Day: September 26, 2021

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. 1514-96-1, name is 4-Chloro-2-(trifluoromethyl)pyrimidine, the common compound, a new synthetic route is introduced below. category: pyrimidines

To a mixture of (S)-2-amino-4-((2-(2,2-difluoroethoxy)ethyl) (4-(5,6,7,8- tetrahydro-1,8-naphthyridin-2-yl) butyl)amino) butanoic acid hydrochloride (150 mg, 332 mumol) in THF (1.6 mL) and H2O (0.4 mL) was added NaHCO3 (140 mg, 1.66 mmol) and then 4-chloro-2-(trifluoromethyl)pyrimidine (67 mg, 366 mumol) and the resulting mixture was heated to 70 C. for 1 h, cooled to rt, adjusted to pH=6 by the addition of 1 M aq. HCl, and then concentrated in vacuo. The crude residue was purified by prep-HPLC to give the title compound. LCMS (ESI+): m/z=561.2 (M+H). H NMR (400 MHz, Methanol-d4) delta ppm 8.25 (br d, J=6.11 Hz, 1H) 7.59 (d, J=7.34 Hz, 1H) 6.88 (d, J=6.11 Hz, 1H) 6.64 (d, J=7.34 Hz, 1H) 5.82-6.17 (m, 1H) 4.83 (br s, 1H) 3.95 (br s, 2H) 3.77 (td, J=14.70, 3.61 Hz, 2H) 3.45-3.57 (m, 5H) 3.32-3.45 (m, 3H) 2.72-2.90 (m, 4H) 2.43-2.56 (m, 1H) 2.25-2.40 (m, 1H) 1.70-2.03 (m, 6H).

The synthetic route of 1514-96-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Pliant Therapeutics, Inc.; CHA, Jacob; DONG, Chengguo; HOM, Timothy; JIANG, Lan; LEFTHERIS, Katerina; LI, Hui; MORGANS, JR., David J.; MUNOZ, Manuel; REILLY, Maureen; ZHENG, Yajun; (232 pag.)US2019/276449; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 1088994-22-2, 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. 1088994-22-2, name is 5-Methyl-2-(pyrimidin-2-yl)benzoicacid, molecular formula is C12H10N2O2, 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.

1- (5- (4-fluorophenyl) pyrimidin-2-yl) -1,4-diazepan (0.163g, 0.6mmol), 5- methyl-2- (pyrimidin-2 yl) benzoic acid 0.128g, 0.6mmol) and anhydrous N, N- dimethylformamide (5mL) were added sequentially to a 50mL round bottom flask, and then at -20 deg.] C, slowly added sequentially N, N- two diisopropylethylamine (0.32mL, 1.8mmol) and 1-propyl phosphoric acid cyclic anhydride (1.336g, 2.1mmol) in ethyl acetate in 50% wt solution, the reaction solution after 1 hour reaction, the reaction temperature was raised to 50 20 hours and then at room temperature for 24 hours trans. To stop the reaction, under ice-cooling, to the reaction mixture was slowly added water (20 mL) and a saturated aqueous solution of sodium hydroxide (5ml) to the reaction solution to pH 7-8, and (100mL × 2) and extracted with methylene chloride, The combined dichloromethane layer was washed with water (50mL × 3) and saturated brine (10 mL), dried organic layer was separated, dried over anhydrous sodium sulfate. The filtrate was concentrated under reduced pressure, the resulting residue was purified by silica gel column chromatography (methylene chloride / methanol (v / v) = 50/1) to give the title compound as a yellow via solid (57mg, 20.1%).

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 1088994-22-2, 5-Methyl-2-(pyrimidin-2-yl)benzoicacid.

Reference:
Patent; Guangdong East Sunshine Pharmaceutical Co., Ltd.; Jinchuan, Fei; Gao, Heng; Zhang, Ji; Zhang, Yingjun; (84 pag.)CN105461699; (2016); A;,
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. 3073-77-6, name is 2-Amino-5-nitropyrimidine. A new synthetic method of this compound is introduced below., HPLC of Formula: C4H4N4O2

Example 162; N-[2-(Acetylamino)pyrimidin-5-yl]-4-(4-phenyl-1,3-thiazol-2-yl)piperazine-1-carboxamide; (1) N-(5-Nitropyrimidin-2-yl)acetamide; To a solution of 2-amino-5-nitropyrimidine (3.00 g, 21.4 mmol), 4-dimethylaminopyridine (2.61 g, 21.4 mmol) and pyridine (10.4 ml, 128 mmol) in acetonitrile (100 ml) was added acetyl chloride (3.04 ml, 42.8 mmol), the mixture was stirred at 100C for 1 hour. To the mixture was added acetyl chloride (2.00 ml, 28.1 mmol) and the mixture was stirred at 100C for 12 hours. The reaction mixture was poured into ice-water and the mixture was extracted with ethyl acetate. The extract was washed with water and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure and the residue was recrystallized from a mixed solvent of hexane and ethyl acetate to obtain the desired product (1.22 g, 31.3%) as a solid. 1H-NMR (CDCl3) delta; 2.59 (3H, s), 8.88 (1H, br s), 9.36 (2H, s).

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, 3073-77-6, 2-Amino-5-nitropyrimidine.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP1813606; (2007); A1;,
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. 862730-04-9, name is 3-Iodo-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 862730-04-9

Synthesis of 1-isopropyl-3-(pyridin-3-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine (BA52); A solution of 3-Pyridinylboronic acid (15 mg, 0.14 mmol) in EtOH (3.3 ml) was added to a solution of 3-iodo-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine (40 mg, 0.13 mmol) in DME (12 ml). Pd(PPh3)4 (15 mg, 0.015 mmol) and saturated Na2CO3 (1.9 ml) were added and the reaction was heated to 80 C. under an argon atmosphere overnight. After cooling, the reaction was extracted with saturated NaCl and CH2Cl2. Organic phases were combined, concentrated in vacuo and purified by RP-HPLC (MeCN:H2O) to yield BA52. ESI-MS (M+H)+ m/z calcd 255.1, found 255.0.

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, 862730-04-9, 3-Iodo-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine.

Reference:
Patent; Regents of the University of California; US2007/293516; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 91717-22-5, 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. 91717-22-5, name is 2-Amino-4-piperidino-6-methylpyrimidine, molecular formula is C10H16N4, 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: Briefly, 4-methyl-6-(piperidin-1-yl)pyrimidin-2-amine 1 (0.30 mmol), benzaldehyde 2a (0.30 mmol), 10 equiv of dimethyl malonate 3a (3 mmol), and chiral catalyst Q4(10 mol%) were added to capped vials at 60C and stirred for 36 h. After completion of the reaction, as observed by TLC, the mixture was directly purified by column chromatography on silica gel (EtOAc/hexane=8:1), affording the product (R)-4a. However, the product (S)-4a was obtained using the Q5 catalyst. Enantiomeric excess of the product was determined by HPLC analysis using a Chiralpak IA column.

According to the analysis of related databases, 91717-22-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Bai, Song; Liu, Shan; Zhu, Yunying; Zhao, Kunhong; Wu, Qin; Synlett; vol. 29; 14; (2018); p. 1921 – 1925;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 57489-77-7, 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. 57489-77-7, name is 5,7-Dichloropyrazolo[1,5-a]pyrimidine. A new synthetic method of this compound is introduced below.

General procedure: To a well stirred 8-aminoquinoline (1 mmol) indry DMF (5 mL), sodium hydride (1.2 mmol, 60% in mineral oil) was added at 0 C.After 10 min stirring, the corresponding heterocyclic chloro compound (1.2mmol) was added and stirred for 10 min at rt then heated at 60 C for 5-12 h.Upon completion, the reaction mixture was poured into crushed ice and theresulting solid was filtered, washed with water and dried under vacuum. Thesolid was triturated with methanol and dried under vacuum to afford targetcompound as a solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,57489-77-7, its application will become more common.

Reference:
Article; Kannan, Murugan; Raichurkar, Anandkumar V.; Khan, Fazlur Rahman Nawaz; Iyer, Pravin S.; Bioorganic and Medicinal Chemistry Letters; vol. 25; 5; (2015); p. 1100 – 1103;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 36082-50-5, 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.36082-50-5, name is 5-Bromo-2,4-dichloropyrimidine, molecular formula is C4HBrCl2N2, molecular weight is 227.8741, as common compound, the synthetic route is as follows.

12a Production of 4-(5-Bromo-2-chloro-pyrimidin-4-ylamino)-butan-1-ol A solution of 2.28 g (10.0 mmol) of 5-bromo-2,4-dichloro-pyrimidine and 1.7 ml (12.0 mmol) of triethylamine in 10 ml of acetonitrile is mixed at 0 C. with 1.1 ml (12.0 mmol) of 4-amino-butanol. The reaction mixture is slowly heated to room temperature while being stirred by removal of the ice bath. After 16 hours, the precipitate that is formed is filtered off. The filtrate is completely concentrated by evaporation and digested with diisopropyl ether. 2.74 g (9.8 mmol, corresponding to 98% of theory) of the product is obtained. 1H-NMR (DMSO): 8.19 (s, 1H), 7.72 (t, 1H), 4.45 (br, 1H), 3.38 (m, 4H), 1.56 (m, 2H), 1.45 (m, 2H). MS: 279 (EI).

The chemical industry reduces the impact on the environment during synthesis 36082-50-5, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Schering AG; US2004/209895; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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.10397-13-4, name is 4-(4,6-Dichloropyrimidin-2-yl)morpholine, molecular formula is C8H9Cl2N3O, molecular weight is 234.08, as common compound, the synthetic route is as follows.Product Details of 10397-13-4

Example 18 6-Methoxy-2-morphoIin-4-yl-f4,5’lbipyrimidinyl-2′-yIamine £98}To Intermediate A in DMF was added sodium methoxide in methanol and stirred at room temperature overnight. EtO Ac/brine extraction yielded 4-(4-Chloro-6- methoxy-pyrimidin-2-yl)-morpholine.4-(4-Chloro-6-methoxy-pyrimidin-2-yl)-morpholine was reacted with 2- aminopyrimidine-5-boronic acid pinacol ester in General Procedure A to yield the title compound.NMR: (CDCl3, 400MHz): 3.71 (t, 4H, 2xCH2, J = 4.7Hz); 3.80 (t, 4H, 2xCH2, J = 4.6Hz); 3.86 (s, 3H, CH3); 5.19 (br s, 2H, NH2); 6.22 (s, IH, ArH); 8.82 (s, 2H, 2xArH). MS: (ESI+): MH+ = 289.12

At the same time, in my other blogs, there are other synthetic methods of this type of compound,10397-13-4, 4-(4,6-Dichloropyrimidin-2-yl)morpholine, and friends who are interested can also refer to it.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; WO2009/66084; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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.1074-40-4, name is 4,6-Dichloro-2-methoxypyrimidine, molecular formula is C5H4Cl2N2O, molecular weight is 179, as common compound, the synthetic route is as follows.name: 4,6-Dichloro-2-methoxypyrimidine

Step 3. 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 800C for three hours and poured into water (400 mL). The resulting solid is filtered and air dried affording (6-chloro-2-methoxy-pyrimidin-4-ylVr2-(3-fluoro-4-methoxyphenyl)- ethyllamine [1.1 g, Intermediate (5)]. MS: 312 (M+H); 1H NMR (CDCl3): ? 6.9-7 (3H, m); 6.05 (IH, s); 3.95 (3H, s); 3.85 (3H, s); 3.6-3.7 (2H, m); 2.95 (2H, t).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1074-40-4, 4,6-Dichloro-2-methoxypyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; AVENTIS PHARMACEUTICALS INC.; WO2006/44732; (2006); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 26305-13-5 ,Some common heterocyclic compound, 26305-13-5, molecular formula is C6H8N2O2, 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.

5,6-Dimethyl-1H-pyrimidin-2,4-dione (2.5 g, 17.8 mmol) was dissolved in 12 mL of phophorus oxychloride, andthe mixture was stirred for 4 hours under reflux. The reaction solution was cooled to at room temperature and added tocold water. The formed precipitate was dried to obtain the title compound (3.08 g, 98 %).1H-NMR (DMSO-d6) delta 2.51 (3H, s), 2.30 (3H, s)

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. 26305-13-5, 2,4-Dihydroxy-5,6-dimethylpyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; LG Chem, Ltd.; KIM, Young Kwan; PARK, Sang Yun; JOO, Hyun Woo; CHOI, Eun Sil; PAEK, Seung Yup; KANG, Seung Wan; KIM, Byung Gyu; LEE, Chang Seok; KIM, Sung Wook; LEE, Sang Dae; (369 pag.)EP3239143; (2017); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia