Day: June 2, 2021

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. 58536-46-2, name is 4-(4-Bromophenyl)-2,6-diphenylpyrimidine. A new synthetic method of this compound is introduced below., category: pyrimidines

Under an Ar gas atmosphere, the intermediate body X3 (4.8 g, 10 mmol), the intermediate body X7 (3.9 g, 10 mmol), an aqueous solution of 2M sodium carbonate (12 ml), toluene (20 ml), DME (20 ml) and Pd(PPh3)4 (0.35g) were stirred for 16 hours at a reflux temperature. After the reactant solution was cooled down to the room temperature, toluene (200 ml) and water (100 ml) were added thereto to separate an organic phase. The residue obtained by concentrating the organic phase was refined by silica-gel column chromatography (a developing solvent: hexane-toluene) and was recrystallized by toluene twice to provide a target object (a compound No. 4) as a white solid. A yield of the compound No. 4 was 2.6 g and a yield rate thereof was 35%. FD mass analysis consequently showed that m/e was equal to 741 while a calculated molecular weight was 741

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, 58536-46-2, 4-(4-Bromophenyl)-2,6-diphenylpyrimidine.

Reference:
Patent; Idemitsu Kosan Co., Ltd.; EP2489664; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 941685-26-3 , The common heterocyclic compound, 941685-26-3, name is 4-Chloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine, molecular formula is C12H18ClN3OSi, 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 1: (3aS,7aS and 3aR,7aR) tert-butyl 4-(7-{[2-(trimethylsilyl)ethoxy]methyl}-7H-pyrrolo[2,3-d]pyrimidin-4-yl)octahydro-1H-pyrrolo[3,2-b]pyridine-1-carboxylate To a stirred solution of Intermediate 2a (0.700 g, 2.47 mmol) and (3aS,7aS and 3aR,7aR) tert-butyl octahydro-1H-pyrrolo[3,2-b]pyridine-1-carboxylate (HOAc salt; 0.918 g, 3.21 mmol; Intermediate 1a process, Step 4) in DMF (14 mL) was added TEA (1.03 mL, 7.40 mmol). The resulting reaction mixture was stirred at 90 C overnight. The reaction mixture was partitioned between EtOAc and 10% aqueous sodium chloride and the organic layer was washed with additional 10% aqueous sodium chloride. The first aqueous layer was extracted with additional EtOAc and the combined organic washings were dried over sodium sulfate and filtered. Silica gel was added to the filtrate and the mixture was concentrated in vacuo to a crude solid. The resulting solid was purified by column chromatography on silica gel, eluting with EtOAc/hexane (12-100%) to afford the desired product. LRMS calc’d for C24H40N5O3Si [M+H]+, 474; found 474. 1H NMR (500 MHz, DMSO-D6) delta 8.20 (s, 1H), 7.35 (d, 1H), 6.69 (d, 1H), 5.50 (s, 2H), 5.13 (br m, 1H), 4.59 (br d, 1H), 3.80-3.68 (br m, 1H), 3.47 (t, 2H), 3.41-3.32 (br m, 2H), 3.05 (br t, 1H), 2.09 (br m, 2H), 1.99 (br m, 1H), 1.75 (br m, 1H), 1.39 (overlapping s, m, 11H), 0.80 (t, 2H), -0.10 (s, 9H).

The synthetic route of 941685-26-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Merck Sharp & Dohme Corp.; GUERIN, David Joseph; BRUBAKER, Jason, D.; MARTINEZ, Michelle; JUNG, Joon, O.; ANTHONY, Neville, J.; SCOTT, Mark, E.; HOFFMAN, Dawn Marie Mampreian; WOO, Hyun Chong; DINSMORE, Christopher, J.; (75 pag.)EP2629777; (2018); B1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 330794-31-5, 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 330794-31-5, name is 1-Cyclopentyl-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine. This compound has unique chemical properties. The synthetic route is as follows.

Example 92 3-[3-(Benzyloxy)phenyl]-1-cyclopentyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine To a mixture of 1-cyclopentyl-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine (0.200 g, 0.631 mmol, 1 equiv) and 3-(benzyloxy)phenylboronic acid (0.110 g, 0.487 mmol, 1.0 equiv) in DME (6 mL) was added tetrakis(triphenylphosphine)palladium (0.044 g, 0.038 mmol, 0.07 equiv) and a solution of sodium carbonate monohydrate (0.187 g, 1.51 mmol, 2.4 equiv) in water (2 mL). The mixture was heated at 85 C. for 16 h, then allowed to cool to ambient temperature. The solvent was removed under reduced pressure and the residue was partitioned between EtOAc (50 mL) and water (50 mL). The organic layer was dried over MgSO4, filtered, and concentrated to afford an oily red-orange solid. Recrystallization from hot EtOAc afforded a red-orange solid which was purified by preparative RP-HPLC (Rainin C18, 8 mum, 300 A, 25 cm; 10%-60% acetonitrile-0.1M ammonium acetate over 20 min, 21 mL/min). The acetonitrile was removed in vacuo and the aqueous mixture was lyopholyzed to afford 3-[3-(benzyloxy)phenyl]-1-cyclopentyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine as a whitesolid (0.023 g, 0.060 mmol): 1H NMR (d6 CDCl3, 400 MHz): deltaH 8.34 (1H, s), 7.27-7.46 (8H, m), 7.07-7.10 (1H, m), 5.63 (2H, bs), 5.31 (1H, quint, J=7.6 Hz), 5.16 (2H, s), 2.15-2.20 (4H, m), 1.96-2.01 (2H, m), 1.72-1.75 (2H, m); RP-HPLC (Hypercil C18, 5 mum, 100 A, 15 cm; 5%-100% acetonitrile-0.1M ammonium acetate over 15 min, 1 mL/min) Rt 14.00 min. MS: MH+ 386.

According to the analysis of related databases, 330794-31-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Abbott Laboratories; US2002/156081; (2002); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 1211443-61-6, 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.1211443-61-6, name is 2-Chloro-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide, molecular formula is C14H17ClN4O, molecular weight is 292.76, as common compound, the synthetic route is as follows.

A mixture of /erf-butyl 4-(6-aminopyridin-3-yl-2,4,5-d3)piperazine-l-carboxylate (600 mg, 2.1 mmol) and 2-chloro-7Patent; LI, George, Y.; HOU, Duanjie; (43 pag.)WO2018/81211; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 213265-83-9, Adding some certain compound to certain chemical reactions, such as: 213265-83-9, name is 4,6-Dichloro-5-fluoropyrimidine,molecular formula is C4HCl2FN2, 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 213265-83-9.

0.58 g of sodium hydride (60% oil suspention) was suspended in 20 ml of tetrahydrofuran. 1 ml of tetrahydrofuran solution of 0. 88 g of 2-PENTYN-1-OL was added dropwise at 0C therein slowly, and the mixture was stirred for 10 minutes. Into the mixture was added dropwise 5 ml of tetrahydrofuran solution of 2 g of 4,6-dichloro-5-fluoropyrimidine at 0C, and stirred for 70 minutes. The reaction mixture was poured into a saturated ammonium chloride aqueous solution, and the mixture was extracted with tert-butyl methyl ether three times. The organic layers were washed with water, dried over anhydrous magnesium sulfate and concentrated. The residue was subjected to silica gel column chromatography to obtain 2.31 g of 4-CHLORO-5-FLUORO-6- (2-PENTYNYLOXY) pyrimidine. LH-NMR : 1.15 (t, 3H), 2.24 (qt, 2H), 5.09 (t, 2H), 8.36 (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. 213265-83-9, 4,6-Dichloro-5-fluoropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; WO2004/99160; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 62802-42-0, 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. 62802-42-0, name is 2-Chloro-5-fluoropyrimidine, molecular formula is C4H2ClFN2, 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.

[0642] Synthesis of 5-fluoropyrimidine-2-carbonitrile: [0643] To a stirred solution of 2-chloro-5-fluoropyrimidine (280 mg, 2.11 mmol) in DMA (6 mL) under argon atmosphere were added zinc cyanide (161 mg, 1.37 mmol), Pd2(dba)3 (77 mg, 0.08 mmol), dppf (93 mg, 0.16 mmol) and zinc (32 mg, 0.50 mmol) at room temperature; heated to 100 C and stirred for 20 min under Micro Wave irradiation. The reaction was monitored by TLC; after completion of the reaction, the reaction mixture was diluted with water (30 mL) and extracted with EtOAc (2 x 45 mL). The combined organic extracts were washed with water (40 mL), dried over sodium sulphate, filtered and concentrated in vacuo to obtain the crude. The crude was purified through silica gel column chromatography using 7% EtOAc/ Hexanes to afford 5-fluoropyrimidine-2-carbonitrile (60 mg, 23%) as an off- white solid. [0644] 1H-NMR (CDC13, 400 MHz): delta 8.73 (s, 2H); TLC: 10% EtOAc/ Hexanes (R 0.4).

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 62802-42-0, 2-Chloro-5-fluoropyrimidine.

Reference:
Patent; ENVIVO PHARMACEUTICALS, INC.; RIPKA, Amy; SHAPIRO, Gideon; MCRINER, Andrew, J.; BURSAVICH, Matthew, Gregory; WO2013/142269; (2013); A1;,
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 514854-12-7, name is 6-Ethylpyrimidine-2,4-diamine. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C6H10N4

A suspension of 2,4-diamino-6-ethylpyrimidine (0.8750 g, 5.00 mmol) and iodine monochloride (0.40 mL, 7.50 mmol) in methanol (15 mL) was stirred at roomtemperature for 2 hours. Water (5 mL) was added and adjusted pH to 7 with 10% aq NaOH. The reaction was extracted 3 times with ethyl acetate (15 mL each), dried over anhydrous MgSO4 and evaporated. The product was obtained as a light brown solid (1.1355 g, 86% yield).

With the rapid development of chemical substances, we look forward to future research findings about 514854-12-7.

Reference:
Patent; NATIONAL SCIENCE AND TECHNOLOGY DEVELOPMENT AGENCY; KAMCHONWONGPAISON, Sumalee; CHAROENSETAKUL, Netnapa; PEEWASAN, Krisana; VANICHTANANKUL, Jarunee; RATTANAJAK, Roonglawan; TAWEECHAI, Supannee; ANUKUNWITHAYA, Tosapol; YOOMUANG, Aphisit; YUTHAVONG, Yongyuth; VILAIVAN, Tirayut; (44 pag.)WO2017/52479; (2017); 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. 89487-99-0, name is 4-Hydroxy-2-(methylthio)pyrimidine-5-carbonitrile. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 4-Hydroxy-2-(methylthio)pyrimidine-5-carbonitrile

Step B: A mixture of 4-hydroxy-2-methylsulfanyl-pyrimidine-5-carbonitrile (2.76 g) and phosphorus oxychloride (15 mL) was heated at reflux, under argon atmosphere, for 3 h. The reaction mixture was cooled and then evaporated under reduced pressure. Hexane was added to the residue and the mixture was heated at reflux, the resulting mixture was decanted and the same procedure was repeated for 4 times. The combined supernatant layers were evaporated to afford 1.13 g of 4-chloro-2-methylsulfanyl-pyrimidine-5-carbonitrile as a white powder.

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, 89487-99-0, 4-Hydroxy-2-(methylthio)pyrimidine-5-carbonitrile.

Reference:
Patent; Roche Palo Alto LLC; US2009/270389; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 5305-40-8, 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.5305-40-8, name is 4,6-Dichloropyrimidine-5-carbaldehyde, molecular formula is C5H2Cl2N2O, molecular weight is 176.9882, as common compound, the synthetic route is as follows.

Synthesis of Compound 4.1. Hydrazine hydrate (11.5 mL, 23.7 mmol) was slowly added to a solution of 4,6-dichloro-pyrimidine-5-carbaldehyde (40.0 g, 22.6 mmol), and triethylamine (30 mL, 22 mmol) in 1,4-dioxane (600 mL), while cooling to maintain an internal temperature below 20 C. After the addition was complete, the reaction was warmed to RT. After 1 hr, the reaction was filtered. The solvent was removed in vacuo to afford compound 4.1 (29 g, 83%) as a light yellow solid. 1H NMR (400.13 MHz, DMSO-d6) delta14.52 (br. s, 1H), 8.83 (s, 1H), 8.45 (s, 1H). MS m/z 155 [M+1]+.

Statistics shows that 5305-40-8 is playing an increasingly important role. we look forward to future research findings about 4,6-Dichloropyrimidine-5-carbaldehyde.

Reference:
Patent; Sunesis Pharmaceuticals, Inc; US2009/5359; (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.56686-16-9, name is 5-Bromo-2,4-dimethoxypyrimidine, molecular formula is C6H7BrN2O2, molecular weight is 219.04, as common compound, the synthetic route is as follows.Computed Properties of C6H7BrN2O2

A) 5-Chloro-3-(2,4-dimethoxypyrimidin-5-yl)-3-hydroxy-1,3-dihydroindol-2-one A 1.6 M solution of n-butyllithium in hexane (10 ml, 16 mmol) was added dropwise to a solution of 5-bromo-2,4-dimethoxypyrimidine (3.29 g, 15 mmol) in THF (50 ml) at -78 C. After stirring at -78 C. for 0.5 h, a suspension of 5-chloroisatin (1.27 g, 7.0 mmol) in THF (50 ml) was added dropwise. The reaction mixture was allowed to warm to room temperature and then saturated ammonium chloride solution was added. The mixture was extracted three times with ethyl acetate, and the combined organic layers were washed with saturated brine. The organic phase was dried over magnesium sulfate, filtered and concentrated under reduced pressure. Purification by chromatography (silica gel, 50% ethyl acetate in dichloromethane) resulted in 0.97 g of the product.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,56686-16-9, 5-Bromo-2,4-dimethoxypyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Abbott GmbH & Co. KG; US2005/70718; (2005); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia