Tag: M.W:100-200

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. 49844-90-8, name is 4-Chloro-2-(methylthio)pyrimidine, the common compound, a new synthetic route is introduced below. Formula: C5H5ClN2S

5-methoxy-1H-indazole (500 mg, 3.38 mmol) was dissolved in DMF (10 mL). NaH (148 mg, 3.72 mmol) was added at 0 C, and then 4-chloro-2-(methylthio)pyrimidine (542 mg, 3.38 mmol) was added. After stirring at this temperature for 2 hours, 30 mL of water was added. The reaction solution was filtered, extracted and dried to obtain 5-methoxy-1-(2-(methylthio)pyrimidin-4-yl)-1H-indazole (850 mg, 92%) as a white solid.

The synthetic route of 49844-90-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shanghai Hansoh Biomedical Co., Ltd.; Jiangsu Hansoh Pharmaceutical Group Co., Ltd.; WEI, Mingsong; SUN, Guangjun; TAN, Songliang; GAO, Peng; WANG, Shaobao; XIU, Wenhua; ZHANG, Fujun; BAO, Rudi; (183 pag.)EP3205650; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 304693-66-1, 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 304693-66-1, name is 2-(Trifluoromethyl)pyrimidine-5-carbaldehyde. This compound has unique chemical properties. The synthetic route is as follows.

Preparation 17 1-[2-(Trifluoromethyl)pyrimidin-5-yl]ethanol Dissolve 2-(trifluoromethyl)pyrimidine-5-carbaldehyde (11.31 mmol, 1.992 g) in THF (56.56 mL), cool to 0 C., and slowly add methylmagnesium bromide (3 M in Et2O) (33.94 mmol, 11.31 mL). Allow the reaction to warm to room temperature and stir for 2.5 hours. Quench the reaction with 1 N HCl. Add EtOAc and wash with 1 N HCl. Dry the organics over sodium sulfate, filter, and concentrate under reduced pressure to give the title compound (1.663 g, 76.5%). Mass spectrum (m/z): 193.0 (M+H).

According to the analysis of related databases, 304693-66-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Eli Lilly and Company; Morphy, John Richard; (15 pag.)US2017/66781; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 29274-24-6, 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. 29274-24-6, name is 5-Chloropyrazolo[1,5-a]pyrimidine. A new synthetic method of this compound is introduced below.

A mixture of A-7 (300.0 mg, 1.95 mmol), 1-[4-(4,4,5,5-tetramethyl-1,3 ,2-dioxaborolan-2-yl)phenyllcyclopropanecarbonitrile (629.81 mg, 2.34 mmol), Pd(t-Bu3P)2(149.48 mg, 292.50 pmol) and K3P04 (827.85 mg, 3.90 mmol) in dioxane (10 mL) and H20(3.90 mL) was stirred at 80 C for 16 hours. The mixture was concentrated to give the crudeproduct, which was purified by silica gel (EtOAc in PE = 10% to 20% to 100%) to afford A-il(600.00 mg, 1.86 mmol) as a solid. ?H NMR (400MHz, DMSO-d6) 0119.19 (dd, 1H), 8.30 – 8.17(m, 3H), 7.66 (d, 1H), 7.49 (dd, 2H), 6.76 (d, 1H), 1.91 – 1.80 (m, 2H), 1.68 – 1.58 (m, 2H).LCMS R = 0.762 mm in 1.5 mins chromatography, MS ESI calcd. for C,6H,3N4 [M+H1 261.1, found 260.9.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,29274-24-6, 5-Chloropyrazolo[1,5-a]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; PRAXIS PRECISION MEDICINES, INC.; REDDY, Kiran; MARTINEZ BOTELLA, Gabriel; GRIFFIN, Andrew Mark; MARRON, Brian Edward; (168 pag.)WO2018/98500; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 51421-99-9 , The common heterocyclic compound, 51421-99-9, name is 4-Chloro-2-methoxypyrimidine, molecular formula is C5H5ClN2O, 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.

159.2 2-Chloro-5-(2-methoxyDyrimidine-4-carbonyl)benzoic acid methyl esterA 60% suspension of NaH in mineral oil (51 mg) was added to a solution of 4-chloro-2- methoxypyrimidine (123 mg), intermediate 159.1 (170 mg) and dimethylimidazolium iodide (96 mg) in dioxane (35 mL). The reaction mixture was heated to reflux for 4h30 and ON at RT. It was diluted with water and extracted with EtOAc. The organic phase was dried over MgS04 and concentrated in vacuo. The crude was purified by CC (Hept/EtOAc 1/0 to 7/3) to give 49 mg of the titled compound as a light yellow solid.LC-MS (B): tR = 0.77 min; [M+H]+: 307.19

The synthetic route of 51421-99-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; HILPERT, Kurt; HUBLER, Francis; MURPHY, Mark; RENNEBERG, Dorte; WO2012/114268; (2012); 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.14080-23-0, name is 2-Cyanopyrimidine, molecular formula is C5H3N3, molecular weight is 105.0974, as common compound, the synthetic route is as follows.Application In Synthesis of 2-Cyanopyrimidine

To a stirring solution of 2-cyanopyrimidine (2.0 g, 19.0 mmol) in methanol (50 mL) were added 10%Pd/C (300 mg), 12 N HCI (1.5 mL) under 2 atmosphere. The reaction mixture was stirred under atmosphere (balloon pressure) at RT for 3 h. After consumption of the starting material (by TLC), the reaction mixture was filtered through a pad of celite and the pad was washed with methanol. Obtained filtrate was concentrated under reduced pressure to afford crude compound which was triturated with diethyl ether to obtained compound 2S-Y (1.2 g, 44%) as white solid. 1H-NMR: (500 MHz, DMSO-i): delta 8.87 (d, J= 5.0 Hz, 2H), 8.69 (br s, 2H), 7.52 (t, J= 5.0 Hz, 1H), 4.24 (s, 2H); Mass (ESI): 1 10.3 [M++l]

At the same time, in my other blogs, there are other synthetic methods of this type of compound,14080-23-0, 2-Cyanopyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; NAUREX, INC.; LOWE, John, A., III; KHAN, M., Amin; WO2014/120783; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 28485-17-8, 5-Carbethoxyuracil, 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, Formula: C7H8N2O4, blongs to pyrimidines compound. Formula: C7H8N2O4

Step i. Ethyl 2,4-dichloropyrimidine-5-carboxylate Under an N2 atmosphere, a mixture of 5-carbethoxyuracil (1.0 g, 5.4 mmol) and POCl3 (10 mL) was heated at reflux for 30 minutes. The solution was concentrated under reduced pressure to remove the excess of POCl3, and the residue was poured into ice (20 g). CH2Cl2 (100 mL) was added, and the mixture was basified to pH 9 using saturated aqueous NaHCO3 solution. The organic portion was dried over MgSO4 and concentrated to obtain ethyl 2,4-dichloropyrimidine-5-carboxylate as a yellow oil (900 mg, 75%).

The synthetic route of 28485-17-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Martinborough, Esther; Zimmermann, Nicole; Perni, Robert B.; Arnost, Michael; Bandarage, Upul K.; Maltais, Francois; Bemis, Guy; US2006/160817; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 13036-57-2 ,Some common heterocyclic compound, 13036-57-2, molecular formula is C5H5ClN2, 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.

To 20L reaction bottle into the 100g/3L of the potassium hydroxide aqueous solution, then adding 250g of compound B, 650g potassium permanganate of hot water after dissolving dropping to the bottle, about water 15L. Temperature control is dropped in the 5 – 15 C, after the clip 20 C reaction 24h, TLC monitoring (raw material reaction not end). After the reaction is added to the reactant 120g of sodium bisulfite, stirring 15min, reaction fluid settlement for a period of time is colorless, if they are not re-added sodium bisulfite. Adding 4L dichloromethane extraction 3 time separation and recovery of the unreacted raw materials (for recovering raw material 40g). Then added to the aqueous phase in the diatomaceous earth filter, the filtrate concentrated hydrochloric acid to adjust the pH=2 – 3, the stirring 30min, concentrated to dry.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,13036-57-2, its application will become more common.

Reference:
Patent; Anhui CCID Biotechnology Co., Ltd.; Wei, Xiaoyan; He, Ying; Wei, Wei; Yu, Lideng; (6 pag.)CN106083734; (2016); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 582313-57-3, Adding some certain compound to certain chemical reactions, such as: 582313-57-3, name is 4-Chloro-5-fluoro-7H-pyrrolo[2,3-d]pyrimidine,molecular formula is C6H3ClFN3, 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 582313-57-3.

To containCCl4 (5 mL, 51 mmol)Add hexamethylphosphoramide to a solution of 5-O-tert-butyldimethylsilyl-2,3-O-isopropylidene-D-ribose (9.13 g, 30 mmol) in toluene (100 mL) 7.2 mL, 40 mmol). After stirring at 0 C for 2.5 hours,The reaction mixture was added to 4-chloro-5-fluoro-7H-pyrrole [2,3-d]pyrimidine (14-1, 3.1 g,20 mmol), a solution of tris(3,6-dioxaheptyl)amine (TDA-1) (3 mL, 9 mmol) and KOH (2.6 g, 4.5 mmol) in toluene (100 mL)The entire reaction mixture was stirred at room temperature for 24 hours.The reaction was terminated by the addition of a saturated aqueous solution of NH 4 Cl.Transfer the entire mixture to a separatory funnel. The aqueous layer is extracted with AcOEt.The combined organic layers were washed with brine.Dry (Na2SO4)Concentration in vacuo gave the crude product 17-2.

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. 582313-57-3, 4-Chloro-5-fluoro-7H-pyrrolo[2,3-d]pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Shanghai Hongyi Biological Technology Co., Ltd.; Wu Rongguang; Yi Dewu; (140 pag.)CN109694397; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 3764-01-0, 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 3764-01-0, name is 2,4,6-Trichloropyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

Example 1 : Synthesis of 2-[2-(pyridin-2-yl)-ethoxy]-4-[N’-(3-methyl-benzilidene)- hydrazino]-6-(morpholin-4-yl)-pyrimidine (Compound 6) EPO Step 1.A 2-liter, 3-neck flask equipped with mechanical stirrer, thermometer and dropping funnel was loaded with ethanol (375 mL), water (375 mL) and morpholine, (1.01 mol, 88 g); the resulting solution was cooled (with sodium chloride- ice mixture) to about 0 0C and a solution of 2,4,6-trichloropyrimidine (91.17 g, 0.5 mol) in ethyl acetate (37.5 mL) was added dropwise in about 20 minutes, to maintain temperature below 10 0C. The dropping funnel was rinsed twice with ethyl acetate (3 mL), and the rinses were transferred to the reaction mixture. The reaction was checked by TLC to determine when the reaction was complete. After completion of the reaction, ice water (375 mL) was added, and reaction was allowed to stir for 30 minutes to complete precipitation. The colorless solid was filtered out, washed 6 times with water (225 mL per wash) and vacuum-dried at 40-50 0C until a constant weight of the product was maintained. The product (114.7 g, 98% yield) was a mixture of regioisomers 2,4-dichloro-6-(morpholin-4-yl)-pyrimidine and 4,6-dichloro-2- (morpholin-4-yl)-pyrimidine in about a 3.9: 1 ratio (Product 1).

According to the analysis of related databases, 3764-01-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SYNTA PHARMACEUTICALS CORP.; WO2006/53112; (2006); 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. 22536-66-9, name is 2-Chloropyrimidine-4-carboxamide, molecular formula is C5H4ClN3O, 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 2-Chloropyrimidine-4-carboxamide

Similar to as described in General Procedure X, 2-chloropyrimidine-4-carboxamide was reactedwith (3-bromo-2-fluorophenyl)boronic acid to afford the title compound (450 mg, 48%) as ayellow solid. LC-MS (ES, m/z): 296 [M+H]. Aryl halide, palladium (II) bis(triphenylphosphine) dichloride or tetrakis (triphenylphosphine) palladium (0.OSeq), boronic acid or pinacol ester (1. leq) and cesium fluoride (2eq) were weighed out into a microwave vessel or sealed tube. Ethanol (3 mL/mmol) and water (0.6 mL/mmol) were added. The vessel was capped and heated thermally or in a microwave vessel at 70-400 C for 1 hour. The reaction mixture was concentrated under vacuum and the residue was purified by silicagel column chromatography to afford the Suzuki coupling product.

With the rapid development of chemical substances, we look forward to future research findings about 22536-66-9.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; BLAQUIERE, Nicole; BURCH, Jason; CASTANEDO, Georgette; FENG, Jianwen A.; HU, Baihua; LIN, Xingyu; STABEN, Steven; WU, Guosheng; YUEN, Po-wai; WO2015/25026; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia