Day: August 6, 2021

Adding a certain compound to certain chemical reactions, such as: 111196-81-7, 2-Chloro-5-ethylpyrimidine, 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 2-Chloro-5-ethylpyrimidine, blongs to pyrimidines compound. Safety of 2-Chloro-5-ethylpyrimidine

Piperidinemethanol (10.7 g, 93 mmol) is dissolved in DMA (60 niL), treated with 2-chloro-5-ethylpyrimidine (14.57 g, 102 mmol) and K2CO3 (19.3 g, 140 mmol) and heated to 130C overnight. The solid is filtered, washed with DMA and discarded. The filtrate is evaporated and the crude purified by flash chromatography (EtOAc/hexanes gradient) to afford (l-(5-ethylpyrimidin-2-yl)piperidin-4-yl)methanol Ala as yellow oil: 1H-NMR (400 MHz, CDCl3) delta = 8.16 (s, 2H), 4.75-4.72 (m, 2H), 3.53 (d, J = 6.0 Hz, 2H), 2.91-2.83 (m, 2H), 2.45 (q, J = 7.6 Hz, 2H), 1.84-1.73 (m, 3H), 1.27- 1.20 (m, 2H), 1.18 (t, J = 7.6 Hz, 3H); MS calcd. for [M+H]+ C12H20N3O: 222.1, found: 222.1.

The synthetic route of 111196-81-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IRM LLC; EPPLE, Robert; LELAIS, Gerald; NIKULIN, Victor; WESTSCOTT-BAKER, Lucas; WO2010/6191; (2010); 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 75833-38-4, name is 2-Chloropyrimidine-4-carbonitrile. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C5H2ClN3

Reference Example 107 tert-Butyl [methyl(6-cyano-2-pyrimidinyl)amino]acetate 2-Chloro-6-cyanopyrimidine (1.45 g, 10.4 mmol), sarcosine tert-butyl ester hydrochloric acid (1.89 g, 10.4 mmol) and triethylamine (1.60 ml, 11.4 mmol) were added to DMF (30 ml), and the mixture was stirred at room temperature for 18 hrs.. The reaction mixture was combined with ethyl acetate and water.. The organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate.. The solvent was evaporated to give the titled compound (1.99 g, 77 %) as pale yellow crystals.1H-NMR (CDCl3) delta: 1.47 (9H, s), 3.24 (3H, d, J = 5.5 Hz), 4.22 (2H, d, J = 8.7 Hz), 6.80 (1H, d, J = 4.7 Hz), 8.43-8.51 (1H, m). IR(-KBr): 2237, 1736, 1574, 1537, 1410, 1365, 1226, 1153, 1033, 815 cm-1.

With the rapid development of chemical substances, we look forward to future research findings about 75833-38-4.

Reference:
Patent; Takeda Chemical Industries, Ltd.; EP1424336; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 4316-93-2 , The common heterocyclic compound, 4316-93-2, name is 4,6-Dichloro-5-nitropyrimidine, molecular formula is C4HCl2N3O2, 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 stirred solution of chloro nitro pyridine / pyrimidine (1.0 equiv) in EtOH (0.5 mL per 0.52 mmol) was added DIPEA (3.0 equiv) followed by amine (1.05 equiv) at 0oC. The reaction mixture was stirred at 60-80oC for 3-6 h (the reaction was monitored by TLC). After completion of the reaction EtOH was distilled-off under a reduced pressure. The residue was dissolved in EtOAc (50 mL per 1g of crude). The organic layer was washed with water (20 mL), and brine (20 mL), dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The resultant crude compound was purified by silica gel column chromatography (100-200 mesh) using 10-20 % ethyl acetate – hexane to afford the desired compound (yield: 85-95 %).

The synthetic route of 4316-93-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Marepu, Nagaraju; Yeturu, Sunandamma; Pal, Manojit; Bioorganic and Medicinal Chemistry Letters; vol. 28; 20; (2018); p. 3302 – 3306;,
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. 287714-35-6, name is Methyl 2-chloropyrimidine-5-carboxylate, molecular formula is C6H5ClN2O2, 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. Recommanded Product: Methyl 2-chloropyrimidine-5-carboxylate

Step A Methyl 2-[4-(propyloxy)-2-(trifluoromethyl)phenyl]-5-pyrimidinecarboxylate A 20 mL microwave vial was charged with 0.500 g (2.90 mmol) of methyl-2-chloropyrimidine-5-carboxylic acid, 0.934 g (3.77 mmol) of [4-(propyloxy)-2-(trifluoromethyl)phenyl]boronic acid and 1.23 g (5.79 mmol) of K3PO4 followed by 9 mL of 8:1 dioxane/water. The mixture was deoxygenated by bubbling nitrogen through for 5 minutes, treated with 0.10 g (0.087 mmol) of Pd(Ph3P)4 and the vessel sealed. The mixture was subjected to microwave heating at 120 C. for 20 minutes. This same procedure was repeated twice. The crude mixtures from all three reactions were combined and partitioned between EtOAc and water. The phases were separated and the aqueous phase extracted with EtOAc (3*). The combined EtOAc solutions were washed with water (1*), saturated brine (1*), dried over sodium sulfate and concentrated to dryness at reduced pressure. The crude residue was purified by flash chromatography (silica gel, gradient elution from hexane to EtOAc) to afford 1.70 g (58%) of methyl 2-[4-(propyloxy)-2-(trifluoromethyl)phenyl]-5-pyrimidinecarboxylate as a white crystalline solid. 1H NMR (400 MHz, DMSO-d6) delta ppm 9.27 (s, 2H) 7.79 (d, J=8.6 Hz, 1H) 7.22-7.40 (m, 2H) 4.06 (t, J=6.5 Hz, 2H) 3.89 (s, 3H) 1.73 (sxt, J=7.0 Hz, 2H) 0.96 (t, J=7.4 Hz, 3H). LCMS m/z 341 (M+1).

With the rapid development of chemical substances, we look forward to future research findings about 287714-35-6.

Reference:
Patent; Leivers, Martin; Miller, John; US2011/52534; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 2380-63-4, 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. 2380-63-4, name is 1H-Pyrazolo[3,4-d]pyrimidin-4-amine, molecular formula is C5H5N5, 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.

A mixture of 1H-pyrazolo[3,4-djpyrimidin-4-amine (Formula II, 20 g), Niodosuccinimide (41.6 g) and dimethylformamide (300 mL) was stirred at 75C to 80C for 16 hours. Water (1 L) was added to the reaction mixture, and then the mixture wasstirred at 15C for 4 hours. The solid obtained was filtered, then washed with water (100mL), and then washed with cold ethanol (60 mL). The resulting solid was dried at 45C under vacuum for 16 hours to obtain the title compound.Yield: 26.8 g

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 2380-63-4, 1H-Pyrazolo[3,4-d]pyrimidin-4-amine.

Reference:
Patent; SUN PHARMACEUTICAL INDUSTRIES LIMITED; SHARMA, Kapil; THANKI, Bhavin Prabhudas; KHANNA, Mahavir, Singh; PRASAD, Mohan; (52 pag.)WO2016/79693; (2016); 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. 4983-28-2, name is 2-Chloro-5-hydroxypyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 4983-28-2

Reference Example 142-Chloropyrimidin-5-ol (3.89g) is dissolved in N,N- dimethylformamide (50ml) and thereto are added potassium carbonate (4.98g) and tert-butyl 4-bromo-butyrate (7.36g) and the mixture is stirred at room temperature overnight. To the reaction solution are added ethyl acetate and water, and the mixture is separated, and the organic layer is washed with a saturated brine, dried over magnesium sulfate, and concentrated under reduced pressure. The resulting residue is purified by silica gel column chromatography (hexane : ethyl acetate – 24: 1–>4: 1) to give tert-butyl 4-(2-chloropyrimidin-5-yloxy)bromobutyrate (6.22g). MS (m/z): 273 [M+H]+

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, 4983-28-2, 2-Chloro-5-hydroxypyrimidine.

Reference:
Patent; TANABE SEIYAKU CO., LTD.; WO2007/88999; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 799842-07-2, 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 799842-07-2, name is N-[5-Bromomethyl-4-(4-fluorophenyl)-6-isopropylpyrimidine-2-yl]-N-methylmethane sulfonamide. This compound has unique chemical properties. The synthetic route is as follows.

The mass fraction is 10% by weight aqueous sodium hydroxide solution, 5-bromomethyl-4-(4-fluorophenyl)-6-isopropyl-2-[methyl(methylsulfonyl)amino]pyrimidine,Methanol, tridecyl-s-triazine is mixed and heated to 40 C.The reaction was kept for 15 hours, the pH was adjusted to neutral with a mass fraction of 5 wt% aqueous hydrochloric acid, and the methanol was concentrated to remove.The organic phase is extracted with ethyl acetate, dried over anhydrous sodium sulfate,The molar ratio of 5-bromomethyl-4-(4-fluorophenyl)-6-isopropyl-2-[methyl(methylsulfonyl)amino]pyrimidine, tridecyl-triazine, sodium hydroxide is 3.05 :1:3.3,The weight-volume (g/ml) ratio of 5-bromomethyl-4-(4-fluorophenyl)-6-isopropyl-2-[methyl(methylsulfonyl)amino]pyrimidine and methanol is 416:3000. ;

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 799842-07-2, N-[5-Bromomethyl-4-(4-fluorophenyl)-6-isopropylpyrimidine-2-yl]-N-methylmethane sulfonamide.

Reference:
Patent; Anhui Qingyun Pharmaceutical Co., Ltd.; Huang Huan; Huang Qingyun; Li Kai; Zhang Hongyuan; (12 pag.)CN109574938; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 111196-81-7, 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 111196-81-7, name is 2-Chloro-5-ethylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

3-[(5-Ethyl-pyrimidin-2-yl)-(4-trifluoromethoxy-benzyl)-amino]-propan-1-ol: A solution of 3-(4-trifluoromethoxy-benzylamino)-propan-1-ol (3.1 g, 12.4 mmol), 2-chloro-5-ethylpyrimidine (1.51 mL, 12.4 mmol) and K2CO3 (2.6 g, 18.7 mmol) in DMF (50 mL) was heated to 165 C. overnight in a sealed tube. After cooling to room temperature, the mixture was diluted with ethyl acetate (100 mL) and then washed with water, brine and dried over Na2SO4. After removal of solvent, the residue was purified by silica gel chromatography to give 2.15 g (49%) of the desired product as a colorless solid. 1H NMR (400 MHz, CDCl3) delta 8.18 (s, 2H), 7.26 (d, 2H), 7.13 (d, 2H), 4.83 (s, 2H), 3.71 (t, 2H), 3.52 (t, 2H), 2.48 (q, 2H), 1.73 (m, 2H), 1.20 (t, 3H).

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 111196-81-7, 2-Chloro-5-ethylpyrimidine.

Reference:
Patent; KALYPSYS, INC; US2007/219193; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 157335-93-8, 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 157335-93-8, name is 4,6-Dimethylpyrimidine-5-carboxylic acid. This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 1; 4-Hydroxy-4-methyl-cyclohexanecarboxylic acid (3-chloro-4-methyl-phenyl)-{3-[5-(4,6-dimethyl-pyrimidine-5-carbonyl)-hexahydro-pyrrolo[3,4-c]pyrrol-2-yl]-propyl}-amide trifluoroacetate; Step 1-; A mixture of 2-benzyl-octahydro-pyrrolo[3,4-c]pyrrole (11a; 0.50 g, 2.47 mmol), 4,6-dimethyl-pyrimidine-5-carboxylic acid (0.44 g), EDCI (0.61 g), HOBt (0.43 g) and DIPEA (1.3 mL) in DCM (30 mL) was stirred at RT overnight. It was diluted with DCM and washed with saturated NaHCO3. The organic layer was dried (Na2SO4), filtered and evaporated in vacuo. The residue was purified SiO2 chromatography (DCM/MeOH/NH4OH 60/10/1) to afford 0.71 g (91%) of 40a.

According to the analysis of related databases, 157335-93-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Roche Palo Alto LLC; US2007/191406; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 185040-32-8 ,Some common heterocyclic compound, 185040-32-8, molecular formula is C7H9N3OS, 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.

Step 4: 6-(2-Chlorophenyl)-8-methyI-2-methylthio-8H-pyrido[2,3-d]pyrimidin-7-one; To a solution of the compound obtained from step-3 above (3.2 g, 17.7 mmol) in N-methylpyrrolidinone (20 ml) was added potassium carbonate (7.4 g, 53.04 mmol) and stirred at room temperature for 10 minutes. To it 2-chlorophenylacetic acid methyl ester (4.9 g, 26.6 mmol) was added and the reaction mixture was subsequently heated at 110 C for 2 hours. The reaction mixture was diluted with ethyl acetate and poured into water. It was then extracted with ethyl acetate, washed with water, dried over anhydrous sodium sulphate, filtered and evaporated under reduced pressure. The residue thus obtained was purified by column chromatography using ethyl acetate in hexane (1 :3) as solvent of elution to furnish the title compound. Yield: 3.2 g.

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. 185040-32-8, 4-(Methylamino)-2-(methylthio)pyrimidine-5-carbaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; RANBAXY LABORATORIES LIMITED; WO2008/78249; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia