Day: June 8, 2021

Synthetic Route of 3993-78-0, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 3993-78-0 as follows.

General procedure: To a round-bottom flask was charged with the correspondingaromatic halogen (1.0 equiv), the corresponding boronic acid(1.05-1.25 equiv), Pd(dppf)Cl2 (0.05 equiv) and base Na2CO3 (2.0equiv) under nitrogen atmosphere, then 1,4-dioxane (14 mL) andwater (2 mL) were added and the vessel was immediately sealed tightly. The resulting mixture was heated at 95 C for a period time (usually 2-6 h) until the completion of the reaction as monitoredby TLC. The cooled mixture was diluted with water and exhaustively extracted with ethyl acetate (30 mL 3). The organic phase was washed by brine, dried over anhydrous Na2SO4, and evaporated under reduced pressure. The residue was purified by chromatography on silica gel using ethyl acetate/petroleum ether as the eluent to afford the products.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3993-78-0, its application will become more common.

Reference:
Article; Chen, Yadong; Dong, Ruinan; Duan, Chunqi; Huang, Jianhang; Jiang, Fei; Li, Hongmei; Li, Shuwen; Liu, Chenhe; Lu, Tao; Tang, Weifang; Wang, Xinren; Xu, Junyu; Zhang, Tianyi; Zhang, Yanmin; Zhu, Gaoyuan; Zhu, Yuqin; European Journal of Medicinal Chemistry; vol. 200; (2020);,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 5305-59-9, 6-Chloropyrimidin-4-amine, 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, 5305-59-9, blongs to pyrimidines compound. Application In Synthesis of 6-Chloropyrimidin-4-amine

General procedure: To a solution of 6-chloropyrimidin-4-amine intoluene was added substituted amine (2.5 eq). The mixture was heatedat 105 C for 24 h and concentrated in vacuo. The residue was purifiedby flash column chromatography.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5305-59-9, its application will become more common.

Reference:
Article; Yuan, Xinrui; Wu, Hanshu; Bu, Hong; Zheng, Peiyuan; Zhou, Jinpei; Zhang, Huibin; Bioorganic and Medicinal Chemistry; vol. 27; 7; (2019); p. 1211 – 1225;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 51674-77-2, Adding some certain compound to certain chemical reactions, such as: 51674-77-2, name is 4-Chloropyrido[3,2-d]pyrimidine,molecular formula is C7H4ClN3, 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 51674-77-2.

5 Intermediate 22 (50 mg, 0.151 rnmol), 4-chloropyrido[3,2-d]pyrimidine (37.5 mg,0.226 mmol), DIPEA (0.079 niL, 0.453 rnmol) and M-BUOH (1 mL) were combined and heated under microwave irradiation at 140C for 1 h. After cooling, the mixture was dissolved in EtOAc (100 mL) and washed with saturated brine (3 x 20 mL). The organic layer was separated, dried (MgS04), filtered and concentrated in vacuo. Purification by10 preparative HPLC gave the title compound (3.7 mg, 5%) as a white solid. 6H (DMSO- ^) 8.82-8.77 (2H, m), 8.44 (1H, s), 8.41 (1H, s), 8.07 (1H, dd, J 8.46, 1.52 Hz), 7.80 (1H, dd, J 8.46, 4.25 Hz), 7.63 (1H, dd, J 8.92, 6.31 Hz), 7.22 (1H, t, J9.13 Hz), 5.96 (2H, s), 5.82-5.75 (1H, m), 3.57-3.45 (4H, m), 3.44-3.37 (2H, m), 3.04-2.96 (2H, m), 2.47 (3H, d, J2.24 Hz), 1.55 (3H, d, J 6.71 Hz). LCMS (ES+) 461 (M+H)+, RT 2.50 minutes {Method15 2).

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. 51674-77-2, 4-Chloropyrido[3,2-d]pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; UCB PHARMA S.A.; ALLEN, Daniel, Rees; BUeRLI, Roland; HAUGHAN, Alan, Findlay; MATTEUCCI, Mizio; OWENS, Andrew, Pate; RAPHY, Gilles; SHARPE, Andrew; WO2011/58108; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 20781-06-0, 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.20781-06-0, name is 2,4-Diaminopyrimidine-5-carboxaldehyde, molecular formula is C5H6N4O, molecular weight is 138.1273, as common compound, the synthetic route is as follows.

General procedure: A mixture of 2-(benzo[d] thiazol-20-yl)acetonitrile 4 (1.0 mmol,0.17 g) and pyrimidine aldehyde 2 or 8 (1.0 mmol) was stirred at 25 C for 10-15 min in ethanol (10 ml) which contained piperidine (2.0 mmol, 0.2 ml). The reaction was monitored by TLC. The formed solid was filtrated and washed with hexane (2 x 10 ml) to give thecorresponding compounds 5 and 9a-d. 4.4.2.1 (E)-2-(Benzo[d]thiazol-2′-yl)-3-(2″,4″-diaminopyrimidin-5″-yl)acrylonitrile (5) Yellow powder; yield 77%; mp 280 C; IR (KBr, cm-1): 3395, 3307 (br, NH2), 2101 (CN), 2733 (C-H aliphatic), 1565 (C=C); 1H-NMR [DMSO-d6, 400 MHz]: (delta, ppm) 6.86-6.88 (bs, 2H, NH2, exchangeable with D2O), 7.47 (t, 1H, H5-benzothiazole, J = 8.0 Hz), 7.55 (t, 1H, H6-benzothiazole, J = 8.0 Hz), 8.05 (d, 1H, H4-benzothiazole, J = 8.0 Hz), 8.11 (d, 1H, H7-benzothiazole, J = 8.0 Hz), 8.30 (brs, 2H, NH2, exchangeable with D2O), 8.52 (s, 1H, H6-pyrimidine), 8.87 (olefinic H); 13C-NMR [DMSO-d6, 100 MHz]: (delta, ppm) 106.4 (C5-pyrimidine), 110.1 (C2′), 112.2 (CN), 122.3 (C7-benzothiazole), 133.3 (C4-benzothiazole), 139.9 (C5-benzothiazole), 139.9 (C6-benzothiazole), 153.1 (C3’a-benzothiazole), 160.0 (C6-pyrimidine), 161.5 (C3’b-benzothiazole), 162.9 (olefinic C), 164.5 (C4-pyrimidine), 164.8 (C2-benzothiazole), 167.1 (C2-pyrimidine); Anal. Calcd for C14H10N6S: C, 57.13; H, 3.42; N, 28.55; S, 10.89; Found: C, 57.18; H, 3.33; N, 28.63; S, 10.96; Anal. Calcd for C14H10N6S·2HBr: C, 36.86; H, 2.65; N, 18.42; S, 7.03; Found: C, 37.05; H, 2.45; N, 18.44; S, 7.05.

The chemical industry reduces the impact on the environment during synthesis 20781-06-0, I believe this compound will play a more active role in future production and life.

Reference:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 56181-39-6, 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. 56181-39-6, name is 5-Bromo-4-chloropyrimidine. A new synthetic method of this compound is introduced below.

To a mixture of 5-bromo-4-chloro-pyrimidine (77 mg, 398 mumol) and (S)-2-amino-4-((2-(2,2-difluoroethoxy)ethyl) (4-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl) butyl)amino) butanoic acid (150 mg, 362 mumol) in THF (2 mL) H2O (0.5 mL) was added NaHCO3 (152 mg, 1.81 mmol) and the resulting mixture was heated to 70 C. for 2 h, cooled to rt, and then concentrated in vacuo to give the title compound that was used without further purification. LCMS (ESI+): m/z=571.3 (M+H)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,56181-39-6, 5-Bromo-4-chloropyrimidine, and friends who are interested can also refer to it.

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 39906-04-2, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 39906-04-2 as follows.

Reference Example 4-2 Preparation of 6-chloro-N4-cyclohexyl-2-methylpyrimidine-4,5-diamine A mixture of 5-amino-4,6-dichloro-2-methylpyrimidine (1.0 g), cyclohexylamine (770 muL), N,N-diisopropylethylamine (1.2 mL), and N-methylpyrrolidone (5 mL) was stirred at 120 C. overnight. To the reaction mixture were additionally added cyclohexylamine (770 muL) and N,N-diisopropylethylamine (1.2 mL), and the resulting mixture was stirred at 120 C. overnight. The reaction mixture was allowed to cool to room temperature, water was added thereto, and the resulting mixture was extracted twice with ethyl acetate. The resulting organic layers were combined, washed with saturated brine, dried over anhydrous magnesium sulfate, and the insoluble matters were removed by filtration. The resulting filtrate was concentrated under reduced pressure, and the resulting residues were purified by silica gel column chromatography (solvent: hexane/ethyl acetate=90/10 to 70/30) to give the title compound (1.35 g) (yield 100%) as a brown powder. MS(APCI) m/z: 241/243 [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,39906-04-2, its application will become more common.

Reference:
Patent; MITSUBISHI TANABE PHARMA CORPORATION; UBE INDUSTRIES, LTD.; NAKAJIMA, Tatsuo; HAYASHI, Norimitsu; ISHIZAWA, Kouhei; TSUZAKI, Yasunori; IWAMURA, Ryo; TSUBOIKE, Kazunari; US2019/185479; (2019); 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. 38696-20-7, name is 5-Bromo-2-phenylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 38696-20-7

250ml of four bottles, in the atmosphere of nitrogen,0.01 mol of 5-bromo-2-phenylpyrimidine was added,0.015 mol of intermediate G1, 0.03 mol of sodium tert-butoxide,1 x 10-4 mol Pd2 (dba) 3,1 x 10-4 mol tri-tert-butylphosphine,150 ml of toluene, heated to reflux for 24 hours,Sampling point plate, the reaction is complete;Natural cooling, filtration, the filtrate steamed, through the silica gel column, the target product,Purity 98.8percent, yield 65.6percent.

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, 38696-20-7, 5-Bromo-2-phenylpyrimidine.

Reference:
Patent; Jiangsu SanyueOptoelectronics Technology Co., Ltd; TANG, DANDAN; LI, CHONG; ZHANG, ZHAOCHAO; YE, ZHONGHUA; ZHANG, XIAOQING; (68 pag.)CN106397423; (2017); A;,
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.504-17-6, name is 4,6-Dihydroxy-2-mercaptopyrimidine, molecular formula is C4H4N2O2S, molecular weight is 144.1518, as common compound, the synthetic route is as follows.name: 4,6-Dihydroxy-2-mercaptopyrimidine

General procedure: A mixture of aldehyde (1 mmol), malanonitrile (1 mmol), barbituricor thiobarbituric acid (1 mmol), and DES (0.1 g, 36 mol%)was stirred in refluxing water (2 mL) for an appropriate period oftime. The reaction progress was followed by TLC (eluent: EtOAc: nhexane).After completion of the reaction, the mixture was dilutedwith water (4 mL) and filtered off. Finally, the solid product wasrecrystallized from warm ethanol if necessary.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,504-17-6, 4,6-Dihydroxy-2-mercaptopyrimidine, and friends who are interested can also refer to it.

Reference:
Article; Biglari, Mohammad; Shirini, Farhad; Mahmoodi, Nosrat O.; Zabihzadeh, Mehdi; Mashhadinezhad, Maryam; Journal of Molecular Structure; vol. 1205; (2020);,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 171178-47-5 ,Some common heterocyclic compound, 171178-47-5, molecular formula is C7H4ClN3O, 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.

General procedure: A mixture of K2CO3 (267mg, 1.94mmol) and 1 (250mg, 0.969mmol) in anhydrous DMF (5.0mL) was stirred at room temperature for 30min. To this white suspension was added 2a (392mg, 1.94mmol), and the resulting reaction mixture was stirred at room temperature for 2h. The resulting mixture was quenched with water, and the aqueous solution was extracted with EtOAc (3×10.0mL). The combined organic layers were washed with brine (3×10.0mL), dried with anhydrous Na2SO4, filtered, and concentrated under vacuum to give the crude product. The crude product was purified by flash silica gel column chromatography (hexane/CH2Cl2=1/2) to afford 3a as white crystals (276mg, 75%).

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. 171178-47-5, 6-Chloropyrido[3,4-d]pyrimidin-4(3H)-one, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Guo, Junsong; Chen, Bingyi; Yu, Ying; Cheng, Bao; Cheng, Yanfang; Ju, Yingchen; Gu, Qiong; Xu, Jun; Zhou, Huihao; European Journal of Medicinal Chemistry; vol. 187; (2020);,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 18592-13-7 ,Some common heterocyclic compound, 18592-13-7, molecular formula is C5H5ClN2O2, 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.

In a 20 L reaction flask, compound SM1 (1000.0 g, 6.23 mol) was added to 5000 mL of acetic acid. Mechanical stirring was started and an ice bath was added. Sulfonyl chloride (1000 mL, 12.37 mol) was added dropwise keeping the temperature of the addition below 30 C. Canada completed at room temperature (20 ) reaction 6h, a large number of white solid precipitation. TLC trace compound SM1 point reaction disappeared (dichloromethane: methanol = 10: 1), the reaction was completed. The reaction mixture was suction filtered, and the resulting solid was air-dried for 12 hours at 60 C to give 5-chloro-6-chloromethyluracil.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,18592-13-7, its application will become more common.

Reference:
Patent; Sinopharm Wholeheartedly Pharmaceutical Co., Ltd.; Wang Shujuan; Xu Hao; Kang Wei; (15 pag.)CN106892902; (2017); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia