Tag: M.W:100-200

Reference of 39906-04-2, 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.39906-04-2, name is 4,6-Dichloro-2-methylpyrimidin-5-amine, molecular formula is C5H5Cl2N3, molecular weight is 178.02, as common compound, the synthetic route is as follows.

General procedure: A microwave vial was charged with the corresponding 4,6-dichloropyrimidine (1.0 mmol), the appropriate arylamine (1.0 mmol), 4 mL of isobutanol and 50 muL of 37% aqueous HCl. The reaction vessel was sealed and heated in a microwave reactor at 150 C for 10 min. After cooling, the reaction mixture was worked up as indicated in each case.

The chemical industry reduces the impact on the environment during synthesis 39906-04-2, I believe this compound will play a more active role in future production and life.

Reference:
Article; Aguado, Leire; Canela, Maria-Dolores; Thibaut, Hendrik Jan; Priego, Eva-Maria; Camarasa, Maria-Jose; Leyssen, Pieter; Neyts, Johan; Perez-Perez, Maria-Jesus; European Journal of Medicinal Chemistry; vol. 49; (2012); p. 279 – 288;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 5018-38-2, 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.5018-38-2, name is 4,6-Dichloro-5-methoxypyrimidine, molecular formula is C5H4Cl2N2O, molecular weight is 179, as common compound, the synthetic route is as follows.

Example 36 Synthesis of Compound S 1-23 AND 1-27 To a solution of 4,6-dichloro-5-methoxypyrimidine (5.0 g, 28.24 mmol) in DCE (50 mL) at 0 C. was added aluminum trichloride (7.5 g, 56.4 mmol) in two portions. The reaction mixture was stirred at 0 C. for 10 min, then at 50 C. for 4 hr. The mixture was cooled to 0 C. and aqueous HCl (1 M, 20 mL) followed by methanol (20 mL) were added slowly while stirring vigorously. The mixture was poured into water and extracted with diethyl ether. The combined organic layers were washed with brine, dried over magnesium sulfate, filtered and concentrated. The residue was dried in vacuo to afford 4,6-dichloropyrimidin-5-ol as a beige solid. LC/MS APCI: Calculated 163.95; Observed m/z [M+H]+ 165.1. 1H NMR (DMSO-d6): delta (ppm) 11.67 (s, br, 1H), 8.38 (s, 1H).

Statistics shows that 5018-38-2 is playing an increasingly important role. we look forward to future research findings about 4,6-Dichloro-5-methoxypyrimidine.

Reference:
Patent; Arrien Pharmaceuticals LLC; Vankayalapati, Hariprasad; US2020/131154; (2020); 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. 672-41-3, name is 6-(Trifluoromethyl)pyrimidin-4-amine, molecular formula is C5H4F3N3, 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. HPLC of Formula: C5H4F3N3

A mixture of 6-(trifluoromethyl)pyrimidin-4-amine (232 mg, 1 .0607 mmol, prepared as described in WO20071 13558), 1 -[3-ethylsulfonyl-5-(trifluoromethyl)-2-pyridyl]ethanone (200 mg, 0.71 mmol) , copper(l)iodide (7.0 mg, 0.036 mmol) , ln(lll)triflate (4.0 mg, 0.0071 mmol) and 1 – methyl-2-pyrrolidone (4 mL) were stirred for 19 hr at 120C. LC-MS: desired product and starting material, and thus the reaction was stirred for a further 27hr at 120C. Reaction mixture was cooled to ambient temperature and water and ethylacetate were added. Aqueous layer was extracted 2 times with ethylacetate and the combined organic layers were washed with brine, dried over Na2S04, filtered and concentrated in vacuo. The product was purified by combiflash chromatography with column of 12 g and a gradient of cyclohexane + 0-80% ethylacetate, to give the title compound (96 mg, 31 %) as a white solid. 1H NMR (400MHz, CDCI3): delta (ppm) 9.20 (s, 1 H), 9.14 (s, 1 H), 8.80 (d, J=1.5 Hz, 1 H), 8.44 (s, 1 H), 7.99 (s, 1 H), 4.10 (q, J=7.5 Hz, 2H), 1 .43 (t, J=7.5 Hz, 3H). LCMS (method SQD13): Rt:0.98 min, 425 (M+H). Mpt. 180-181 C.

With the rapid development of chemical substances, we look forward to future research findings about 672-41-3.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; EDMUNDS, Andrew; MUEHLEBACH, Michel; STOLLER, Andre; LOISELEUR, Olivier; BUCHHOLZ, Anke; HUETER, Ottmar Franz; BIGOT, Aurelien; HALL, Roger Graham; EMERY, Daniel; JUNG, Pierre Joseph Marcel; LU, Long; WU, Yaming; CHEN, Ruifang; WO2015/715; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
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Synthetic Route of 76196-80-0, 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. 76196-80-0, name is Methyl 5-methylpyrimidine-2-carboxylate, molecular formula is C7H8N2O2, 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.

To a solution of methyl 5-methylpyrimidine-2-carboxylate (100.00 mg, 657.25 umol, 1.00 eq) in CC (3.00 mL) were added benzoyl peroxide (31.84 mg, 131.45 umol, 0.20 eq) and l-bromopyrrolidine-2,5-dione (105.28 mg, 591.53 umol, 0.90 eq). The mixture was stirred at 70 C for 16 h. The reaction mixture was quenched by addition H20 (10 mL) and extracted with DCM (10 mL * 3). The combined organic layers were dried over anhydrous Na2S04 and concentrated. The crude residue was purified by column chromatography (Petroleum ether : Ethyl acetate=20: l to 1: 1) to afford methyl 5-(bromomethyl)pyrimidine-2- carboxylate (47.00 mg). LCMS (M+H+) m/z: 231

According to the analysis of related databases, 76196-80-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CONSTELLATION PHARMACEUTICALS, INC.; ALBRECHT, Brian, K.; AUDIA, James, Edmund; COTE, Alexandre; DUPLESSIS, Martin; GEHLING, Victor, S.; HARMANGE, Jean-christophe; VASWANI, Rishi, G.; (274 pag.)WO2016/172496; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
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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 1074-40-4, name is 4,6-Dichloro-2-methoxypyrimidine. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C5H4Cl2N2O

A solution of 4,6-dichloro-2-methoxypyrimidine [0.7 g, Intermediate (4)], 2-(3-fluoro-4- methoxy-phenyl)-ethylamine [0.66 g, Intermediate (3)] and sodium bicarbonate (0.88 g) in EtOH (25 mL) is heated at 8O0C for three hours and poured into water (400 mL). The resulting solid is filtered and air dried affording (6-cMoro-2-methoxy-pyrimidin-4-yl)-f2-(3-fluoro-4-methoxyphenyl)- ethyliamine [1.1 g, Intermediate (5)]. MS: 312 (M+H); 1H NMR (CDCl3): delta 6.9-7 (3H, m); 6.05 (IH, s); 3.95 (3H1 s); 3.85 (3H, s); 3.6-3.7 (2H, m); 2.95 (2H, t).

With the rapid development of chemical substances, we look forward to future research findings about 1074-40-4.

Reference:
Patent; SANOFI-AVENTIS U.S. LLC; HARRIS, Keith John; WO2008/39882; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 25193-95-7, 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. 25193-95-7, name is 5-(Hydroxymethyl)pyrimidine, molecular formula is C5H6N2O, 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.

Into 2 g of N,N-dimethylformamide were dissolved 219 mg of 5-chloro-3-benzylthio-1,2,4-thiadiazole and 200 mg of 5-pyrimidylmethyl alcohol, 44 mg of sodium hydride (60% in oil) was added thereto under ice-cooling, and the reaction mixture was stirred for 30 minutes. After stirring for 5 hours at room temperature, the reaction mixture was added to saturated sodium chloride aqueous solution, and extracted with t-butyl methyl ether. The organic layer was concentrated, and the residue obtained was subjected to silica gel column chromatography to give 130 mg of 5-(5-pyrimidylmethyloxy)-3-benzylthio-1,2,4-thiadiazole (hereinafter, referred to as the present compound (38)). [] 1H-NMR: 9.25 (s, 1H), 8.86 (s, 2H), 7.43-7.24 (m, 5H), 5.53 (s, 2H), 4.41 (s, 2H)

According to the analysis of related databases, 25193-95-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Sumitomo Chemical Company, Limited; EP1475374; (2004); A1;,
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 13223-25-1, name is 2-Chloro-4,6-dimethoxypyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 13223-25-1

Example 5 Synthesis of 3-(4,6-dimethoxy-2-pyrimidinyloxy)-2-pyridinecarboxaldehyde diethylacetal (Compound No. 3) Step (d)] Sodium hydride (7.0 g) was added under stirring to 300 ml of dimethylimidazolidinone, followed by the gradual addition of 37.5 g of 3-hydroxy-2-pyridinecarboxaldehyde diethylacetal at room temperature. Heat was evolved with bubbling so that the temperature of the mixture arose to 55 C. After the mixture was heated for 1 hour at 90-95 C., 31.6 g of 2-chloro-4,6-dimethoxypyrimidine were added. The reaction mixture was heated at 100-120 C. for 8 hours so that the reaction was brought to completion. The reaction mixture was cooled to room temperature, added with 500 ml of water, and then extracted three times with 700 ml portions of ethyl acetate. The organic layers were combined, washed with water and then dried over anhydrous sodium sulfate. The solvent was then distilled out, whereby 87.4 g of an oily residue were obtained. The residue was purified by silica gel chromatography (n-hexane/ethyl acetate=1:1) so that 54.6 g of 3-(4,6-dimethoxy-2-pyrimidinyloxy)-2-pyridinecarboxaldehyde diethylacetate were obtained (yield: 90%).

With the rapid development of chemical substances, we look forward to future research findings about 13223-25-1.

Reference:
Patent; Mitsui Toatsu Chemicals Incorporated; US5129937; (1992); A;,
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. 16357-69-0, name is 4-Aminopyrimidine-5-carbonitrile. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C5H4N4

Compound 1e (1 mmol, 120 mg), [HDBN+][TFE-] (6 mmol, 1.35 g)was added to a 10 ml round-bottomed flask.in CO2 Under the environment, heating to 90 C for 48 hours, stop the reaction, until the temperature cools to room temperature, add saturated NH4Aqueous Cl solution to adjust the pH to neutral, respectively 20ml CH2Cl2Extract three times and collect CH2Cl2The solution was dried over anhydrous sodium sulfate, filtered, and the solution was evaporated under reduced pressure. The solid was isolated by silica gel column chromatography (eluent CH2Cl2_CH3OH=15:1) 131 mg of white solid compound 2e was obtained with a yield of 80%.

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, 16357-69-0, 4-Aminopyrimidine-5-carbonitrile.

Reference:
Patent; Guizhou Medical University; Li Chun; Zhang Lin; Yang Yuanyong; (11 pag.)CN107698587; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 14394-70-8 ,Some common heterocyclic compound, 14394-70-8, molecular formula is C5H6ClN3, 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.

[0460] A mixture of 3-bromopyridine (379 mg, 2.4 mmol), 4-amino-2-chloro-5- methylpyrimidine (287 mg, 2.0 mmol), Pd2(dba)3 (18 mg, 0.02 mmol), xantphos (23 mg, 0.04 mmol) and cesium carbonate (975 mg, 3.0 mmol) in dioxane ( 15 mL) was heated under refluxed for 1 h under argon. The solvent was removed and the residue on purification by HPLC gave an intermediate, 2-cliloro-5-methyl-iV-(rhoyridin-3-yl)pyrimidin-4-amine as yellow solid (252 mg, 57%). For second Buckwald, a mixture of 2-chloro-5-methyl-iV-(pyridin-3- yl)rhoyrimidin-4-amine (80 mg5 0.36 mmol), 4-(2-(pyrrolidin-l-yl)ethoxy)benzenamine (74 mg, 0.34 mmol), Pd2(dba)3 (3.2 mg, 0.003 mmol), xantphos (4.2 mg, 0.007 mmol) and cesium carbonate (234 mg, 0.72 mmol) in dioxane ( 5 mL) was heated under refluxed for 1 h under argon. The crude reaction mixture on purification using HPLC gave the title compound as light brown solid (28 mg, 20%).[0461] 1H NMR (500 MHz, DMSOd6): 8 1.85-1.95 (m, 2H), 2.0-2.09 (m, 2H)3 2.18 (s, 3H), 3.09-3.18 (m, 2H), 3.55-3.65 (m, 4H), 4.27 (dd, J= 5.2, 4.7 Hz, 2H), 6.94 (d, J= 8.9 Hz, 2H), 7.35 (d, J= 8.9 Hz, 2H), 7.50 (dd, J= 8.2, 4.8 Hz, lH),7.92-7.96 (m, IH), 8.08-8.15 (m, IH), 8.45 (dd, J= 4.8, 1.4, IH), 8.84, 9.75, 9.85, 10.24 (4 br s, IH each). MS (ES+): m/z 329 (M+H)+.

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. 14394-70-8, 2-Chloro-5-methylpyrimidin-4-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TARGEGEN, INC.; WO2007/53452; (2007); 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. 3680-69-1, name is 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine, the common compound, a new synthetic route is introduced below. category: pyrimidines

To a solution of 4-chloro-7H-pyrrolo[2,3-Patent; MERCK SHARP & DOHME CORP.; AHEARN, Sean, P.; CHRISTOPHER, Matthew; JUNG, Joon; PU, Qinglin; RIVKIN, Alexey; SCOTT, Mark, E.; WITTER, David, J.; WOO, Hyun Chong; CASH, Brandon; DINSMORE, Christopher; GUERIN, David; WO2013/85802; (2013); A1;,
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Pyrimidine – Wikipedia