Pyrimidines

Application of 55583-59-0, 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 55583-59-0, name is 2,5-Diamino-4,6-dichloropyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 2 Preparation of N-(2-amino-4,6-dichloropyrimidin-5-yl)-formamide 2,5-Diamino-4,6-dichloropyrimidine (0.01 mol; 2.0 g) and water (0.25 mol; 4.55 ml) were stirred at room temperature. 98% strength formic acid (0.4 mol; 18.27 g; 14.97 ml) was then added to the reaction. The reaction was subsequently heated to 50-55 C. and kept at this temperature for 3 h. Toluene (0.38 mol; 34.6 g; 40 ml) was then added for the azeotropic distillation under high vacuum at 50 C. (toluene was added twice to guarantee a good distillation, i.e. a total of 80 ml). The product was subsequently filtered, washed with water and then dried at 60 C. in vacuo. 0.01 mol (2.0 g) of the abovementioned product was obtained, corresponding to a yield of about 90%.

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 55583-59-0, 2,5-Diamino-4,6-dichloropyrimidine.

Reference:
Patent; Lonza AG; US6271376; (2001); B1;,
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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. 3680-69-1, name is 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine

To a stirred solution of 4-chloro-7H-pyrrolo[2,3-d]pyrimidine (5.0 g, 32.56 mmol, 1 equiv) in DMF (50 mL) was added 60% sodium hydride (1.5 g, 39.07 mmol, 1.2 equiv) at 000 and stirred for 15 mm followed by addition of (2-(chloromethoxy)ethyl)trimethylsilane(5.7 mL, 32.56 mmol, 1.0 equiv) at same temperature. The reaction mixture was warmed to room temperature and stirred for 1 h. The reaction mixture was quenched with ice water. The crude product was extracted in to ethyl acetate. The organic layer was dried over sodium sulphate and evaporated to obtain 4-chloro-7-((2-(trimethylsilyl) ethoxy) methyl)-7H-pyrrolo [2,3-d]pyrimidine as brown liquid (8.0 g, 66.0 %). LCMS (ES) m/z =284.10 [M+H]. 1H NMR (400 MHz, DMSO-d6) O ppm -0.11 (s, 9H), 0.79-0.81 (m, 2H),3.50 (t, J= 8.0 Hz, 2H), 5.62 (s, 1H), 6.68-6.69 (m, 1H), 7.85 (d, J=4.0 Hz, 1H), 8.62 (s, 1H).

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, 3680-69-1, 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; AXTEN, Jeffrey Michael; FAUCHER, Nicolas Eric; DAUGAN, Alain Claude-Marie; (110 pag.)WO2017/46738; (2017); A1;,
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Adding a certain compound to certain chemical reactions, such as: 332133-92-3, 4-(Tributylstannyl)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, Application In Synthesis of 4-(Tributylstannyl)pyrimidine, blongs to pyrimidines compound. Application In Synthesis of 4-(Tributylstannyl)pyrimidine

A mixture of 3 -(8-amino-S -bromo-2-(2-chloro-6-fluorobenzyl)-[1,2,4jtriazolo[1,5-ajpyrazin-6-yl)benzonitrile(51 mg, 0.11 mmol), CuT (4.2 mg,0.021 mmol), CsF (33 mg, 0.22 mmol), tetrakis(triphenylphosphine)palladium(0) (12mg, 0.012 mmol), and 4-(tributylstannyl)pyrimidine (49 mg, 0.13 mmol) in 1,4- dioxane (2 mL) was heated at 140 C for 1 h in a microwave reactor. The reaction mixture was concentrated under vacuum and the resulting residue was purified with flash chromatography to give the desired product as a light yellow oil. LC-MScalculated for C23H15C1FN8 (M+H): m/z = 457.1 found 457.1.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,332133-92-3, 4-(Tributylstannyl)pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; INCYTE CORPORATION; HOANG, Gia; WANG, Xiaozhao; CARLSEN, Peter Niels; GAN, Pei; LI, Yong; QI, Chao; WU, Liangxing; YAO, Wenqing; YU, Zhiyong; ZHU, Wenyu; (333 pag.)WO2020/10197; (2020); A1;,
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Reference of 355806-00-7, 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. 355806-00-7, name is (3R,5S,6E)-7-[4-(4-Fluorophenyl)-6-isopropyl-2-[(methanesulfonyl) methylamino]pyrimidin-5-yl]-3,5-dihydroxyhept-6-enoic acid tert-butyl ester, molecular formula is C26H36FN3O6S, 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 1; Hydrolysis of terf-butyl ester of rosuvastatin in aqueous solution of amines; 7.5 g of terf-butyl ester of rosuvastatin 38 ml of demineralized water 2 to 5 equivalents of amineThe reactants and water as the solvent are stirred in the autoclave from 98 to 1000C for 1 to 4 hours. The reaction mixture is sampled and analyzed by HPLC (“High Pressure Liquid Chromatography”) to find out the completion of reaction. Results are shown in Table 1. EPO

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 355806-00-7, (3R,5S,6E)-7-[4-(4-Fluorophenyl)-6-isopropyl-2-[(methanesulfonyl) methylamino]pyrimidin-5-yl]-3,5-dihydroxyhept-6-enoic acid tert-butyl ester.

Reference:
Patent; LEK PHARMACEUTICALS D.D.; WO2006/136407; (2006); A1;,
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Pyrimidine – Wikipedia

Reference of 3435-25-4, 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 3435-25-4, name is 4-Chloro-6-methylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

A solution of (S)isopropyl 2-(tert-butoxy)-2-(4-(8-fluorochroman-6-yl)-2,6-dimethyl-5 -(1,2,3,4- tetrahydroi soquinolin-6-yl)pyridin-3 -yl)acetate, 2 HC1 (0.015 g, 0.024 mmol), potassium carbonate (0.03 g, 0.217 mmol) and 4-chloro-6-methylpyrimidine (4.57 mg, 0.036 mmol) in dioxane (0.5 mL) was stirred at 100 C for 20 h in a sealed vial, and then treated withsodium hydroxide (0.02 g, 0.500 mmol) in EtOH (lml) at 85 C for 2 h. Then, cooled and purified by prep HPLC to afford (S)-2-(tert-butoxy)-2-(4-(8-fluorochroman-6-yl)-2,6- dimethyl-5-(2-(6-methylpyrimidin-4-yl)- 1,2,3 ,4-tetrahydroisoquinolin-6-yl)pyridin-3 – yl)acetic acid (0.0082 g, 0.013 mmol, 56.7% yield). LCMS (M+H) = 611.2.

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 3435-25-4, 4-Chloro-6-methylpyrimidine.

Reference:
Patent; VIIV HEALTHCARE UK (NO.5) LIMITED; KADOW, John F.; NAIDU, B. Narasimhulu; TU, Yong; (133 pag.)WO2017/29631; (2017); A1;,
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Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 5177-27-5, 5-Amino-2,4-dichloropyrimidine, 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, Formula: C4H3Cl2N3, blongs to pyrimidines compound. Formula: C4H3Cl2N3

PREPARATION x1: 2-chloro-6a,7,9,10-tetrahydro-[1,4]oxazino[3,4-h]pteridin-6(5H)-one 2,4-Dichloropyrimidin-5-amine (25 g, 152 mmol) and morpholine-3-carboxylic acid hydrochloride (28.1 g, 168 mmol) were dissolved in DMSO (200 mL) to give a yellow suspension. To the suspension was added N,N-diisopropylethylamine (106 mL, 610 mmol) and the mixture was heated to 100 C. for 18 hours. The mixture was cooled to room temperature and poured into ice. Water was added until the total volume was 1 L. The resulting beige suspension was stirred overnight before the solid was collected on a fritted-glass funnel of medium porosity. The solid was washed with water (3*) and then dried under a stream of nitrogen overnight to afford the title compound as a light yellow solid that was used without further purification (18.6 g, 51%). ESI-MS m/z [M+H]+ calc’d for C9H9ClN4O2, 241.04. found 241.1.

The synthetic route of 5177-27-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; US2012/220575; (2012); A1;,
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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. 1032452-86-0, name is 3-(2-Chloropyrimidin-4-yl)-1-methyl-1H-indole, molecular formula is C13H10ClN3, 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. Safety of 3-(2-Chloropyrimidin-4-yl)-1-methyl-1H-indole

in room temperature,1000 ml of 2-pentanol was added to a 2 L reaction flask,50 g of 3- (2-chloro-4-pyrimidinyl) -1-methyl -1H- indole,42 g of 4-fluoro-2-methoxy-5-nitroaniline,3.54 g p-toluenesulfonic acid,The mixture was heated to 80 C and reacted for 6 hours.The mixture was cooled to 25 C to 28 C,Filter,The filter cake was washed with 50 ml of 2-pentanol.After the filter cake is dry,Dried in a vacuum oven to give 80.1 g of a yellow solid,Yield: 99.0%.

With the rapid development of chemical substances, we look forward to future research findings about 1032452-86-0.

Reference:
Patent; Luoxin Bio-technology (Shanghai) Co., Ltd.; Shandong Luoxin Pharmaceutical Group Co., Ltd.; Pan Longgang; Cai Zhengyuan; Li Guoliang; Yang Wenqian; Wang Tielin; (10 pag.)CN107188888; (2017); A;,
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Related Products of 5177-27-5, 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 5177-27-5, name is 5-Amino-2,4-dichloropyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

O-((9H-Fluoren-9-yl)methyl) carbonisothiocyanatidate (562 mg, 2 mmol), 2,4- dichloropyrimidin-5-amine (328 mg, 2 mmol) and acetone (5 mL) were heated at 60 oC for 15 h. The reaction mixture was filtered and the solids were washed with acetone to yield (9H-fluoren-9- yl)methyl (5-chlorothiazolo[5,4-d]pyrimidin-2-yl)carbamate (716 mg, 88%) as a yellow solid. 1H NMR (DMSO-d6): d: 12.9 (s,1H), 9.07 (s, 1H), 7.93 (d, J= 7.5 Hz, 2H), 7.81 (d, J= 7.5 Hz, 2H), 7.45 (t, J= 7.5 Hz, 2H), 7.37 (t, J= 7.5 Hz, 2H), 4.62 (d, J= 7 Hz, 2H), 4.38 (t, J= 7 Hz, 1H).

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 5177-27-5, 5-Amino-2,4-dichloropyrimidine.

Reference:
Patent; PTC THERAPEUTICS, INC.; ZHANG, Nanjing; BABU, Suresh; BARRAZA, Scott J.; BHATTACHARYYA, Anuradha; CHEN, Guangming; KARP, Gary Mitchell; KASSICK, Andrew J.; MAZZOTTI, Anthony R.; MOON, Young-Choon; NARASIMHAN, Jana; SYDORENKO, Nadiya; TURPOFF, Anthony; WOLL, Matthew, G.; YAN, Wuming; (0 pag.)WO2020/5877; (2020); A1;,
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Synthetic Route of 23906-13-0 ,Some common heterocyclic compound, 23906-13-0, molecular formula is C6H10N4, 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.

Step 3: Synthesis of 3-{1-[(4, 6-Dimethyl-pyrimidin-2-yl)-hydrazono]-ethyl}-chromen-2-one: 0.19g of 1 (~1mM) was dissolved in 20ml ethanol and stirred rapidly with mild heating. To it was added 0.14g (~1mM) of 2 in portions along with introduction of a drop of glacial acetic acid. The solution was brought to reflux and continued for 6h, followed by cooling to obtain a bright yellow precipitate which was filtered under suction, washed with cold ethanol and dried under vacuum overnight. The product so obtained was characterized by 1H NMR, 13C NMR, Mass spectrometry and IR analysis. Yield: 68%. IR/cm-1 (ESI, Fig. S1): 3419.82, 1727.32, 1593.99, 1570.18, 1552.36; 1H NMR (ESI, Fig. S2) (300MHz, d6-DMSO, TMS): 10.070 (-NH, s, 1H), 8.130 (Ar-H, s, 1H), 7.850 (Ar-H, d, 1H), 7.618 (Ar-H, s, 1H), 7.428 (Ar-H, d, 1H), 7.366-7.438 ( Ar-H, m, 2H), 6.657 (Py-H, s, 1H), 2.290 (CH3-H, s, 6H), 2.229 (CH3-H, s, 3H); 13C NMR (ESI, Fig. S3) (300MHz, d6-DMSO, TMS): 167.79, 160.63, 160.00, 145.37, 141.06, 132.44, 129.43, 128.00, 125.15, 119.45, 116.41, 112.75, 23.88, 16.13; ESI-MS (ESI, Fig. S4): 309.1299, 331.1117 calculated for M+H+: 309.13 and M+Na+: 331.12.

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. 23906-13-0, 2-Hydrazinyl-4,6-dimethylpyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Bhattacharyya, Arghyadeep; Ghosh, Soumen; Makhal, Subhash Chandra; Guchhait, Nikhil; Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy; vol. 183; (2017); p. 306 – 311;,
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Pyrimidine – Wikipedia

Electric Literature of 7752-82-1, 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. 7752-82-1, name is 5-Bromopyrimidin-2-amine, molecular formula is C4H4BrN3, 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.

Step A: A mixture of 2-amino-5-bromopyrimidine (2.75 g, 15.8 mmol) and di-tert- butyl dicarbonate (7.58 g, 34.8 mmol) in pyridine (30 mL) was stirred at 70 C overnight, then the solvent was removed. The residue was partitioned between EtOAc and aqueous HC1 (1 N). The aqueous layer was extracted with EtOAc. The combined organics were dried over NaS04, then filtered and concentrated to give 2-[bis(tert-butoxycarbonyl)amino]-5-bromopyrimidine (5.5 g, 93%) as a white solid. MS m/z 398.2 [M+Na]+.

According to the analysis of related databases, 7752-82-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PTC THERAPEUTICS, INC.; F. HOFFMANN-LA ROCHE AG; WOLL, Matthew G.; CHEN, Guangming; CHOI, Soongyu; DAKKA, Amal; HUANG, Song; KARP, Gary Mitchell; LEE, Chang-Sun; LI, Chunshi; NARASIMHAN, Jana; NARYSHKIN, Nikolai; PAUSHKIN, Sergey; QI, Hongyan; TURPOFF, Anthony A.; WEETALL, Marla L.; WELCH, Ellen; YANG, Tianle; ZHANG, Nanjing; ZHANG, Xiaoyan; ZHAO, Xin; PINARD, Emmanuel; RATNI, Hasane; WO2013/101974; (2013); A1;,
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