Tag: M.W:100-200

Electric Literature of 6153-44-2, Adding some certain compound to certain chemical reactions, such as: 6153-44-2, name is Methyl 2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylate,molecular formula is C6H6N2O4, 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 6153-44-2.

To a 25 mL reaction tube, Cs2CO3 (0.8 mmol) was added.Compound A-8 (0.4 mmol, 1 equivalent),After replacing argon three times, add 3 mL of dimethyl sulfoxide (DMSO).100 muL (1.20 mmol) of Compound B in DMSO was injected.After stirring for 24 hours under blue light irradiation, Compound C-8 was obtained in a yield of 75percent.

According to the analysis of related databases, 6153-44-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Zunyi Medical College; He Chunyang; Lei Yunyun; Huang Yang; Zhao Liang; Jia Jia; Li Xiaofei; (10 pag.)CN108484508; (2018); 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.21236-97-5, name is 6-Amino-3-methylpyrimidine-2,4(1H,3H)-dione, molecular formula is C5H7N3O2, molecular weight is 141.128, as common compound, the synthetic route is as follows.Computed Properties of C5H7N3O2

General procedure: A mixture of phenylisothio-cyanate 1a (1 mmol, 0.135 g), benzaldehyde 2a (1 mmol, 0.106 g) and N,N-dimethyl-6-amino uracil 3a (1 mmol, 0.155 g) in water (5 mL) was refluxed for 1 h in the presence of catalytic amount of p-TSA (20 mol %). After completion of the reaction (monitored by TLC), the mixture was cooled to room temperature, filtered and washed with water (25 mL). The crude product was purified by recrystallization from EtOH to give 4a.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,21236-97-5, 6-Amino-3-methylpyrimidine-2,4(1H,3H)-dione, and friends who are interested can also refer to it.

Reference:
Article; Majumder, Swarup; Borah, Pallabi; Bhuyan, Pulak J.; Tetrahedron Letters; vol. 55; 6; (2014); p. 1168 – 1170;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 16019-31-1, 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. 16019-31-1, name is 5-Allyl-4,6-dichloropyrimidine, molecular formula is C7H6Cl2N2, 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.

Compound 1B (9.73 g, 51.47 mmol) was dissolved in an acetone: water (1 :1 , 290 mL) mixture and to the resulting solution was added potassium osmate dihydrate (0.64 g, 1.75 mmol). The reaction was allowed to stir for 5 minutes, then solid sodium periodate (4 4g, 205.37 mmol) was added in 4 portions over a 1 hour period, during which time, th reaction temperature did not exceed 40 C. The resulting suspension was was allowed to stir at room temperature for x hours for 1 hour, during which time the reaction mixture was permitted to cool to room temperature on its own. The reaction mixture was then filtered and the filtrate was concentrated in vacuo to remove acetone. The remaining aqueous layer was extracted with dichloromethane (2 x 200 mL) and the combined organic layers were washed with 10% sodium thiosulfate solution, dried over anhydrous sodium sulfate, filtered, and concentrated in vacuo to provide Compound 1C (8.16 g, 83.01%), which was used without further purification.

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 16019-31-1, 5-Allyl-4,6-dichloropyrimidine.

Reference:
Patent; SCHERING CORPORATION; NEELAMKAVIL, Santhosh, Francis; BISWAS, Dipshikha; CHACKALAMANNIL, Samuel; NEUSTADT, Bernard, R.; STAMFORD, Andrew; LIU, Hong; WO2011/62885; (2011); 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 1780-26-3, name is 2-Methyl-4,6-dichloropyrimidine. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 1780-26-3

4,6-Dichloro-2-methyl-pyrimidine (5.0 g, 30.6 mmol) was added to a mixture of Isopropanol / NH3.H20 (40 mL / 10 mL). The reaction mixture was heated to 90 C for 18 h. After cooled to RT, the precipitate was collected by filtration, washed with H20 (10 mL x 3) and dried. 6-Chloro-2-methyl-pyrimidin-4-ylamine (1.5 g, yield: 33.9%) was obtained as a white solid.

With the rapid development of chemical substances, we look forward to future research findings about 1780-26-3.

Reference:
Patent; MANNKIND CORPORATION; TOLERO PHARMACEUTICALS, INC.; ZENG, Qingping; FARIS, Mary; MOLLARD, Alexis; WARNER, Steven L.; FLYNN, Gary A.; WO2014/52365; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 4595-60-2, 2-Bromopyrimidine, 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: C4H3BrN2, blongs to pyrimidines compound. HPLC of Formula: C4H3BrN2

Preparation 21 4-Pyrimidin-2-yl-benzaldehyde A solution of 2-bromopyrimidine (1.00 g, 6.3 mmol) and tetrakistriphenylphosphine(0) palladium (0.218 g, 0.189 mmol) in ethylene glycol dimethyl ether (30 mL) was stirred at room temperature for 10 minutes. A solution of 4-formylbenzene boronic acid (1.14 g, 7.61 mmol) and sodium bicarbonate (1.58 g, 18.9 mmol) in 15 mL water was added and the reaction was heated at reflux for 16 h. The mixture was diluted with water and CH2Cl2. The layers were separated, and the aqueous solution was washed with CH2Cl2. The combined organic layers were dried over MgSO4, filtered, and concentrated in vacuo. The residue was purified via flash chromatography on silica gel (10% to 30% hexanes in EtOAc) to afford the title compound (0.979 g). 1H NMR (400 MHz, CDCl3) delta 10.11 (s, 1H), 8.83 (s, 2H), 8.82 (s, 1H), 7.98 (s, 2H), 7.23 (s, 2H).

The synthetic route of 4595-60-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Pfizer Inc.; US2005/203086; (2005); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 13223-25-1 ,Some common heterocyclic compound, 13223-25-1, molecular formula is C6H7ClN2O2, 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.

Preparation of methyl (+/-)-2-(4,6-dimethoxy-2-pyrimidinyloxy)-3,3-dimethylbutanoate 4.38 g (25 mmol) of 2-chloro-4,6-dimethoxypyrimidine, 3.90 g (25 mmol) of methyl (+/-)-2-hydroxy-3,3-dimethylbutanoate and 0.66 g (6.3 mmol) of sodium methanesulfinate were heated in the presence of 5.17 g (37.5 mmol) of potassium carbonate in 25 ml of N,N-dimethylformamide to 120 C. with stirring. After 2 hours, the solvent was removed in a rotary evaporator at 70 C./20 mbar. The residue was taken up in 30 ml of water and 30 ml of dichloromethane. After the organic phase had been separated off, the aqueous phase was again extracted with 20 ml of dichloromethane. The combined organic phases was washed with water, dried over magnesium sulfate and evaporated. The title product was obtained in a yield of 5.93 g (82.7 percent of theory) in the form of pale yellowish crystals (GC content 99.2 percent). The melting point of the title compound was 104.4 to 107.0 C.

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. 13223-25-1, 2-Chloro-4,6-dimethoxypyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Lonza AG; US5840892; (1998); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 4994-86-9 , The common heterocyclic compound, 4994-86-9, name is 4-Chloro-2-methylpyrimidine, 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.

Pd(Ph3P)4 (37.7 mg, 0.033 mmol) was added to a mixture of 4-chloro-2-methylpyrimidine (117 mg, 0.913 mmol), 3-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-6-methyl-2-pyridinecarbonitrile D67 (150 mg), copper(I) iodide (22.35 mg, 0.117 mmol) and cesium fluoride (198 mg, 1.304 mmol) in 1,4-dioxane (3 ml) at room temperature. The mixture was degassed via 3 vacuum/nitrogen cycles and sonicated briefly to homogenise the reaction mixture which was then heated to 65 C. with shaking for 1 hour. The mixture was cooled and filtered washing with EtOAc. The organic phase was evaporated under reduced pressure. The residue was taken up in EtOAc (30 ml) and washed with NaHCO3 solution, dried (Na2SO4) and evaporated under reduced pressure. This residue was purified twice by flash chromatography on silica gel (Biotage Snap 25 g column, EtOAc/Cy from 50/50 to 100/0 then Biotage Snap 25 g column, isocratic Et2O) to give 85 mg of almost pure title compound. This material was purified further by recrystallisation from EtOH/Cy to give the title compound D80 (59 mg) as a yellow solid.UPLC (Acid QC_POS-50-800): rt=0.53 minutes, peak observed: 211 (M+1). C12H10N4 requires 210. 1H NMR (400 MHz, CDCl3) delta ppm 2.72 (s, 3H) 2.87 (s, 3H) 7.55 (d, 1H) 7.75 (d, 1H) 8.24 (d, 1H) 8.85 (d, 1H).

The synthetic route of 4994-86-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ALVARO, Giuseppe; Amantini, David; Castiglioni, Emiliano; Di Fabio, Romano; Pavone, Francesca; US2010/144760; (2010); 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. 14080-50-3, name is Thieno[2,3-d]pyrimidin-4(3H)-one, molecular formula is C6H4N2OS, 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 Thieno[2,3-d]pyrimidin-4(3H)-one

A solution of intermediate b (5.102 g, 0.033 mol) was added to toluene (100 mL) and its phosphorus oxychloride (30 ml) 90 C for 2 hours. The reaction solution was cooled and then added dropwise to ice water, The filter cake was dried to give a yellow powder of 2.432 g in a yield of 43.4%.

With the rapid development of chemical substances, we look forward to future research findings about 14080-50-3.

Reference:
Patent; Jiangxi Science and Technology Normal University; Zhu Wufu; Zheng Pengwu; Wang Linxiao; Lan Zhou; Tang Qidong; Liu Xiaobo; Wang Caolin; Zhao Bingbing; (30 pag.)CN107253964; (2017); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 7226-23-5 , The common heterocyclic compound, 7226-23-5, name is 1,3-Dimethyltetrahydropyrimidin-2(1H)-one, molecular formula is C6H12N2O, 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.

A solution of diisopropylamine (29.2 mL, 0.21 mol) in dry tetrahydrofuran (186 mL) and 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone (62 mL) was cooled to -78 C. and then treated with a 2.5M solution of n-butyllithium in hexanes (83.4 mL, 0.21 mol). The yellow-orange reaction mixture was stirred at -78 C. for 35 min and then slowly treated with a solution of 4-(methanesulfonyl)phenyl acetic acid methyl ester (45.35 g, 0.20 mol) in dry tetrahydrofuran (186 mL) and 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone (62 mL). The reaction mixture turned dark in color. The reaction mixture was then stirred at -78 C. for 50 min, at which time, a solution of iodomethylcyclopentane (50.08 g, 0.24 mol) in a small amount of dry tetrahydrofuran was added slowly. The reaction mixture was then stirred at -78 C. for 50 min, and then allowed to warm to 25 C. where it was stirred for 36 h. The reaction mixture was quenched with water (100 mL), and the resulting reaction mixture was concentrated in vacuo to remove tetrahydrofuran. The remaining residue was diluted with ethyl acetate (1.5 L). The organic phase was washed with a saturated aqueous sodium chloride solution (1*500 mL), dried over sodium sulfate, filtered, and concentrated in vacuo. Flash chromatography (Merck Silica gel 60, 70-230 mesh, 3/1 hexanes/ethyl acetate) afforded 3-cyclopentyl-2-(4-methanesulfonylphenyl)propionic acid methyl ester (41.79 g, 68%) as a yellow viscous oil: EI-HRMS m/e calcd for C16H22O4S (M+) 310.1239, found 310.1230.

The synthetic route of 7226-23-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hoffman-La Roche Inc.; US6610846; (2003); B1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 13223-25-1, 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 13223-25-1 as follows.

Step 2: To an ice-cooled solution of 2-(4-nitro-1 H-pyrazol-1-yl)ethanol (1.90 g, 12.02 mmol) in THF (60 mL), NaH (673 mg, 16.82 mmol, 60 %) was added and the solution was stirred for 5 min at 0 C, then the ice bath was removed and the reaction mixture was stirred at rt for 30 min, before 2-chloro-4,6-dimethoxypyrimidine (2.31 g, 13.22 mmol) was added. After 40 min at rt, the reaction mixture was quenched with water and the org. solvent was removed in vacuo. The aq. layer was extracted with DCM (1 x), then acidified with 1 N HCI-solution to pH 2, and extracted with DCM (2x). The combined org. layers were washed with brine, dried (MgS04), filtered and the solvent removed under reduced pressure. Purification by crystallization (DCM-hept-mixture) yielded 4,6-dimethoxy-2-(2-(4-nitro-1 /-/-pyrazol-1- yl)ethoxy)pyrimidine as a beige solid. LC-MS conditions A: tR = 0.88 min, [M+H]+= 295.98.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,13223-25-1, its application will become more common.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; BOLLI, Martin; BOSS, Christoph; BROTSCHI, Christine; GUDE, Markus; HEIDMANN, Bibia; SIFFERLEN, Thierry; WILLIAMS, Jodi, T.; WO2012/110986; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia