Day: March 24, 2022

Adding a certain compound to certain chemical reactions, such as: 1321618-96-5, 4-Chloro-5-methylfuro[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, Recommanded Product: 1321618-96-5, blongs to pyrimidines compound. Recommanded Product: 1321618-96-5

To a solution of 4-chloro-5-methylfuro[2,3-d]pyrimidine (12, 85 mg, 0.25 mmol) and anisole (16, 70 mg, 0.28 mmol) in 2 mL of anhydrous isopropanol (IPA) added 2 drops of concentrated HCl and the reaction mixture was stirred at room temperature overnight. The brown precipitate was collected by filtration, washed with cold isopropanol, and dried under vacuum to afford compound 13 (52 mg, 80 %) as a brown solid. 13: lH NMR (400 MHz, CD3OD) delta: 2.4 (s, 3H, CH3), 3.8 (s, 3H, CH3), 6.9 (d, 2H), 7.4 (m, 2H), 7.7 (s, IH); HRMS (EI+) calculated for: Omicron4Etaiota4Nu302: 256.1084; Found: 256.1086.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1321618-96-5, 4-Chloro-5-methylfuro[2,3-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; THE TRUSTEES OF COLUMBIA UNIVERSITY IN THE CITY OF NEW YORK; KUMAR, Dileep; MANN, J., John; (109 pag.)WO2019/89575; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 3438-61-7, 5-Amino-4-methylpyrimidine, 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, SDS of cas: 3438-61-7, blongs to pyrimidines compound. SDS of cas: 3438-61-7

In an oven-dried 500 mL two-necked round-bottomed flask 1-bromo-2-nitrobenzene (18.33 g, 91 mmol), 4-methylpyrimidin-5-amine (9 g, 82 mmol), cesium carbonate (53.7 g, 165 mmol), Pd2(dba)3 (1.510 g, 1.649 mmol) and 2,2?-bis(diphenylphosphanyl)-1,1?-binaphthalene (BINAP) (5.14 g, 8.25 mmol) were dissolved in toluene (180 ml) under nitrogen to give a red suspension. The reaction mixture was degassed and heated to 120 C. for 16 h. The mixture was cooled down, diluted with ethyl acetate, washed with brine, filtered through celite and evaporated, providing 4-methyl-N-(2-nitrophenyl)pyrimidin-5-amine as a red solid (10.1 g, 53% yield).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,3438-61-7, 5-Amino-4-methylpyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Universal Display Corporation; Tsai, Jui-Yi; Xia, Chuanjun; Yeager, Walter; Dyatkin, Alexey Borisovich; (207 pag.)US2017/324049; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 1111237-76-3, name is 5-Bromo-4-chloro-2-methyl-7H-pyrrolo[2,3-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows. category: pyrimidines

b) Preparation of intermediate 152; A solution of intermediate 151 (0.01014 mol) in THF (50 ml) was stirred under N2- flow at -78 0C and a solution of n-BuLi 2.5M (0.0305 mol) in THF (10 ml) was added dropwise. After addition, the reaction was continued for one hour at -78 C. A solution of DMF (0.02029 mol) in THF (10 ml) was added dropwise. The reaction mixture was stirred for 30 min at -78 0C. The reaction mixture was allowed to reach -30 0C, and H2O (10 ml) was added dropwise. The reaction mixture was stirred for 30 min. The organic layer was separated and filtered over silica gel (eluent: THF). The collected fractions were concentrated under reduced pressure and the residue was stirred in a mixture of 2% CH3OH and 98% DCM. The precipitate was filtered off, washed and dried under vacuo, yielding 0.85 g (42.8%) of intermediate 152.

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, 1111237-76-3, 5-Bromo-4-chloro-2-methyl-7H-pyrrolo[2,3-d]pyrimidine.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; WO2009/16132; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 101257-82-3, 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. 101257-82-3, name is 4-Amino-5-chloropyrimidine. A new synthetic method of this compound is introduced below.

55. 2-({3-Chloro-2-[(5-chloro-pyrimidin-4-ylamino)-methyl]-pyridin-4-yl}-methyl-amino)-ethanol The compound is obtained analogously to Example 2 from 2-[(3-chloro-2-chloromethyl-pyridin-4-yl)-methyl-amino]-ethanol (4.7 g, 20 mmol) and 4-amino-5-chloro-pyrimidin (2.6 g, 20 mmol). Yield: 2.64 g (29%). Mp.: 158-161 C.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,101257-82-3, 4-Amino-5-chloropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; BYK Gulden Lomberg Chemische Fabrik GmbH; US6395732; (2002); B1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 313339-35-4, 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.313339-35-4, name is 4,6-Dichloro-2-(methylthio)pyrimidine-5-carboxylic acid, molecular formula is C6H4Cl2N2O2S, molecular weight is 239.08, as common compound, the synthetic route is as follows.

(2) To a mixture of 4,6-dichloro-5-carboxy-2-methylthiopyrimidine (prepared in the above (1)) 500 mg and triethylamine 0.58 ml in dimethylformamide 3 ml is added 3-chloro-4-methoxybenzylamine 359 mg in dimethylformamide 3 ml at room temperature over a period of 15 minutes, and the mixture is stirred for 4 hour. The reaction mixture is diluted with a 10% aqueous citric acid solution and extracted with ethyl acetate. The organic layer is washed, dried and concentrated in vacuo to give 4-(3-chloro-4-methoxybenzylamino)-5-carboxy-6-chloro-2-methylthiopyrimidine as a slightly brown powder.

The chemical industry reduces the impact on the environment during synthesis 313339-35-4, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Yamada, Koichiro; Matsuki, Kenji; Omori, Kenji; Kikkawa, Kohei; US2004/142930; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 85386-20-5, 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.85386-20-5, name is 5-Phenylpyrimidine-2-carboxylic acid, molecular formula is C11H8N2O2, molecular weight is 200.19, as common compound, the synthetic route is as follows.

To a solution of the compound as obtained in Referential Example 3 (10.2 g) in tetrahydrofuran (150 ml), 20% palladium hydroxide-on-carbon (4.19 g) was added in nitrogen atmosphere, followed by an overnight’s stirring in hydrogen atmosphere of one atmospheric pressure. The reaction system was nitrogen-exchanged to suspend the reaction, and the reaction liquid was filtered with Celite. The filtrate was concentrated under reduced pressure. To a solution of the residue in dimethylformamide (70 ml), phenylpyrimidinecarboxylic acid (5.97 g) as obtained in Referential Example 10 and triethylamine (8.3 ml) were added at 0C, followed by further dropwise addition of a solution of 2-chloro-1,3-dimethylimidazolium chloride (6.55 g) in dimethylformamide (30 ml) and subsequent an hour’s stirring. After addition of aqueous sodium hydrogencarbonate solution to the reaction liquid and dilution with water, the formed solid was recovered by filtration. The solid was subjected to silica gel column chromatography (chloroform: methanol = 95:5) and recrystallized from ethyl acetate, to provide the title compound (7.65 g) as yellow crystals. 1H-NMR(400MHz,d6-DMSO,deltappm):1.05-1.08(6H,m), 2.05-2.25(2H,m), 2.78(3/2H,s), 2.96(3/2H,s), 2.82-3.10(1H,m), 3.35-3.55(2H,m), 3.65-3.87(2H,m), 4.78-4.89(1/2H,m), 5.13-5.25(1/2H,m), 6.88-6.93(1H,m), 7.51-7.60(4H,m), 7.90-7.92(3H,m), 8.01(1H,d,J=8.8Hz), 8.36(1H,d,J=2.4Hz), 9.34(2H,s), 10.85(1H,s). ESI-MS Found:m/z 496[M+H]+

The chemical industry reduces the impact on the environment during synthesis 85386-20-5, I believe this compound will play a more active role in future production and life.

Reference:
Patent; BANYU PHARMACEUTICAL CO., LTD.; EP1630162; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 55405-67-9, 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 55405-67-9, name is 3-Bromopyrazolo[1,5-a]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

PREPARATION 107 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazolo[1,5-a]pyrimidine A mixture of 3-bromopyrazolo[1,5-a]pyrimidine (1.00 g, 5.1 mmol), potassium acetate (1.78 g, 18.1 mmol) and bis(pinacolato)diboron (5.77 g, 22.7 mmol) in 1,4-dioxane (20 mL) contained in a Schlenck vessel was submitted to three vacuum-argon cycles and bis(triphenylphosphine)palladium(II) dichloride (0.180 g, 0.26 mmol) was then added. The mixture was further submitted to three vacuum-argon cycles, sealed and then was stirred and heated to 100 C. After 20 hours, the reaction mixture was cooled, evaporated and then taken up in pentane and filtered through diatomaceous earth (Celite) and the filter cake was washed with a mixture of ethyl acetate/ether (3:2). The combined filtrate and washings were evaporated and the residue was stirred with n-pentane (15 mL) at -40 C for 30 minutes. The solid was filtered, washed with cold pentane and dried in vacuo to give the title compound (1.66 g, >100%) as a solid which was used without further purification. LRMS (m/z): 246 (M+1)+.1H NMR (300 MHz, CDCl3) delta ppm 1.26 (s, 12H), 6.89 (dd, 1H), 8.44 (s, 1H), 8.63 – 8.83 (m, 2H).

According to the analysis of related databases, 55405-67-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ALMIRALL, S.A.; EASTWOOD, Paul Robert; GONZALEZ RODRIGUEZ, Jacob; GOMEZ CASTILLO, Elena; BACH TANA, Jordi; WO2011/157397; (2011); 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. 34415-10-6, name is 2-Methyl-6-oxo-1,6-dihydropyrimidine-4-carboxylic acid, molecular formula is C6H6N2O3, 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. COA of Formula: C6H6N2O3

Step 1: 6-chloro-2-methyl-pyrimidine-4-carboxylic acid chloride 2.00 g (13.0 mmol) 6-hydroxy-2-methylpyrimidine-4-carboxylic acid were refluxed for 2 h with 11.9 mL (130 mmol) phosphorus oxychloride. After cooling to RT, 2.70 g (13.0 mmol) phosphorus-(V)-chloride were added and the mixture was boiled for 2 h. The reaction mixture was cooled to RT, evaporated to dryness i. vac. and coevaporated twice with toluene. The residue was triturated several times with DCM and the excess DCM was decanted off. The combined DCM phases were evaporated down and the residue was reacted further as the crude product. Yield: 2.48 g (quantitative)

With the rapid development of chemical substances, we look forward to future research findings about 34415-10-6.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2011/59954; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 55405-67-9 ,Some common heterocyclic compound, 55405-67-9, 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.

Water (160 mL) was added dropwise at room temperature to a mixture of 4-ethoxycarbonylphenylboronic acid (50 g, 0.26 mol), 3-bromopyrazolo[1,5-a]pyrimidine (56.25 g, 0.28 mol), Pd(ddpf)Cl2.CH2Cl2 (4.25 g, 5.21 mmol), and Cs2CO3 (169.42 g, 0.52 mol) in 1,4-dioxane (1 L). The reaction mixture was then heated 85 C. for 4 h. The reaction mixture was cooled, poured into water and extracted with EtOAc (2×300 mL). The combined organic layers were dried over Na2SO4, filtered, and the filtrate was concentrated under reduced pressure. The crude product was purified by silica gel chromatography eluting with a gradient of petroleum ether: EtOAc (100:10 to 3:1) to deliver the title compound (64 g, 93%) as a yellow solid. [0400] 1H NMR (400 MHz, CDCl3) delta 8.73 (d, 1H), 8.63 (d, 1H), 8.52 (s, 1H), 8.20-8.09 (m, 4H), 6.92 (dd, 1H), 4.41 (q, 2H), 1.43 (t, 3H).

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. 55405-67-9, 3-Bromopyrazolo[1,5-a]pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Pfizer Inc.; Darout, Etzer; Dullea, Robert; Hawkins, Julie Jia Li; Londregan, Allyn T.; Loria, Paula M.; Maguire, Bruce; McClure, Kim F.; Petersen, Donna N.; Piotrowski, David W.; US2014/315928; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 1235451-38-3 ,Some common heterocyclic compound, 1235451-38-3, molecular formula is C10H14BrN3O2, 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 compound 233-S3 (1.2 equiv) in 1,4- dioxane (10 vol) at 0 C under nitrogen atmosphere was added tert-butyl ((5-bromopyrimidin-2- yl)methyl)carbamate (1 equiv), potassium acetate (3 equiv) and PdCI2(dppf) (0.1 equiv). Thereaction mixture was stirred at 90 0C for 12 hours and concentrated. The residue was purified by column chromatography on silica gel using hexane/EtOAc to afford compound 233-S4.

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. 1235451-38-3, tert-Butyl ((5-bromopyrimidin-2-yl)methyl)carbamate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ACHILLION PHARMACEUTICALS, INC.; WILES, Jason, Allan; PHADKE, Avinash, S.; DESHPANDE, Milind; AGARWAL, Atul; CHEN, Dawei; GADHACHANDA, Venkat, Rao; HASHIMOTO, Akihiro; PAIS, Godwin; WANG, Qiuping; WANG, Xiangzhu; BARRISH, Joel, Charles; GREENLEE, William; EASTMAN, Kyle, J.; (0 pag.)WO2018/160889; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia