Tag: M.W:100-200

Synthetic Route of 3680-69-1, 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. 3680-69-1, name is 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine. A new synthetic method of this compound is introduced below.

Dissolve 4-chloro-pyrrolo[2,3-d]pyrimidine (20 mmol) in DMF (6 mL), add NBS or NCS (21 mmol) in portions on ice bath, react at room temperature for 12 h, and pour the reaction mixture into 80 mL of ice. In the water, a large number of off-white solids precipitated and were filtered. The filter cake was washed with 15 mL of water and dried to give Intermediate 2. 4-Chloro-5-bromo-pyrrolo[2,3-d]pyrimidine (2b) Off-white solid, yield 95%

At the same time, in my other blogs, there are other synthetic methods of this type of compound,3680-69-1, 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Shandong University; Zhao Guisen; Yang Dezhi; Liu Meixia; Zhang Zhen; Zhang Qian; Yang Qingtao; (36 pag.)CN107556318; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 4983-28-2, 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 4983-28-2, name is 2-Chloro-5-hydroxypyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 3-[l-(5-chloropyrimidin-2-yl)piperidin-4-yl]propan-l-ol (Preparation 22, 766mg, 3.0mmol) in DCM (25mL) was added triethylamine (0.5OmL, 3.6mmol) and the mixture was cooled to 00C. Methanesulfonyl chloride (0.23mL, 3.0mmol) was added and the reaction warmed to r.t. over 15 min. IM HCl was added and the resulting mixture poured into EtOAc. The organic layer was separated, washed with IM HCl, brine, dried (MgSO4), and the solvent removed in vacuo. To a solution of the material in DMF (1OmL) was added 2-chloro-5- hydroxypyrimidine (390mg, 3.0mmol) and potassium carbonate (828mg, .Ommol), and the mixture was heated to 800C for 16h. DMF was removed in vacuo and the residue was re- dissolved in EtOAc. The organic solution was washed with brine (x 2), dried (MgSO4), and solvent removed in vacuo. Recrystalisation from the minimal volume of MeOH afforded the title compound: RT = 4.53 min mlz (ES+) = 368.1 [M + H]+.

According to the analysis of related databases, 4983-28-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PROSIDION LIMITED; BARBA, Oscar; DUPREE, Tom, Banksia; FRY, Peter, Timothy; FYFE, Matthew, Colin, Thor; JEEVARATNAM, Revathy, Perpetua; KRULLE, Thomas, Martin; SCHOFIELD, Karen, Lesley; SMYTH, Donald; STAROSKE, Thomas; STEWART, Alan, John, William; STONEHOUSE, David, French; SWAIN, Simon, Andrew; WITHALL, David, Matthew; WO2010/103334; (2010); A1;,
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

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

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: 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

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

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

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

Application of 90905-33-2, 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. 90905-33-2, name is 2-Methylpyrimidine-5-carbaldehyde, molecular formula is C6H6N2O, 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.

Step E 1-(2-Methyl-pyrimidin-5-yl)-7-(5,6,7,8-tetrahydro-[1,8]naphthyridin-2-yl)-hept-1-en-3-one (1-7) To a solution of 1-6 (5.5 g, 16.2 mmol), 5-formyl-2-methylpyrimidine (1-6a, 1.8 g, 14.7 mmol; for preparation, see J. Heterocyclic Chem., 28, 1281 (1991)) in 40 mL DMF was added K2CO3 (4.07 g, 32 mmol). The mixture was stirred at ambient temperature for 15 hr, and concentrated to a paste. The residue was diluted with water, extracted with ethyl acetate, and dried over magnesium sulfate. Following concentration, the residue was chromatographed on silica gel (70 chloroform/25 ethyl acetate/5 methanol) to give 1-7 as a white solid. Rf=0.20 (silica, 70 chloroform/20 ethyl acetate/10 methanol). 1H NMR (400 MHz, CDCl3) delta8.80(s, 2H), 7.44 (d, 1H, J=16Hz), 7.05 (d, 1H, J=7Hz), 6.81 (d, 1H, J=16Hz), 6.35 (d, 1H, J=7Hz), 4.72 (br s, 1H), 3.39 (m, 2H), 2.69 (s, 3H), 2.64 (m, 4H), 2.58 (m, 2H), 1.91 (m, 2H), 1.74 (m, 4H).

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 90905-33-2, 2-Methylpyrimidine-5-carbaldehyde.

Reference:
Patent; Wang, Jiabing; US2004/38963; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia