); A1;,
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.

[0059] (2R)-2-[({4-Amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl}methyl)amino]-3-[(4- chlorophenyl)sulfanyl]propan-l-ol (K.3). Compound K.2 (0.151 g, 0.59 mmol) was dissolved in MeOH (10 mL) and neutralized with Amberlyst A21 resin. The mixture was then passed through a short column of the same resin and eluted with MeOH to give the free amino form of K.2 as a yellow oil (129 mg). This was dissolved in tert-butanol (3 mL) then aq. formaldehyde solution (37%, 0.060 mL, 0.80 mmol) and 9-deazaadenine (0.080 g, 0.60 mmol) were added and the mixture stirred at 70 C for 16 h. Silica gel was added to absorb all the solvent then the solvent was evaporated and the residue purified by chromatography on silica gel (CHC13-7M NH3/MeOH, 92:8 then 85: 15) and the fractions containing the product were evaporated. The residue was further purified on silica gel (CHCl3-MeOH-28% aq. NH4OH, 92:8:0.5) to give K.3 as a colourless foam (0.022 g, 10%). XH NMR (500 MHz, CD3OD): delta 8.16 (s, 1H), 7.35 (s, 1H), 7.13-7.08 (m, 4H), 4.02 (d, J= 14.0 Hz, 1H), 3.92 (d, J = 14.0 Hz, 1H), 3.70 (dd, J= 11.3, 5.2 Hz, 1H), 3.66 (dd, J= 11.3, 5.2 Hz, 1H), 3.13 (dd, J = 13.8, 6.2 Hz, 1H), 2.92 (dd, J = 13.8, 6.9 Hz, 1H), 2.75 (m, 1H). 13C NMR (125.7 MHz, CD3OD, centre line delta 49.0): delta 152.0 (C), 150.8 (CH), 146.5 (C), 135.8 (C), 133.0 (C), 131.8 (CH), 129.8 (CH), 129.1 (CH), 115.5 (C), 114.4 (C), 63.5 (CH2), 57.0 (CH), 41.0 (CH2), 36.1 (CH2). ESI-HRMS calcd for Ci6H1835ClN5NaOS+ (M+Na)+, 386.0813, found 386.0816.

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 2227-98-7, 4-Aminopyrrolo[3,2-d]pyrimidine.

Reference:
Patent; ALBERT EINSTEIN COLLEGE OF MEDICINE OF YESHIVA UNIVERSITY; SCHRAMM, Vern, L.; CLINCH, Keith; GULAB, Shivali, Ashwin; WO2015/123101; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 941685-26-3, name is 4-Chloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine. A new synthetic method of this compound is introduced below., name: 4-Chloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine

0.2g of compound 2 and 0.11g of 4-aminopyrazole were dissolved in n-butanol. 0.27g of N,N-diisopropylethylamine was added to the solution and was heated at 150C under microwave for 2h. After completion of the reaction, the solvent was evaporated to dryness using a rotary evaporator under reduced pressure to obtain a crude product. The product was purified by column chromatography (dichloromethane:methanol = 20:1) to give 0.15g of compound 3 as a yellow solid, yield: 65%.

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, 941685-26-3, 4-Chloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine.

Reference:
Patent; Shandong University; Zhang, Yingjie; Xu, Wenfang; Liang, Xuewu; (24 pag.)CN105418616; (2016); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 113583-35-0, 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 113583-35-0 as follows.

Example 3 Methyl 3-(2-thienyl)-3-fluoro-2-[(4,6-dimethoxypyrimidin-2-yl)oxy]butyrate 2.2 g (10 mmol) of methyl 3-(2-thienyl)-3-fluoro-2-hydroxybutyrate (Compound 1.1) are dissolved in 40 ml of dimethylformamide, and 0.3 g (12 mmol) of sodium hydride is added. The mixture is stirred for 1 hour, and 2.2 g (10 mmol) of 4,6-dimethoxy-2-methylsulfonylpyrimidine are then added. After the mixture has been stirred at room temperature for 24 hours, it is hydrolyzed using 10 ml of water, the pH is brought to 5 using acetic acid, and the solvent is distilled off under a high vacuum. The residue is taken up in ethyl acetate, washed with water and dried over sodium sulfate, and the solvent is distilled off. The residue is treated with 10 ml of methyl t-butyl ether and the precipitate formed filtered off with suction. After drying, 1.8 g of a white powder remain. Yield: 61% (diastereomer mixture 1:1).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,113583-35-0, its application will become more common.

Reference:
Patent; BASF Aktiengesellschaft; US5753594; (1998); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 39889-94-6, 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. 39889-94-6, name is 5-Amino-2-methylpyrimidine, molecular formula is C5H7N3, 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.

The mixture of mono-sufone (50.6 mg, 0.1 mmol), 2-methylpyrimidin-5-amine (109 mg, 1.0 mmol), and K2CO3 (138.1 mg, 1.0 mmol) in NMP (0.5 mL) was heated to 140 C for 17 hrs, cooled to room temperature, and TFA (15 mL) was added and stirred for 5 minutes. After removal of the solvent, prep-HPLC of the residue gave the desired product. MS (ESI) m/z 435 (M + H)+.

According to the analysis of related databases, 39889-94-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TRIUS THERAPEUTICS, INC.; FINN, John; TARI, Leslie, William; CHEN, Zhiyong; ZHANG, Junhu; PHILLIPSON, Douglas; LEE, Suk, Joong; TRZOSS, Michael; BENSEN, Daniel; LI, Xiaoming; TENG, Min; ONG, Voon; BORCHARDT, Allen, John; LAM, Thanh, To; WO2015/38661; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia