Tag: M.W:100-200

Related Products of 31737-09-4, 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 31737-09-4, name is 6-Chloro-1-methylpyrimidine-2,4(1H,3H)-dione. This compound has unique chemical properties. The synthetic route is as follows.

Intermediate 1 (300 mg, 1 eq.) and tetrahydropyrrole (930 ul, 6 eq.) were dissolved in 5 ml of absolute ethanol and stirred at 70 C for 0.5 h. After the mixture was cooled, the ethanol was distilled off and water was added. The mixture was extracted twice with dichloromethane, rinsed once with saturated brine, dried over magnesium sulfate, filtered and the solvent was evaporated to give 310 mg of intermediate 4a. MS (ESI): 196 (M+H)

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 31737-09-4, 6-Chloro-1-methylpyrimidine-2,4(1H,3H)-dione.

Reference:
Patent; Shanghai Institute Of Materia Medica Chinese Academy of Sciences; SHEN, Jianhua; WANG, Yiping; CHEN, Xinde; XU, Wenwei; WANG, Kai; (84 pag.)EP3239135; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 14631-08-4, 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 14631-08-4, name is 2-Chloropyrimidine-4,5-diamine. This compound has unique chemical properties. The synthetic route is as follows.

Step-2: 2-chloro-7H-purin-8(9H)-one [0177] To a solution of 2-chloropyrimidine-4,5-diamine (200 mg, 1.38 mmol) in anhydrous THF (25 mL) was added CDI (225 mg, 1.38 mmol) under N2. The reaction mixture was stirred at room temperature overnight. It was concentrated in vacuum and the residue was purified on ISCO (12 g silica gel column, EtOAc/hexanes 0~100%). The solid obtained was a mixture of the desired product and imidazole. It was dissolved in DCM, washed with 1N HCl (aq.) and water, dried (Na2SO4) and concentrated in vacuum to afford the title compound as a white solid (170 mg, 72%).

According to the analysis of related databases, 14631-08-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; FORMA THERAPEUTICS, INC.; ASHWELL, Susan; CAMPBELL, Ann-Marie; CARAVELLA, Justin Andrew; DIEBOLD, R. Bruce; ERICSSON, Anna; GUSTAFSON, Gary; LANCIA, David R.; LIN, Jian; LU, Wei; WANG, Zhongguo; (147 pag.)WO2016/171755; (2016); 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.5270-94-0, name is 4,6-Dimethoxypyrimidine, molecular formula is C6H8N2O2, molecular weight is 140.14, as common compound, the synthetic route is as follows.HPLC of Formula: C6H8N2O2

B. Preparation of 5-bromo-4,6-dimethoxypyrimidine To the solution of 4,6-dimethoxypyrimidine (5 g, 35.7 mmol) in HOAc (20 mL) at room temperature under argon was added Ac2O (4.6 g, 44.6 mmol). The resulting solution was heated at 100 C. for 10 min and then NBS (7.9 g, 44.6 mmol) was added. Heating was continued at 100 C. for 5 h. Analysis by HPLC/MS indicated that the reaction was complete. After the reaction mixture was cooled to room temperature, water (50 mL) was added. The resulting precipitate was collected by filtration and further washed with water (15 mL*3), then dried under vacuum. The title compound (7.5 g) was obtained as a white solid. 1H NMR (CDCl3): delta 4.05 (s, 6H), 8.32 (s, 1H). 13C NMR (CDCl3): delta 55.2, 89.0, 154.9, 166.8.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,5270-94-0, 4,6-Dimethoxypyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Wu, Gang; Mikkilineni, Amarendra B.; Sher, Philip M.; Murugesan, Natesan; Gu, Zhengxiang; US2006/287341; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 554-01-8, 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 554-01-8, name is 5-Methylcytosine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: The basic system used in the study consisted of 0.1mM XBQ dissolved in acetonitrile (final acetonitrile concentration in the reaction mixture, 2%), 1.0mM H2O2, and 2.0mM 5mdC in 10mM phosphate buffer (pH 7.4) at 37C for 1h unless otherwise stated. The phosphate buffer used for all experiments was pretreated with Chelex-100 ion-exchange resin (Bio-Rad Laboratories, Hercules, CA, USA; 5g/L) overnight to remove trace transition metals probably present in phosphate buffer as contaminants. The reaction solutions were directly injected into an HPLC/triple-quadrupole mass spectrometry (HPLC-MS/MS) system for analysis.

According to the analysis of related databases, 554-01-8, the application of this compound in the production field has become more and more popular.

Reference:
Article; Shao, Jie; Huang, Chun-Hua; Kalyanaraman, Balaraman; Zhu, Ben-Zhan; Free Radical Biology and Medicine; vol. 60; (2013); p. 177 – 182;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 76044-36-5, 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. 76044-36-5, name is 5-Chloro-[1,2,4]triazolo[1,5-c]pyrimidine, molecular formula is C5H3ClN4, 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 5-choro-[I,2,4]triazoo[l,5-c]pyrimidine (120 mg, 776 mhio) in DMA (3.88 mL) was added (35,4;S)-3-methyl~2-oxa~8~azaspiro[4.5]decan-4-amine his hydrochloride (277 mg, 1.16 mmol) and DIPEA (675 m]_, 3.88 mmol). The reaction mixture was stirred in a capped vial at 90 C for 1 h. The resulting mixture was concentrated under reduced pressure and the crude residue was carried onto the next step without any further purification. LCMS (ESI): m/z: [M + H] calculated for C ui fuNA). 289.2; found 289.3.

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 76044-36-5, 5-Chloro-[1,2,4]triazolo[1,5-c]pyrimidine.

Reference:
Patent; REVOLUTION MEDICINES, INC.; KOLTUN, Elena S.; AAY, Naing N.; BUCKL, Andreas; MELLEM, Kevin T.; BLANK, Brian R.; PITZEN, Jennifer; WANG, Gang; JOGALEKAR, Ashutosh S.; WON, Walter S.; TZITZILONIS, Christos; LI, Jie Jack; GILL, Adrian Liam; CREGG, James Joseph; (207 pag.)WO2019/118909; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 87026-45-7, 4-Chloro-5-methoxy-2-(methylthio)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, Safety of 4-Chloro-5-methoxy-2-(methylthio)pyrimidine, blongs to pyrimidines compound. Safety of 4-Chloro-5-methoxy-2-(methylthio)pyrimidine

A round bottom flask containing ethyl formate (6 mL, 0.062 mol) and ethyl ether (30 mL) was placed in an ice water bath, Na (1.4 g, 0.062 mol) was added under stirring, and then methyl 2-methoxyacetate (6.5 g, 0.062 mol) was added dropwise. The mixture was stirred at room temperaturefor 4 h. The reaction was quenched by addition of ice water (25 mL), and the aqueous phase was separated. To the water layer, S-methyl isothiourea (5.6 g, 0.062 mol) and KOH (2.2 g, 0.062 mol) were added within 40 min, and then heated to 65 C for 1 h. After cooling, the reaction mixture was neutralized with 37% HCl. The crude product was collected by vacuum filtration, and then recrystallized with 95% ethanol to afford 2 as a white needle crystal (4.3 g, 40.1% yield). m.p. 193-195 C.The intermediate 2 (1.7 g, 0.01 mol) was added slowly into POCl3 (4.6 g, 0.03 mol) in ice-water bath, and then the mixture was heated to 80 C for 1 h until the reaction was completed. The reaction mixture was cooled to room temperature and neutralized with 25% ammonia water. The precipitated solid was filtered and recrystallized with petroleum ether, decolorized by activated carbon. The intermediate 3 was obtained as a light yellow solid (1.8 g, 95.2% yield). m.p. 74-75 C. The intermediate 3 was dissolved in methanol (10 mL), 50% hydrated hydrazine solution (1.6 g, 0.015 mol) was added dropwise in an ice-water bath. Then the mixture was heated to 50 C and monitored by TLC until the reaction was finished. After cooling, the solvent was removed under reduced pressure, and the solid was recrystallized from ethyl acetate and petroleum ether to afford 5-methoxy-2-(methylthio) pyrimidin-4-yl hydrazine (4, 1.1 g, 96.2%yield). m.p. 112-114 C.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,87026-45-7, 4-Chloro-5-methoxy-2-(methylthio)pyrimidine, and friends who are interested can also refer to it.

Reference:
Article; Song, Gaopeng; Li, Jianzuo; Tian, Hao; Li, Yasheng; Hu, Dekun; Li, Ying; Cui, Zining; Letters in drug design and discovery; vol. 13; 4; (2016); p. 329 – 334;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 66522-06-3, 4-(tert-Butyl)-2-chloropyrimidine, 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, HPLC of Formula: C8H11ClN2, blongs to pyrimidines compound. HPLC of Formula: C8H11ClN2

To a solution of Intermediate 3 (5 mg, 0.014 mmol) in n-BuOH (0.5 mL) was added 4-(tert-butyl)-2-chloropyrimidine (4 mg, 0.021 mmol) and iPr2NEt (5 pL, 0.028 mmol) at RT. The mixture was heated in a microwave reactor at 180 C for 90 min, then was cooled to RT. To the reaction mixture was added THF (0.8 mL)/H20 (0.4 mL)/MeOH (0.4 mL) and LiOH.H20 (3 mg, 0.070 mmol), and the mixture was stirred at RT overnight. Volatiles were removed in vacuo and the residue was diluted with H20 (5 mL), and then the mixture was adjusted with 1N aq. HC1 to pH ~5 and extracted with EtOAc (3 x 5 mL). The combined organic extracts were washed with brine (2 mL), dried (MgSCL) and concentrated in vacuo. The crude product was purified by preparative LC/MS (Column: Waters XBridge Cl 8, 19 x 200 mm, 5-pm particles; Guard Column: Waters XBridge C18, 19 x 10 mm, 5-pm particles; Mobile Phase A: 5:95 MeCN:H20 with 0.1% TFA; Mobile Phase B: 95:5 MeCN:H20 with 0.1% TFA; Gradient: 50-90% B over 20 min, then a 5 min hold at 100% B; Flow: 20 mL/min) to provide the title compound (5.3 mg, 10.7 pmol, 77 % yield). LCMS, [M + H]+ = 480.1. NMR (500 MHz, DMSO-de) d 8.18 (d, ,7=4.3 Hz, 1H), 7.82 (d, ,7=8.5 Hz, 1H), 7.49 (d, J=92 Hz, 2H), 6.62 (d, ,7=4.6 Hz, 1H), 4.97 (br. s., 2H), 4.79 – 4.72 (m, 1H), 4.10 (s, 3H), 2.60 – 2.53 (m, 3H), 2.43 (s, 3H), 2.00 – 1.43 (m, 10H), 1.08 (br. s., 9H). hLPAi IC5o = 26 nM.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,66522-06-3, 4-(tert-Butyl)-2-chloropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; SHI, Yan; WANG, Ying; CHENG, Peter Tai Wah; SHI, Jun; TAO, Shiwei; CORTE, James R.; FANG, Tianan; LI, Jun; KENNEDY, Lawrence J.; KALTENBACH, III, Robert F.; JUSUF, Sutjano; (316 pag.)WO2019/126093; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 1801-06-5, 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 1801-06-5, name is 4-Chloro-5-fluoro-2-methoxypyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

The 32.5g formula III compound are added 170g10wt percent of the isopropyl alcohol solution of ammonia, heating to 40-60°C, stirring reaction 3-5 hours, natural cooling to room temperature, filtered, collecting solid, washing with isopropyl alcohol, drying, the compound of formula II is obtained (kind of white solid) 27.2g, molar yield is 95.0percent, HPLC purity of 99.0percent.

According to the analysis of related databases, 1801-06-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shanghai Dixinuo Chemical Pharmaceutical Co., Ltd; Shanghai Desano Pharmaceutical Co., Ltd.; Li, Jinliang; Zhao, Nan; Hua, Sikai; (6 pag.)CN105272922; (2016); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 34253-03-7 ,Some common heterocyclic compound, 34253-03-7, molecular formula is C6H6N2O2, 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 B: Preparation of pyrimidin-2-ylmethanol: A cold solution (0 C.) of methylpyrimidine-2-carboxylate (659 mg, 4.77 mmol) in EtOH (25 mL) was prepared, and sodium borohydride (181 mg, 4.77 mmol) was added. The reaction mixture was stirred at room temperature for 2 hours. The reaction was quenched with water (5 mL) and concentrated. The crude product was purified using silica gel chromatography to give the desired product as a white solid (154 mg, 30%). 1H NMR (400 MHz, CDCl3) delta8.76-8.75 (d, J=4.7 Hz, 2H), 7.27-7.25 (t, J=4.7 Hz, 1H), 4.87 (s, 2H), 4.10 (br s, 1H).

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. 34253-03-7, Methyl pyrimidine-2-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Array Biopharma, Inc.; US2010/63066; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 52854-14-5, 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. 52854-14-5, name is 4-Chloro-6-methoxy-5-nitropyrimidine. A new synthetic method of this compound is introduced below.

General procedure: 4-chloro-6-methoxy-5-nitro-pyrimidine (Preparation R1a; 1.0 eq.), the appropriate phenol (1.2 eq.), and potassium carbonate (1.2 eq.) were dissolved in acetonitrile. It was stirred at 80 C till completion, then water was added to the reaction mixture. MeCN was evaporated. The residue extracted with DCM. The combined organic phase was dried over MgS04 and evaporated under reduced pressure to give R2a-R2ce.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,52854-14-5, 4-Chloro-6-methoxy-5-nitropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; LES LABORATOIRES SERVIER; VERNALIS (R&D) LIMITED; WEBER, Csaba; KOTSCHY, Andras; VASAS, Attila; KISS, Arpad; MOLNAR, Balazs; MACIAS, Alba; FIUMANA, Andrea; DAVIES, Nicholas; MURRAY, James Brooke; SELLIER, Emilie; DEMARLES, Didier; IVANSCHITZ, Lisa; GENESTE, Olivier; (233 pag.)WO2020/8013; (2020); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia