Day: May 13, 2021

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;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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;,
Pyrimidine | C4H4N2 – PubChem,
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;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 355806-00-7, 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.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, molecular weight is 537.64, as common compound, the synthetic route is as follows.

A solution of the compound of formula (41) (4.2 g, 7.8 MMOL) in ethanol (100 ML) IS added dropwise, at 0C, to a solution of sodium hydroxide (0. 1 M in water, 76 ml). The ice bath is removed and the reaction mixture is stirred at room temperature for 1 hour. The solvent is then drawn off using a rotary evaporator and the crude product is made to crystallise by adding ether. In that manner, 3.6 G (92 %) of the sodium salt (42) can be obtained in the form of a slightly yellowish powder. 1H NMR (300 MHz, D20): 1.14 (d, J = 6.7 Hz, 6H); 1.39-1. 42 (m, 1H) ; 1.50-1. 61 (m, 1H) ; 2.10-2. 24 (m, 2H); 3.21-3. 38 (m, 1H) ; 3.36 (s, 3H); 3.46 (s, 3H); 3.61-3. 72 (m, 1H) ; 4. 18-4. 24 (m, 1 H) ; 5.39 (dd, J = 8.5, 8.5 Hz, 2H); 7.40-7. 49 (m, 2H).

Statistics shows that 355806-00-7 is playing an increasingly important role. we look forward to future research findings about (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; CIBA SPECIALTY CHEMICALS HOLDING INC.; WO2004/103977; (2004); A2;,
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 6299-85-0, name is Methyl 2,6-dichloropyrimidine-4-carboxylate. This compound has unique chemical properties. The synthetic route is as follows. Safety of Methyl 2,6-dichloropyrimidine-4-carboxylate

a) Methyl 2-chloro-6-(4-hydroxy-4-methyl-piperidin-1-yl)-pyrimidine-4-carboxylate; A mixture of methyl 2,4-dichloropyrimidine-6-carboxylate (1.66 g, 8.0 mmol), 4-methyl-piperidin-4-ol (1.21 g, 8 mmol) and sodium carbonate (1.74 g, 16.0 mmol) in methanol (8 mL) was stirred for 1 h at. The mixture was partitioned between ethyl acetate and water, and the organic layer was subsequently washed with brine, dried over sodium sulfate and evaporated under reduced pressure to give crude title compound (1.70 g, 72%) as light yellow solid. MS ISP (m/e): 286.1 [(M+H)+].

With the rapid development of chemical substances, we look forward to future research findings about 6299-85-0.

Reference:
Patent; Baumann, Karlheinz; Flohr, Alexander; Goetschi, Erwin; Jacobsen, Helmut; Jolidon, Synese; Luebbers, Thomas; US2009/215759; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 3680-69-1, 4-Chloro-7H-pyrrolo[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: 3680-69-1, blongs to pyrimidines compound. Recommanded Product: 3680-69-1

To a suspension of 4-chloro-7H-pyrrolo[2,3-d]pyrimidine (3.99 g, 26.0 mmol, 1.0 eq) in dry DCM(150 mL) under argon, N-bromosuccinimide (6.02 g, 33.8 mmol, 1.3 eq) was added and the resulting mixture was stirred at RT for 3 h. The reaction mixture was diluted with MeOH (30 mL) and then concentrated in vacuo to yield a slight brown solid. The residue was triturated with H20 (150 mL). The solid was collected by filtration and then re-crystallized in MeOH to afford 5-bromo-4-chloro-7H-pyrrolo[2,3-d] pyrimidine (4.0 g, 66% yield).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,3680-69-1, 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; INFINITY PHARMACEUTICALS INC.; INTELLIKINE, LLC; CASTRO, Alfredo, C.; EVANS, Catherine, A.; JANARDANANNAIR, Somarajannair; LESCARBEAU, Andre; LIU, Tao; SNYDER, Daniel, A.; TREMBLAY, Martin, R.; REN, Pingda; LIU, Yi; LI, Liansheng; CHAN, Katrina; WO2013/12915; (2013); 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. 1004-39-3, name is 4,6-Diaminopyrimidine-2-thiol, molecular formula is C4H6N4S, 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. Product Details of 1004-39-3

2~(pentylthio)-pyrimidine-4,6-diaminePyrimidine-4,6-diamine-2-thiol (10 g, 70.3 mmol) was dissolved in methanol (140 mL) at rt to which 70 mL of IN sodium hydroxide was added. This was followed by ?-pentyl bromide (8.5 mL, 1.1 eq) and 100 mL dimethylformamide. The reaction was then stirred at rt for 18 h. LC/MS indicated clean conversion to the desired product, and consumption of starting material. The reaction was then concentrated in vacuo to provide an oil. The crude reaction mixture was then diluted with water (200 mL) and extracted with dichloromethane (3 x 300 mL). The organic portions were combined and dried over sodium sulfate, filtered and concentrated in vacuo. The product was used without further purification; yield 14.8 g (69.7 mmol)

With the rapid development of chemical substances, we look forward to future research findings about 1004-39-3.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2007/113538; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 33097-13-1, 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. 33097-13-1, name is 4,6-Dichloro-2-(methylthio)pyrimidine-5-carbonitrile. A new synthetic method of this compound is introduced below.

In a glove box, to 2.36 g of 4,6-dichloro-2-(methylthio)pyrimidine-5- carbonitrile in 500 mL of 1 4-dioxane was added 2.82 g of phenylboronic acid, 14.70 g of potassium phosphate, 60 mg of palladium (II) acetate, then 141 mg of triphenylphosphine. The reaction was refluxed undernitrogen for 2.25 hours, cooled to room temperature, and then concentrated by rotary evaporation. Water was added and the contents were extracted with dichloromethane. The combined organic layers were dried over sodium sulfate, filtered, and concentrated by rotary evaporation to give a solid which was triturated with 45 mL of a 2:1 mixture of methyltert-butyl ether:dichloromethane, then washed with methyl tert-butyl ether to give Intermediate I as a tan solid (2.25g, 65% yield).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,33097-13-1, 4,6-Dichloro-2-(methylthio)pyrimidine-5-carbonitrile, and friends who are interested can also refer to it.

Reference:
Patent; E. I. DU PONT DE NEMOURS AND COMPANY; HOWARD JR, Michael Henry; HLAING, Htay Min; HOSTETLER, Greg A.; KONDAKOV, Denis Yurievich; DOBBS, Kerwin D.; (87 pag.)WO2017/210075; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 591-55-9, 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. 591-55-9, name is 5-Aminopyrimidine, molecular formula is C4H5N3, 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.

12167] To a solution of 992C (80 mg, 0.22 8 mmol) in THF(1141 pi) was added 4-nitrophenyl carbonochloridate (55.2mg, 0.274 mmol). After stirring at room temperature for 2hours, pyrimidin-5-amine (65.1 mg, 0.685 mmol) and TEA(95 jil, 0.685 mmol) were added. The mixture was heated to 500 C. overnight. The reaction mixture was diluted with MeOH, followed by sodium hydroxide (1M, 1826 pi, 1.826 mmol) and heated to 500 C. for 1 h. The mixture was neutralized to pH-4, filtered and purified via preparative LC/MS with the following conditions: Colunm: Waters XBridge Cl 8, 1 9×200 mm, 5-jim particles; Mobile Phase A:5:95 acetonitrile:water with 0.1% trifluoroacetic acid; Mobile Phase B: 95:5 acetonitrile:water with 0.1% trifluoroacetic acid; Gradient: 35-95% B over 15 minutes, then a 8-minute hold at 100% B; Flow: 20 mE/mm. Fractions containing the desired product were combined and dried via centrifugal evaporation to afford Example 48 (80 mg, 0.18 mmol, 77% yield). EC-MS Anal. Calc?d. for C24H35N504, 457.27. found [M+H] 458.20. Tr=0.79 mm. (Method A). ?H NMR (500 MHz, DMSO-d5) oe 9.90 (s, 1H), 8.91 (s, 2H), 8.80 (s, 1H), 8.09 (s, 1H), 7.83 (s, 1H), 7.16 (d, J=8.2 Hz, 1H), 6.89 (d, J=7.2 Hz, 1H), 3.61-3.49 (m, 1H), 3.40 (t, J=6.7 Hz, 1H), 3.20 (s, 3H), 2.89 (d, J=7.2 Hz, 1H), 2.68-2.58 (m, 4H), 2.41 (dd, J=15.7, 8.6 Hz, 1H), 1.61 (dt, J=13.2, 6.6 Hz, 2H), 1.14 (t, J=7.2 Hz, 1H), 0.84 (d, J=6.6 Hz, 12H).

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 591-55-9, 5-Aminopyrimidine.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; Balog, James Aaron; Cherney, Emily Charlotte; Guo, Weiwei; Huang, Audris; Markwalder, Jay A.; Seitz, Steven P.; Shan, Weifang; Williams, David K.; Murugesan, Natesan; Nara, Susheel Jethanand; Roy, Saumya; Thangavel, Soodamani; Sistla, Ramesh Kumar; Cheruku, Srinivas; Thangathirupathy, Srinivasan; Kanyaboina, Yadagiri; Pulicharla, Nagalakshmi; (495 pag.)US2016/289171; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia