Day: February 25, 2021

Reference of 75833-38-4, 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.75833-38-4, name is 2-Chloropyrimidine-4-carbonitrile, molecular formula is C5H2ClN3, molecular weight is 139.54, as common compound, the synthetic route is as follows.

1.2 (2-Chloro-pyrimidin-4-ylmethyl)carbamic acid tert-butylester; 2-Chloropyrimidine-4-carbonitrile (24 g), 40.8 g of t-butyl dicarbonate (BOC2O) in 1.2 L of methanol and 5 g of Raney nickel (Raney 2400) were charged in an autoclave. The autoclave was sealed and purged with hydrogen. The hydrogenation was run at 30 psi hydrogen gas. The reduction was carried out to completion and the reactor was vented and purged with nitrogen. The reaction mixture was filtered over diatomaceous earth and the filtrate was concentrated. The residue was purified by chromatography to yield the title compound (35 g, 84%) as white solid of melting point of 86-88 0C.

Statistics shows that 75833-38-4 is playing an increasingly important role. we look forward to future research findings about 2-Chloropyrimidine-4-carbonitrile.

Reference:
Patent; BASF SE; WO2008/62011; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 1074-41-5, 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. 1074-41-5, name is 6-Amino-2-(methylthio)pyrimidin-4-ol, molecular formula is C5H7N3OS, 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: A mixture of equimolar amounts of 6-amino-2-(methylthio)pyrimidin-4(3H)-one (1) (1 mmol), ethylcyanoacetateor meldrum?s acid (2 or 5) (1 mmol) and aldehyde(3 or 6) (1 mmol) was added to a vial containinga magnetic stirring bar and [DMBSI]HSO4 (0.18 mmol,0.06g) and heated at 80 C in an oil bath. Stirring at 80C was continued until disappearance of the startingmaterials. At this stage, due to the poor solubility in theionic liquid, the product appears as a precipitate. Thereaction mixture was cooled and washed with water toextract the ionic liquid. The solid obtained was recrystallizedfrom ethanol to furnish the desired pure product.The ionic liquid was recovered from the aqueous extractsby evaporation under reduced pressure, and reusedin the next run.

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 1074-41-5, 6-Amino-2-(methylthio)pyrimidin-4-ol.

Reference:
Article; Nia, Roghayeh Hossein; Mamaghani, Manouchehr; Tabatabaeian, Khalil; Shirini, Farhad; Rassa, Mehdi; Acta Chimica Slovenica; vol. 60; 4; (2013); p. 889 – 895;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 33034-67-2, Adding some certain compound to certain chemical reactions, such as: 33034-67-2, name is 2-Chloro-4-(trifluoromethyl)pyrimidine,molecular formula is C5H2ClF3N2, 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 33034-67-2.

Stir a mixture of (S)-(2,4-dichlorobenzyl)-pyrrolidin-3-ylamine (266 mg5 1 mmol), 2-chloro-4-(trifluoromethyl)-pyrimidine (365 mg, 2 mmol) and polymer supported potassium carbonate (626 mg, 2 mmol) at 8O0C overnight. Filter away the EPO polymer and pour the filtered reaction mixture onto a SCX-2 column. Elute with methanol and then elute with 2 M ammonia in methanol. Concentrate to give a residue and chromatograph on silica gel to give the title compound (258 mg, 66percent). Prepare the hydrochloride salt essentially as described in EXAMPLE 1 to give the hydrochloride salt of the title compound. 1H NMR (400 MHz, MeOH-O4) delta 8.39 (2H, m), 7.71 (IH, d, J = 8.56 Hz), 7.68 (IH, d, J = 1.71 Hz)5 7.51 (IH, dd, J = 8.31, 1.96 Hz), 4.46-4.55 (2H, m), 4.19-4.26 (IH, m), 4.09-4.14 (IH, m), 3.89-3.98 (2H, m), 3.73 (IH, m), 2.63-2.70 (IH, m), 2.39-2.48 (IH, m), MS (ES): m/z = 391[M+].

According to the analysis of related databases, 33034-67-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ELI LILLY AND COMPANY; WO2006/44454; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 32980-71-5, 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 32980-71-5, name is Perchloropyrimido[5,4-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

2M Ethylamine/THF (27 mL, 54.00 mmol) was added dropwise to a solution of 2,4,6,8-tetrachloro-pyrimido[5,4-djpyrimidine (1)(3.00 g, 11.15 mmol) in THF (150 mL) at 0C. The reaction mixture was stirred at room temperature for 2 h. The volatiles were removed and the residue was suspended in water (50 mL). The resultanthe precipitate were filtered, washed with water (2 x 30 mL) and dried over solid P205 to give 2,6-dichloro-N,N?-diethyl-pyrimido [5,4-djpyrimidine-4,8-diamine (160) (2.93 g, 92% yield). 300 MHz ?HNMR (DMSO-d6, ppm): 8.68 (2H, t, J=5.9 Hz) 3.52-3.40 (4H, m) 1.16 (6H, t, J7.1 Hz).ESI-MS (m/z): 287, 289, 291 [M+Hjt

According to the analysis of related databases, 32980-71-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GALLEON PHARMACEUTICALS, INC.; DAX, Scott L.; MENCEL, James Joseph; OZOLA, Vita; SUNA, Edgars; SHUBIN, Kirill; (294 pag.)WO2017/3822; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 24415-66-5 , The common heterocyclic compound, 24415-66-5, name is 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine, molecular formula is C6H5ClN4, 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.

The preparation method of the compound e22 comprises the steps of: taking about 1 mmol of 7-chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine and about 3 mmol.1-benzyl-5-methoxy-1H-indole was added to a 10 mL microwave reaction tube.Further, 2 mL of hexafluoroisopropanol solvent and about 0.1 mmol of bistrifluoromethanesulfonimide catalyst were added, sealed and heated to 100 C with stirring and reacted for about 6 h.Then, the reaction system was monitored by TLC, and after the reaction system was cooled to room temperature, it was separated and purified by column chromatography to obtain pure compound e22.The compound e22 is a yellow solid with a yield of 89%.

The synthetic route of 24415-66-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zhengzhou University; Liu Hongmin; Yu Bin; Zheng Yichao; Yuan Shuo; Shen Dandan; (27 pag.)CN109020976; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 1004-39-3, 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.1004-39-3, name is 4,6-Diaminopyrimidine-2-thiol, molecular formula is C4H6N4S, molecular weight is 142.18, as common compound, the synthetic route is as follows.

3.79 g (10 mmol) of pleuromutilin were added to a 250 mL flask.2.1 g (11 mmol) of p-toluenesulfonyl chloride was added to 60 mL of dichloromethane, and the temperature was raised to 45C.A 2.5 ml NaOH solution having a concentration of 0.01 mol/ml was slowly added dropwise with stirring, and a large amount of white substance was generated after the reaction for 40 minutes.At room temperature, 1.44 g of 4,6-diamino-2-mercaptopyrimidine and 20 mL of methanol were added and the reaction was stirred at room temperature for 36 h.After the reaction, the solvent was evaporated under reduced pressure. The crude product was extracted with 30 mL of ethyl acetate and 10 mL of solvent.Take three times, combine the organic phase,30 mL of a saturated NaHCO 3 solution was added and the mixture was filtered to obtain the compound of Formula I (4.77 g, yield 95%).

The chemical industry reduces the impact on the environment during synthesis 1004-39-3, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Chinese Academy Of Agricultural Sciences Lanzhou Husbandry And Veterinary Drugs Institute; Shang Ruofeng; Yi Yunpeng; Liu Yu; Ai Xin; Yang Zhen; Liang Jianping; (13 pag.)CN105622524; (2018); B;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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 4316-97-6, name is 4,6-Dichloro-5-methylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C5H4Cl2N2

tert-Butyl (3R.4S 4-r(6-chloro i–5-methylpyrimidin-4-yl)oxyl-3- fluoropiperidine-1 -carboxylate (racemic)To a solution of ie -butyl-(3,4-cis)-3-fluoro-4-hydroxy-piperidine-1 -carboxylate(racemic) (Preparation 1 ) (1.0 g, 4.6 mmol) and 4,6-dichloro-5-methylpyrimidine (818 mg, 5.02 mmol) in anhydrous tetrahydrofuran (23 mL) was added sodium hydride (201 mg, 5.02 mmol, 60% dispersion in mineral oil) in two portions at 0 degrees Celsius. After 18 hours, the reaction mixture was quenched with saturatedaqueous ammonium chloride and diluted with water. The resulting mixture was extracted three times with ethyl acetate. The combined organic layers were dried over sodium sulfate, filtered, and the filtrate was concentrated under reduced pressure to afford the title compound as a pale yellow oil (1.56 g, 99%). 1 H NMR (400 MHz, deuterochloroform) delta 1 .46 (s, 9 H), 1.84 – 1 .91 (m, 1 H), 2.04 – 2.17 (m, 1 H), 2.24 (s, 3 H), 3.09 – 3.22 (m, 1 H), 3.29 – 3.43 (m, 1 H), 3.78 – 4.01 (m, 1 H), 4.09 – 4.20 (m, 1 H), 4.74 – 4.93 (m, 1 H), 5.31 – 5.43 (m, 1 H), 8.36 (s, 1 H). LCMS: (ES+): 346.4 (M+1 ).

With the rapid development of chemical substances, we look forward to future research findings about 4316-97-6.

Reference:
Patent; PFIZER INC.; MASCITTI, Vincent; MCCLURE, Kim Francis; MUNCHHOF, Michael John; ROBINSON, Ralph Pelton; WO2011/61679; (2011); 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. 287714-35-6, name is Methyl 2-chloropyrimidine-5-carboxylate. A new synthetic method of this compound is introduced below., HPLC of Formula: C6H5ClN2O2

A microwave reaction vessel was charged with 3-(methoxy-phenyl)-propylamine (1.44g,8.7mmol), 2-chloro-pyrimidine-5-carboxylic acid methyl ester (Maybridge, lg, 5.8mmol), potassium acetate (1.62g, 16.5mmol) and methanol (10ml). The mixture was heated to 150C for lh in a microwave oven, then cooled to rt and quenched with cold water (4ml). The precipitate was collected by filtration and washed with water and cold methanol to afford the desired product (1.73g, 99% yield).

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, 287714-35-6, Methyl 2-chloropyrimidine-5-carboxylate.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GILLESPIE, Paul; MICHOUD, Christophe; RUPERT, Kenneth Carey; THAKKAR, Kshitij Chhabilbhai; YI, Lin; WO2012/123467; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 13036-57-2, 2-Chloro-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, 13036-57-2, blongs to pyrimidines compound. Computed Properties of C5H5ClN2

Example 11, Step E[00133] A solution of compound 11f (68 mg, 0.2 mmol), 2-chloro-4-methylpyrimidine (31 mg, 0.24 mmol), Pd2(dba)3 (22.85 mg, 0.025 mmol), Xant-phos (28.9 mg, 0.05 mmol) and Cs2C03 (98 mg, 0.3 mmol) in dioxane (3 mL) was heated to reflux for 4 hrs under N2. After cooling to r.t., the mixture was diluted with H20 (10 mL) and extracted with EtOAc (10 mL*2), the combined organic layers were dried over Na2S04, concentrated in vacuo and purified by preparative TLC (EtOAc: PE = 2:1 ) to give product 11g (52.4 mg, 62%).[00134] This compound was characterized by mass spectroscopy (MS) in accordance with the procedures described herein. Mass spectroscopy indicated MS (ESI): m/z 431 (M+H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,13036-57-2, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; ADDEX PHARMA SA; LIVERTON, Nigel, J.; BOLEA, Christelle; CELANIRE, Sylvain; LUO, Yunfu; WO2012/6760; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 2240-25-7, 4-Amino-5-bromopyrimidin-2(1H)-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, Safety of 4-Amino-5-bromopyrimidin-2(1H)-one, blongs to pyrimidines compound. Safety of 4-Amino-5-bromopyrimidin-2(1H)-one

EXAMPLE 694-amino-5-(2-(((2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl)methylthio)ethylamino)pyrimidin-2(1H)-one 40A solid mixture of 34 (100 mg, 0.306 mmol) and 5-bromocytosine (58 mg, 0.305 mmol) was heated at 150¡ã C. for 4 hours. After the reaction had cooled to room temperature, the product was purified by preparative HPLC to give the title compound 40 as the formate salt in 8.4percent yield (11 mg). 1H NMR (DMSO-d6/D2O) delta (ppm): 8.31 (s, 1H), 8.15 (s, 1H), 8.11 (s, 1H), 6.62 (s, 1H), 5.85 (d, 1H, J=5.6 Hz), 4.70 (dd, 1H, J=5.2, 5.6 Hz), 4.13 (m, 1H), 4.00 (m, 1H), 2.90 (m, 4H), 2.65 (m, 2H). MS calc 435.46; found 436 (MH)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2240-25-7, 4-Amino-5-bromopyrimidin-2(1H)-one, and friends who are interested can also refer to it.

Reference:
Patent; METHYLGENE INC.; US2008/132525; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia