Pyrimidines

Reference of 26830-94-4, Adding some certain compound to certain chemical reactions, such as: 26830-94-4, name is 2,6-Dichloropyrimidine-4-carbonyl chloride,molecular formula is C5HCl3N2O, 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 26830-94-4.

To a solution of Compound 2 (26.13 g, 123.6 mmol) in Et20 (500 mL) was added a mixture of 0.5 M NH3 in dioxane (250 mL, 125 mmol) and DIPEA (22 mL, 126 mmol) dropwise over 50 min. After stirring at RT overnight the reaction mixture was concentrated in vacuo to give a residue that was purified by flash chromatography (Si02, 10-50% EtOAc/hexanes). The product obtained was triturated with 10 mL 10% EtOAc/hexanes and filtered to give 9.74 g (41%) of Compound 3 as an orange crystalline solid. ]H NMR (400 MHz, DMSO-d6): delta 8.40 (br s, 1H), 8.16 (br s, 1H), 8.10 (s, 1H). LC/MS: m/z= 192 [M+H]+ (Calc: 191).

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. 26830-94-4, 2,6-Dichloropyrimidine-4-carbonyl chloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PURDUE PHARMA L.P.; LYNCH, Stephen, M.; WO2015/112801; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 274693-26-4, 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. 274693-26-4, name is 2-(((3aR,4S,6R,6aS)-6-(7-(((1R,2S)-2-(3,4-Difluorophenyl)cyclopropyl)amino)-5-(propylthio)-3H-[1,2,3]triazolo[4,5-d]pyrimidin-3-yl)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)oxy)ethanol, molecular formula is C26H32F2N6O4S, 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.

TGRL-6 (16 mol) in toluene was added dropwise a mixture of concentrated hydrochloric acid (17.88 kg) and methanol (28.6 L). The addition was complete, the reaction was stirred at 5 C 3h. Phase, remove the toluene phase. Configure sodium bicarbonate(18. lkg), water (26.6kg) and ethyl acetate (24kg) was added dropwise to a mixture of methanol phase and sodium bicarbonate. Dropping is completed, phase, retaining the upper organic phase. Add organic phase activated carbon bleaching. Filter and concentrate the organic phase to a solid. Got ticagrelor 5.7kg, The total yield of 57%, purity96.85%, impurity N 1.2%

According to the analysis of related databases, 274693-26-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Huizhou Xinlitai Pharmaceutical Co., Ltd.; Shenzhen Xinlitai Pharmaceutical Co., Ltd.; Xu Wenjie; Wang Shangwen; Liu Junguang; Li Song; Hua Huaijie; (11 pag.)CN105153167; (2017); B;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 13223-25-1 , The common heterocyclic compound, 13223-25-1, name is 2-Chloro-4,6-dimethoxypyrimidine, 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.

EXAMPLE 2 Preparation of methyl 5-cyano-2-(4,6-dimethoxypyrimidin-2-yl)oxy benzoate (Compound No. 53) STR40 2-Chloro-4,6-dimethoxypyrimidine (0.5 g) was added to a suspension in dimethylformamide (7 ml) of methyl 5-cyanosalicylate (0.5 g) and 35% potassium hydride (0.15 g), and the mixture was reacted for 5 hours under reflux of dimethylformamide. The reaction mixture was poured into a large amount of water, and extracted with ethyl acetate. The extract was washed with water and dried, and the solvent was distilled off under reduced pressure. The residue thus obtained was purified by silica gel column chromatography to obtain the above identified compound as a white crystal (0.17 g). (Melting point: 79-82 C.).

The synthetic route of 13223-25-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kumiai Chemical Industry Co., Ltd.; Ihara Chemical Industry Co., Ltd.; US4900352; (1990); A;,
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. 24391-41-1, name is 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile

General procedure: To a mixture of ArCl (22.92 mmol) and piperidinederivative (27.5 mmol, 1.2 eq) in Water/DMSO (35 mL/35 mL) was added DIPEA(32.0 mL, 183 mmol, 8 eq). The resulting mixture was refluxed overnight andcooled to room temperature. The suspension was diluted with H2O (500ml) and neutralized by dropwise addition of concentrated aqueous HCl to pH 6.3.The solid was collected by filtration and washed with H2O. The solidwas then dissolved in 1M aqueous NaOH (200 ml) and filtered. The filtrate wasneutralized by dropwise addition of concentrated HCl to pH 6.7, resulting in abeige precipitation. The solid was collected by filtration and washed with H2O,ACN (2x) and Et2O. The obtained powder was suspended in ACN andfreeze-dried to afford the desired intermediate, which was used for the nextstep without further purification.

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, 24391-41-1, 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile.

Reference:
Article; Boland, Sandro; Bourin, Arnaud; Alen, Jo; Geraets, Jacques; Schroeders, Pieter; Castermans, Karolien; Kindt, Nele; Boumans, Nicki; Panitti, Laura; Vanormelingen, Jessica; Fransen, Silke; Van De Velde, Sarah; Defert, Olivier; Bioorganic and Medicinal Chemistry Letters; vol. 25; 18; (2015); p. 4005 – 4010;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 6299-25-8, 4,6-Dichloro-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 4,6-Dichloro-2-(methylthio)pyrimidine, blongs to pyrimidines compound. Safety of 4,6-Dichloro-2-(methylthio)pyrimidine

Commercially available 4,6-dichloro-2-methylthiopyrimidine (1.00 g, 5.13 mmol) was dissolved in THF (10 mL) and the mixture was stirred at -78C for 1 hour after adding a 2 anol/L lithium diisopropylamide/THF-ethylbenzene solution (5.9 mL, 11.8 mmol) at -78C. The mixture was then stirred for 1.5 hours at room temperature after adding dry ice at -78C. Thereafter, 10% hydrochloric acid and ethyl acetate were added to separate the organic layer. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The resulting residue was reslurried with hexane, and the resulting solid was filtered off to give 4,6-diohloro-2-methylthiopyrimidine-5-oarboxylic acid (964 mg, 79%). ESI-MS: m/z 237 [M – H]-. 1H-NMR (CDCl3) delta(ppm): 2.60 (s, 3H), 9.68 (brs, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6299-25-8, 4,6-Dichloro-2-(methylthio)pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Kyowa Hakko Kirin Co., Ltd.; EP2163554; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 89793-12-4, Ethyl 2-chloropyrimidine-5-carboxylate, 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, Product Details of 89793-12-4, blongs to pyrimidines compound. Product Details of 89793-12-4

Compound 2 (620 g, 1.0 equiv) and DIPEA (1080 g, 2.2 equiv. were dissolved in NMP (3100 ml) and stirred for 20 min. Compound 3 (680 g, 1.02 equiv.) was added and the reaction mixture was heated to about 85-95° C. for 4 hrs. The solution was allowed to slowly cool to r.t. This solution was poured onto H2O (20 L) and much of the solid was precipitated out from the solution with strong stirring. The mixture was filtered and the cake was dried under reduced pressure at 50° C. for 24 hr., yielding 896 g of compound 4 (solid, 86.8percent).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,89793-12-4, Ethyl 2-chloropyrimidine-5-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; Acetylon Pharmaceuticals, Inc.; Quayle, Steven Norman; Jones, Simon Stewart; US2015/105383; (2015); 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 314021-93-7, name is 1-Methyl-1H-pyrazolo[4,3-d]pyrimidin-7-ol. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 1-Methyl-1H-pyrazolo[4,3-d]pyrimidin-7-ol

Compound 9: To a solution of 8 (0.835 g, 5.5 mmol) in 10 mL thionyl chloride was added 0.5 mL DMF. The resulting mixture was heated to 90 C. under nitrogen for 1 hour. After cooling to room temperature, the solvents were removed under reduced pressure. Water was added to the resulting residue and the mixture was extracted with dichloromethane (×3). The combined organics were dried (MgSO4) and concentrated under reduced pressure to afford 9 (0.94 g, 100%), ES (+) MS m/e=169 (M+1).

With the rapid development of chemical substances, we look forward to future research findings about 314021-93-7.

Reference:
Patent; Sunesis Pharmaceuticals, Inc.; US2007/27166; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 123240-66-4, N-(4,6-Dichloropyrimidin-5-yl)formamide, 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, Product Details of 123240-66-4, blongs to pyrimidines compound. Product Details of 123240-66-4

a 4-Chloro-6-[[4-(diethoxyphosphoryl)butoxy]amino]-5-formamidopyrimidine 4,6-Dichloro-5-formamidopyrimidine (0.441 g, 2.3 mmol), diethyl 4-(aminooxy)butylphosphonate (0.4 g, 1.77 mmol) and N,N-diisopropylethylamine (0.8 ml, 4.6 mmol) in diglyme (15 ml) were stirred at 100 C. for 2.5 hr. The reaction mixture was then allowed to cool, the hydrochloride of N,N-diisopropylethylamine was filtered off and the filtrate was diluted with chloroform (150 ml). The resulting solution was washed with 4% aq. NaHCO3 (1*20 ml) and water (1*20 ml). The combined aqueous layers were extracted with chloroform (6*20 ml) and the combined chloroform solutions were concentrated to an oil. The residue was chromatographed on silica gel (eluted with chloroform: ethanol, 96:4) to yield the title compound (0.520 g, 77%). 1 H NMR: deltaH [(CD3)2 SO] 1.22 (6H, t, J=7Hz, (OCH2 CH3)2), 1.68 (6H, m, CH2 CH 2 CH2 P), 3.9 (2H, m, NOCH2), 3.97 (4H, m, (OCH2 CH3)2), 8.14 (1H, s, H-2), 9.5 (1H, br.s, NHOCH2, D2 O exchangeable), 11.0 (1H, NHCHO, D2 O exchangeable).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,123240-66-4, N-(4,6-Dichloropyrimidin-5-yl)formamide, and friends who are interested can also refer to it.

Reference:
Patent; Beecham p.l.c.; US5166198; (1992); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 1421372-67-9, 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.1421372-67-9, name is N1-(2-(Dimethylamino)ethyl)-5-methoxy-N1-methyl-N4-(4-(1-methyl-1H-indol-3-yl)pyrimidin-2-yl)-2-nitrobenzene-1,4-diamine, molecular formula is C25H29N7O3, molecular weight is 475.5429, as common compound, the synthetic route is as follows.

A solution of N1- (2- (dimethylamino) ethyl) -5-methoxy-N1-methyl-N4- (4- (1-methylindol-3-yl) 2-nitrophenyl-1,4-diamine (30.0 g, 0.063 mol) was added to a 1 L vial,Adding 600 mL of tetrahydrofuran and 10 g of Raney nickel,Hydrogen gas at a pressure of 3 atm was introduced at room temperature,Reaction for 12 h.After the reaction is complete,The reaction solution was filtered through celite,To obtain a brown solution,Concentrated under reduced pressure to give crude brown solid,The crude product was purified by recrystallization from 250 mL of a mixture of ethyl acetate and n-heptane (1: 1 by volume of ethyl acetate and n-heptane in the mixture)To give a light brown solid N1- (2- (dimethylamino) ethyl) -5-methoxy -N1- methyl -N4- (4- (1- methyl-indol-3-yl) pyrimidine-2 – yl) phenyl-1,2,4-triamine 21.9g, yield 78%.

Statistics shows that 1421372-67-9 is playing an increasingly important role. we look forward to future research findings about N1-(2-(Dimethylamino)ethyl)-5-methoxy-N1-methyl-N4-(4-(1-methyl-1H-indol-3-yl)pyrimidin-2-yl)-2-nitrobenzene-1,4-diamine.

Reference:
Patent; Shanghai University of Engineering Science; Zhu, Guoqing; Mao, Yongjun; Zhu, Chunping; Wang, Han; (16 pag.)CN106366072; (2017); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 23906-13-0, 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 23906-13-0, name is 2-Hydrazinyl-4,6-dimethylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

1.0 mM of 4-diethylamino salicylaldehyde was dissolved inmethanol (5 mL) and a hot solution of 1.0 mM 3, 5-dimethyl2-hydrazino pyrimidine in 2 mL methanol was added drop wise toit. After stirring overnight and then reducing the volume to3 mL,deep yellow crystals were obtained. It was washed with coldmethanol and dried in vacuum overnight. Yield: 68%.

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 23906-13-0, 2-Hydrazinyl-4,6-dimethylpyrimidine.

Reference:
Article; Makhal, Subhash Chandra; Bhattacharyya, Arghyadeep; Ghosh, Soumen; Guchhait, Nikhil; Journal of Photochemistry and Photobiology A: Chemistry; vol. 358; (2018); p. 138 – 146;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia