Pyrimidines

Application of 7627-44-3, 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 7627-44-3, name is 2,4-Dichloro-5-(iodomethyl)pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

To a suspension of NaH (79.75 mg, 3.32 mmol) in anhydrous THF (50 mL) at 0° C. under nitrogen atmosphere was added 3-methyloxetan-3-ol (268.39 mg, 3.05 mmol). After stirring for 30 min at 0° C., the reaction mixture was transferred via cannula to a solution of INT-53 (800 mg, 2.77 mmol) in anhydrous THF (50 mL). After stirring for an additional 2 h at 0° C., NH4Cl (satd. aq) was added and the reaction was extracted with ethyl acetate (3×50 mL). The combined organic extracts were dried over MgSO4, concentrated under reduced pressure and the resulting residue was purified by silica column chromatography eluting with a mixture of petroleum ether: ethyl acetate (1/1). INT-61 (350 mg, 51percent) was obtained as a brown solid. 1H NMR (400 MHz, CDCl3): delta 8.71 (s, 1H), 4.77-4.75 (d, J=6.8 Hz, 2H), 4.53 (s, 2H), 4.48-4.46 (d, J=7.2 Hz, 2H), 1.66 (s, 3H). MS m/z (M+H): 249.1.

According to the analysis of related databases, 7627-44-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Celgene Avilomics Research, Inc.; Alexander, Matthew David; Chuaqui, Claudio; Malona, John; McDonald, Joseph John; Ni, Yike; Niu, Deqiang; Petter, Russell C.; Singh, Juswinder; (164 pag.)US2016/75720; (2016); A1;,
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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. 1044145-59-6, name is (4-Chloro-2-(methylthio)pyrimidin-5-yl)methanol. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 1044145-59-6

To a solution of (4-chloro-2-(methylthio)pyrimidin-5-yl)methanol (1.14 g, 6 mmol) in DCM (200 mL) was added MnO2 (8.7 g, 100 mmol), the reaction was stirred at r.t. overnight, then filtered, the filtrate was concentrated to give 4-chloro-2-(methylthio)pyrimidine-5-carbaldehyde as a yellow solid , which was used for the next step without purification. Yield: 72.7%, MS (m/z): 188.9 (M+1) +.

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, 1044145-59-6, (4-Chloro-2-(methylthio)pyrimidin-5-yl)methanol.

Reference:
Patent; HUTCHISON MEDIPHARMA LIMITED; SU, Wei-guo; DAI, Guangxiu; XIAO, Kun; JIA, Hong; ZHANG, Zhulin; VENABLE, Jennifer Diane; BEMBENEK, Scott Damian; CHAI, Wenying; WO2014/15830; (2014); A1;,
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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. 22536-66-9, name is 2-Chloropyrimidine-4-carboxamide, the common compound, a new synthetic route is introduced below. HPLC of Formula: C5H4ClN3O

To a 5 mL vial containing a stir bar, 3-(2-aminopyrimidin-5-yl)-6-cyclobutyl-2-fluorophenol (80 mg, 0.31 mmol) and 2-chloropyrimidine (41 mg, 0.34 mmol) were added Cs2CO3 (203 mg, 0.62 mmol) and DMSO (0.8 mL). The resultant mixture was stirred at 120 Celsius for approximately 1 hour via microwave irradiation. The reaction mixture was cooled to room temperature before passing the mixture through a syringe filter and subjecting the filtrate to FCC to afford the title compound (81 mg, 78%). MS (ESI): mass calcd. for C18H16FN5O, 337.13; m/z found, 338.1 [M+H]+. 1H NMR (400 MHz, CDCl3) delta 8.57 (d, J=4.8, 2H), 8.50 (d, J=1.0, 2H), 7.31-7.19 (m, 2H), 7.09-7.05 (m, 1H), 5.40 (s, 2H), 3.71 (p, J=8.9, 1H), 2.28-2.07 (m, 4H), 2.03-1.89 (m, 1H), 1.86-1.74 (m, 1H).

The synthetic route of 22536-66-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; Eccles, Wendy; Fitzgerald, Anne E.; Hack, Michael D.; Hawryluk, Natalie A.; Jones, William M.; Keith, John M.; Krawczuk, Paul; Lebsack, Alec D.; Liu, Jing; Mani, Neelakandha S.; McClure, Kelly J.; Meduna, Steven P.; Rosen, Mark D.; US2014/221310; (2014); A1;,
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Related Products of 81560-03-4, 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 81560-03-4, name is 5-Bromo-2-(methylthio)pyrimidin-4(3H)-one. This compound has unique chemical properties. The synthetic route is as follows.

Step 3, Preparation of 5-bromo-4-chloro-2-methylthiopyrimidine: take 5-bromo-2-methylthio-4-pyrimidinone 110g, dissolve in 400g pyridine, and raise the temperature of the system to 80.100 g of phosphorus oxychloride was added dropwise. After the addition was completed, the reaction was continued for 5 h. After the reaction was completed,Cool to room temperature, ice bath, adjust the pH to 8-9 with saturated sodium bicarbonate, extract with 500 ml of ethyl acetate, dry over anhydrous magnesium sulfate, filter,The filtrate was decompressed to recover the solvent, and the residue was recrystallized from petroleum ether:ethyl acetate=1:3 to obtain 98 g of light yellow solid powder in a yield of 83%.

According to the analysis of related databases, 81560-03-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shanghai Weiju Industrial Co., Ltd.; Liu Hui; (6 pag.)CN107488175; (2017); A;,
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Application of 1780-31-0, Adding some certain compound to certain chemical reactions, such as: 1780-31-0, name is 2,4-Dichloro-5-methylpyrimidine,molecular formula is C5H4Cl2N2, 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 1780-31-0.

A solution of concentrated NH4OH (4.4 mL) in water (20 mL) was added to a suspension of compound XIII-A-59 (2 g) and Zn (2.4 g) in benzene (8 mL). The mixture was heated to reflux overnight. After cooling to room temperature, the solution was filtered and extracted twice with ether. The combined ether solution was dried and concentrated to give 1.0 g of crude product that was more than 90% pure thus used directly in the next step.

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. 1780-31-0, 2,4-Dichloro-5-methylpyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Kalypsys, Inc.; US2005/234046; (2005); A1;,
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Related Products of 5305-40-8, 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. 5305-40-8, name is 4,6-Dichloropyrimidine-5-carbaldehyde, molecular formula is C5H2Cl2N2O, 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.

Hydrazine hydrate (1 1.5 mL, 23.7 mmol) was slowly added to a solution of 4,6-dichloro-pyrimidine-5-carbaldehyde (40.0 g, 22.6 mmol) and triethylamine (30 mL, 22 mmol) in 1 ,4-dioxane (600 mL) with cooling to maintain an internal temperature below 20 C. After the addition was completed, the reaction was warmed to rt. After 1 hr, the reaction was filtered. The solvent was removed in vacuo to afford the title intermediate (29 g, 83 %) as a light yellow solid. 1H NMR (400 MHz, DMSO-d6) delta 14.52 (br. s, 1 H), 8.83 (s, 1 H), 8.45 (s, 1 H). MS m/z 155 [M+l]+.

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 5305-40-8, 4,6-Dichloropyrimidine-5-carbaldehyde.

Reference:
Patent; BIOGEN IDEC MA INC.; SUNESIS PHARMACEUTICALS, INC.; BUI, Minna; CONLON, Patrick; ERLANSON, Daniel, A.; FAN, Junfa; GUAN, Bing; HOPKINS, Brian, T.; ISHCHENKO, Alexey; JENKINS, Tracy, J.; KUMARAVEL, Gnanasambandam; MARCOTTE, Doug; POWELL, Noel; SCOTT, Daniel; TAVERAS, Art; WANG, Deping; ZHONG, Min; WO2011/29043; (2011); A1;,
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Related Products of 13036-57-2, 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. 13036-57-2, name is 2-Chloro-4-methylpyrimidine, molecular formula is C5H5ClN2, 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.

Example 8, Step E[00106] A mixture of compound 8d (162 mg, 0.5 mmol), 2-chloro-4-methylpyrimidine (128 mg, 1 mmol), Pd2(dba)3 (30 mg, 0.032 mmol), Xant-phos (37 mg, 0.054 mmol) and Cs2C03 (326 mg, 1 mmol) in dioxane (4 ml.) was heated to reflux for 5 hrs under N2. The mixture was cooled to r. , filtered and the filtrate concentrated in vacuo. The residue was purified by preparative TLC (EtOAc: PE = 1 :1) to give product 8e (116 mg, 56%).[00107] This compound was characterized by mass spectroscopy (MS) in accordance with the procedures described herein. Mass spectroscopy indicated MS (ESI): m/z 417 (M+H)+.

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 13036-57-2, 2-Chloro-4-methylpyrimidine.

Reference:
Patent; MERCK SHARP & DOHME CORP.; ADDEX PHARMA S.A.; LIVERTON, Nigel, J.; BOLEA, Christelle; CELANIRE, Sylvain; YUNFU, Luo; WO2012/8999; (2012); A2;,
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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. 2927-71-1, name is 2,4-Dichloro-5-fluoropyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 2,4-Dichloro-5-fluoropyrimidine

Int rmediate 32: 2-Chloro-5-fluoro-4-methylpyrimidine.To a solution of 2,4-dichloro-5-fluoropyrimidine (1 .02 g, 6.08 mmol) inTHF/NMP (38 mL/3 mL) was added Fe(acac)3 (215 mg, 0.61 mmol) and the mixture was cooled to 0 C. 3.0 M methylmagnesium bromide in Et2O (3.04 mL, 9.12 mmol) was added dropwise. After 30 min at 0 C, the reaction was complete and quenched with saturated aqueous NH4CI solution. Et2O was added and the layers were separated and the aqueous layer was further extracted with several portions of Et2O. The combined organic extracts were dried over Na2SO4, filtered and concentrated in vacuo. Chromatography (Hexanes to 10% EtOAc/Hexanes) gave the desired product as a waxy white solid (430 mg, 48%). 1H NMR (400 MHz, CDCI3): 8.35 (s, 1 H), 2.55 (d, J = 2.5 Hz, 3H).

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, 2927-71-1, 2,4-Dichloro-5-fluoropyrimidine.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; BRANSTETTER, Bryan, James; LETAVIC, Michael, A.; LY, Kiev, S.; RUDOLPH, Dale, A.; SAVALL, Brad, M.; SHAH, Chandravadan, R.; SHIREMAN, Brock, T.; WO2011/50202; (2011); A1;,
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Electric Literature of 36315-01-2 ,Some common heterocyclic compound, 36315-01-2, molecular formula is C6H9N3O2, 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 for thiocyanation of aminopyrimidine derivatives: Ammonium thiocyanate (3 mmol) and iodine (1.0 mmol) are added at room temperature to a stirred solution of the corresponding aminopyrimidine derivative (1.0 mmol) in methanol (10 mL). After completion of the reaction (TLC control), a sodium thiosulfate solution [20% (w/v)] is added to destroy the remaining iodine. The solid formed is filtered off, washed with water, and recrystallized from a methanol/water solution. For more details see Table 1 and Supplementary data.

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. 36315-01-2, 2-Amino-4,6-dimethoxypyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Rodriguez, Ricaurte; Camargo, Patricia; Sierra, Cesar A.; Soto, Carlos Y.; Cobo, Justo; Nogueras, Manuel; Tetrahedron Letters; vol. 52; 21; (2011); p. 2652 – 2654;,
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Application of 14080-23-0, 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. 14080-23-0, name is 2-Cyanopyrimidine. A new synthetic method of this compound is introduced below.

Sodium (40 mg) was dissolved in methanol (20 ml), 2-cyanopyrimidine 1 (0.685 g, 5 mmol) was added and the resulting mixture was stirred at room temperature for 1 h.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,14080-23-0, 2-Cyanopyrimidine, and friends who are interested can also refer to it.

Reference:
Article; Kopchuk, Dmitry S.; Chepchugov, Nikolay V.; Khasanov, Albert F.; Kovalev, Igor S.; Santra, Sougata; Nosova, Emiliya V.; Zyryanov, Grigory V.; Majee, Adinath; Rusinov, Vladimir L.; Chupakhin, Oleg N.; Tetrahedron Letters; vol. 57; 34; (2016); p. 3862 – 3865;,
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