Tag: M.W:200-300

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. 3740-92-9, name is 4,6-Dichloro-2-phenylpyrimidine. A new synthetic method of this compound is introduced below., 3740-92-9

In a 250-mL three-neck flask, nitrogen was introduced and 0.01 mol of intermediate A20, 150 ml of DMF, 0.012 mol of intermediate B1, and 0.0001 mol of palladium acetate were added.Stir, then add 0.01mol K3PO4 aqueous solution, heated to 150 ¡ãC,The reaction was refluxed for 24 hours. Samples were taken and the reaction was complete.Cool naturally, extract with 200ml dichloromethane, layerThe extract was dried over anhydrous sodium sulfate, filtered, and the filtrate was evaporated.Purification by silica gel column to give intermediate C1, HPLC purity 99.2percentThe yield was 85.1percent.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,3740-92-9, 4,6-Dichloro-2-phenylpyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Jiangsu March Optoelectric Technology Co., Ltd.; Wang Fang; Zhang Zhaochao; Li Chong; Zhang Xiaoqing; (53 pag.)CN107602538; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

130049-82-0, 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. 130049-82-0, name is 3-(2-Chloroethyl)-6,7,8,9-tetrahydro-9-hydroxy-2-methyl-4H-pyrido[1,2-a]pyrimidine-4-one. A new synthetic method of this compound is introduced below.

Example-4 Preparation of Paliperidone (0098) 3-(2-chloroethyl)-9-hydroxy-2-methyl-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidin-4-one (formula-7) (5.2 grams) and diisopropyl ethyl amine (12.56 grams) was added to 6-fluoro-3-(piperidin-4-yl)benzo[d]isoxazole (formula-8) (5.0 grams) in methanol (75 ml) taken in autoclave and then heated to 60-65 C., 0.8 Kg pressure was applied and stirred for 16 hours. The reaction mixture cooled and then distilled under reduced pressure. Isopropyl alcohol was added to the obtained residue and stirred for 15 minutes and then distilled off under reduced pressure to get the title compound. Added methanol and heated the reaction mixture to reflux temperature and stirred for 2.0 hrs at same temperature. Cooled the reaction mixture to 20 C. and stirred for 90 minutes at the same temperature. Filtered the solid precipitated. Washed the solid with chilled methanol and dried the compound. (0099) Yield: 3.0 grams.

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. 130049-82-0, 3-(2-Chloroethyl)-6,7,8,9-tetrahydro-9-hydroxy-2-methyl-4H-pyrido[1,2-a]pyrimidine-4-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MSN Laboratories Limited; Reddy, Manne Satyanarayana; Eswaraiah, Sajja; Satyanarayana, Revu; US8481729; (2013); B2;,
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. 113583-35-0, name is 2-Methanesulfonyl-4,6-dimethoxypyrimidine. A new synthetic method of this compound is introduced below., 113583-35-0

EXAMPLE 1 Preparation of methyl 3-[(4,6-dimethoxypyrimidin-2-yl)oxy]-6-(1-pyrrolidinyl)picolinate (Compound No. 317) 1.55 g (7 mmol) of methyl 3-hydroxy-6-(1-pyrrolidinyl)picolinate, 1.83 g (8.4 mmol) of 4,6-dimethoxy-2-methylsulfonylpyrimidine and 0.96 g (7 mmol) of potassium carbonate were added to 50 ml of DMF and reacted at 100C for 3 hours. After completion of the reaction, the reaction product was poured into ice water, extracted with ethyl acetate, washed with a saturated sodium chloride aqueous solution and dried over magnesium sulfate. The solvent was distilled off, and the residue was crystallized from diisopropyl ether to obtain the desired product. Amount: 2.11 g (yield: 84%), melting point: 151-153C

At the same time, in my other blogs, there are other synthetic methods of this type of compound,113583-35-0, 2-Methanesulfonyl-4,6-dimethoxypyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; KUMIAI CHEMICAL INDUSTRY CO., LTD.; IHARA CHEMICAL INDUSTRY Co., Ltd.; EP567133; (1993); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

776-53-4, 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 776-53-4, name is Ethyl 4-amino-2-(methylthio)pyrimidin-5-carboxylate. This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 2 (4-Amino-2-methanesulfanyl-pyrimidin-5-yl)-methanol A solution of 4-amino-2-methanesulfanyl-pyrimidine-5-carboxylic acid ethyl ester (13.36 g, 63 mmol) in 250 mL of tetrahydrofuran is added dropwise to a room temperature suspension of lithium aluminum hydride (3.82 g, 100 mmol) in 250 mL of tetrahydrofuran. After 30 minutes, the reaction is cooled to 0 C., and isopropyl alcohol is added until bubbling diminishes. The reaction is quenched with 15 mL of water, 15 mL of 15% NaOH, and 50 mL of water, and the mixture is stirred for 1 hour. The white precipitate is removed by filtration and washed with ethyl acetate. The filtrate is concentrated in vacuo and 3:1 hexane:ethyl acetate is added. The solids are collected, washed with 3:1 hexane:ethyl acetate, followed by hexane. The solid is dissolved in ethyl acetate, and the solution is dried over magnesium sulfate. Filtration followed by concentration in vacuo gives 8.14 g (76%) of (4-amino-2-methanesulfanyl-pyrimidin-5-yl)-methanol. Analysis calculated for C6H9N3OS: C, 42.09: H, 5.30: N, 24.54. Found: C, 42.31: H, 5.24: N, 24.27.

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 776-53-4, Ethyl 4-amino-2-(methylthio)pyrimidin-5-carboxylate.

Reference:
Patent; Booth, Richard John; Dobrusin, Ellen Myra; Josyula, Vara Prasad Venkata Nagendra; McNamara, Dennis Joseph; Toogood, Peter Laurence; US2003/73668; (2003); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

137281-39-1 , The common heterocyclic compound, 137281-39-1, name is 4-(2-(2-Amino-4-oxo-4,7-dihydro-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl)benzoic acid, molecular formula is C15H14N4O3, 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: To a suspension of compound 6 (0.033 mmol) in N,N-dimethylformamide (5 mL), corresponding amine (RNH2) (0.033 mmol) and DIPEA (0.1 mmol) were added at about 10 C under nitrogen atmosphere. To this, diethylphosphorocyanidate(0.04 mmol) was added slowly over a period of 15 min. The resultant solution was stirred for 3 h at about 10 C. The reaction was complete by TLC (TLC system: 10% methanol in chloroform). Reaction was slowly quenched using saturated sodium-bi-carbonate solution and the resulted solid was stirred for 30min. Solid was collected by filtration and the wet cake was washed with saturated sodium-bi-carbonate solution. Upon drying the wet cake for an hour under vacuum, it was further suspended in methanol and stirred for 30 min, filtered, collected and dried to get respective pure compounds.

According to the analysis of related databases, 137281-39-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Balaraman, Selvakumar; Nayak, Nagaraj; Subbiah, Madhuri; Elango, Kuppanagounder P.; Medicinal Chemistry Research; vol. 27; 11-12; (2018); p. 2538 – 2546;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

705-24-8, 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 705-24-8 as follows.

To a solution of 1 -methylpiperidin-4-ol (35 mg, 0.30 mmol) in THF (0.5 mL) at 0C was added 60% NaH (12 mg, 0.30 mmol). After the mixture was stirred for 20 minutes, a solution of Intermediate 2 (42 mg, 0.10 mmol) in THF (0.5 mL) was added. Then the ice bath was removed, and the reaction mixture was stirred at room temperature for two hours. The reaction was quenched by water (0.1 mL), and concentrated. The residue was purified directly by MS-HPLC to afford Compound 39 (18 mg, 35%). LCMS (method A): m/z 503.4 (M+H)+. ‘H NMR (CDCI3) delta 8.50 (s, 1H), 77.44 (d, 2H), 7.17 (d, 2H), 5.72 (d, 1H), 5.31 (m, 1H), 4.60 (br, 1H), 3.60 (m, 1H), 3.40 (m, 2H), 3.24 (br, 1H), 3.03 (br, 2H), 2.92-2.77 (m, 4H), 2.40 (br, 1H), 2.25 (m, 3H), 2.1 1-1.88 (m,4H); Following procedure as described in Example 2, and replacing THF with DMF, piperidine-2,4-dione (249 mg, 2.20 mmol) was converted to Compound 3A. The crude material was purified by silica gel chromatography (0-90% EA/hexane) to afford Compound 3A (375 mg, 64%). LCMS (method A): m/z 294.3 (M+H)+. XH NMR (CDC13): delta 7.14 (s, 1H), 5.97 (br s, 1H), 5.83 (s, 1H), 3.60 (t, 2H), 2.72 (m, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,705-24-8, its application will become more common.

Reference:
Patent; VENENUM BIODESIGN LLC; HUANG, Chia-Yu; MCGUINNESS, Brian F; XU, Xiaoqing; KULTGEN, Steven G.; MCMASTER, Ellen Sieber; BEASLEY, James R.; (356 pag.)WO2018/5794; (2018); A2;,
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 145783-14-8, name is 4,6-Dichloro-5-nitro-2-(propylthio)pyrimidine. This compound has unique chemical properties. The synthetic route is as follows. 145783-14-8

Example 3. Preparation of l-^SaR^S^R^aSV-ftS-Amino–chloro-l- phiropylthioJpyrimidin-^yllaminoJ-ljl-dimethyltetrahydro-SaH- cyclopenta[ 99%). The catalyst was filtered off and washed with methyl-tert-butylether (117 kg). The hydrogenation was repeated with a second portion of 4,6-Dichloro-5-nitro-2-(propylthio)pyrimidine (71 kg). The two hydrogenation solutions were combined. Water was separated off and the organic layer was distilled under reduced pressure and at a jacket temperature of 300C. To the resulting brown oil ethylene glycol (221 kg) was charged and the distillation was continued until no more methyl-tert-butylether was distilling off.

Statistics shows that 145783-14-8 is playing an increasingly important role. we look forward to future research findings about 4,6-Dichloro-5-nitro-2-(propylthio)pyrimidine.

Reference:
Patent; ASTRAZENECA AB; AUFDENBLATTEN, Rhony; BOHLIN, Martin, Hans; HELLSTROeM, Helena; JOHANSSON, Peter, W; LARSSON, Ulf, G; RECKNAGEL, Mikaela; WEISS, Ursula, heiress of WEISS Andreas (Deceased); WO2010/30224; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

130049-82-0, 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 130049-82-0, name is 3-(2-Chloroethyl)-6,7,8,9-tetrahydro-9-hydroxy-2-methyl-4H-pyrido[1,2-a]pyrimidine-4-one. This compound has unique chemical properties. The synthetic route is as follows.

In a flask there were mixed 1.00 g (3.89 mmole) of 6-fluoro-3-(4-piperidinyl)-l,2- benzisoxazole hydrochloride and 0.95 g (3.89 mmole) of 3-(2-chloroethyl)-9- hydroxy-2-methyl-6,7,8,9-tetrahydro-4H-rhoyrido[l,2-a]rhoyrimidin-4-one, 0.83 g (7.79 mmole) of sodium carbonate and 10 ml of ionic solvent l-ethyl-3-methyl-imidazolium ethylsulfate. The suspension was heated to 80 0C or 90 0C and left stirring at this temperature overnight. HPLC showed that the conversion was 88%.It was cooled to room temperature and co-solvent (water and dichloromethane, acetone, ethanol, methanol, water) was added for precipitation of the product, it was filtered and rinsed with this solvent, well sucked off.

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 130049-82-0, 3-(2-Chloroethyl)-6,7,8,9-tetrahydro-9-hydroxy-2-methyl-4H-pyrido[1,2-a]pyrimidine-4-one.

Reference:
Patent; KRKA, D.D., NOVO MESTO; RUZIC, Milo?; PRUDIC, Darja; PECAVAR, Anica; SMRKOLJ, Matej; WO2010/14047; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

113583-35-0, 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. 113583-35-0, name is 2-Methanesulfonyl-4,6-dimethoxypyrimidine, molecular formula is C7H10N2O4S, 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.

EXAMPLE 8 Preparation of Methyl 5-(4,6-Dimethoxypyrimidin-2-yl)oxy-2-ethoxy-2,3-dihydrobenzofuran-4-carboxylate (Compound No. 507) A mixture comprising 1.0 g of methyl 2-ethoxy-5-hydroxy-2,3-dihydrobenzofuran-4-carboxylate, 1.0 g of 4,6-dimethoxy-2-methylsulfonylpyrimidine and 0.78 g of potassium carbonate in 30 ml of N,N-dimethylformamide, was heated and stirred at 100 C. for two hours. The mixture was returned to room temperature, then poured into water and extracted with ethyl acetate. The organic layer was washed with water and then dried over anhydrous sodium sulfate. It was concentrated under reduced pressure, and the oily substance thereby obtained was purified by silica gel column chromatography (n-hexane/ethyl acetate=4/1) to obtain 1.5 g (yield: 95%) of the desired compound.

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. 113583-35-0, 2-Methanesulfonyl-4,6-dimethoxypyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Kumiai Chemical Industry Co., Ltd.; Ihara Chemical Industry Co., Ltd.; US5616537; (1997); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

130049-82-0, Adding a certain compound to certain chemical reactions, such as: 130049-82-0, 3-(2-Chloroethyl)-6,7,8,9-tetrahydro-9-hydroxy-2-methyl-4H-pyrido[1,2-a]pyrimidine-4-one, 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, 130049-82-0, blongs to pyrimidines compound.

79 g of 6-Fluoro-3-(4- piperidinyl)-l,2-benzisoxazole hydrochloride, 375 ml of methanol, and 78.2 g of triethyl amine were charged in a reaction vessel at 25-300C. The reaction mixture was stirred for 5 minutes. 75 g of the compound of formula II and 375 ml methanol were added to the above mass. The reaction mixture was heated to 60-630C and then maintained at 60-630C to achieve the desired conversion. The reaction mixture was then cooled to 40-450C. Methanol was distilled off under reduced pressure up to two volumes. 375 ml of water was added to the reaction mixture and stirred for 20-30 minutes at 25-300C. The solid was filtered and washed twice with 150 ml water followed by 2×150 ml acetone to obtain 87 g crude paliperidone. (Purity of compound of formula I >97%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,130049-82-0, its application will become more common.

Reference:
Patent; WATSON PHARMA PRIVATE LIMITED; WO2009/116071; (2009); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia