Pyrimidines

Application of 165807-05-6, Adding some certain compound to certain chemical reactions, such as: 165807-05-6, name is 4-Dimethoxymethylpyrimidin-2-ylamine,molecular formula is C7H11N3O2, 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 165807-05-6.

General procedure: Reactions were performed with 0.30 mmol of4-(dimethoxymethyl)pyrimidin-2-amine (1a), 0.30 mmol of aldehyde 2, 0.30 mmol of malonate 3 in 3.0mL of p-xylene in the presence of 20 molpercent catalyst A1 or A5 at 50 °C and stirred for 48?60 h. Aftercompletion of the reaction (as observed by TLC), the crude product was purified by preparative TLC(GF254 silica gel: hexane/EtOAc = 5/1), which yielded the target product

According to the analysis of related databases, 165807-05-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Bai, Song; Liu, Shan; Zhu, Yunying; Wei, Xian; Zhao, Kunhong; Li, Weihua; Wu, Qin; Heterocycles; vol. 96; 8; (2018); p. 1383 – 1397;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 3680-69-1 ,Some common heterocyclic compound, 3680-69-1, molecular formula is C6H4ClN3, 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.

To a solution of NaH (3 g, 0.13 mol) in DMF (60 mL)Suspension is slowSlow to join 1(10 g, 0.066 mol) in DMF (40 mL).The reaction mixture was stirred at 0 & lt; 0 & gt; CStirring for 2 hours,A light brown cloudy mixture was obtained.And then slowly added to the mixture2- (trimethylsilyl) ethoxymethyl chloride (SEMCl) (12.7 g, 0.08 mol)Stirred overnight at room temperature,The reaction was quenched with water and extracted with ethyl acetate,The filtrate was concentrated under reduced pressure. Purification by flash chromatography gave intermediate 2(15 g, 81%),As a pale yellow oil;

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3680-69-1, its application will become more common.

Reference:
Patent; Hangzhou East China Pharmaceutical Group New Drug Institute Co., Ltd.; Yin Jianming; Lv Yubin; Li Bangliang; (18 pag.)CN106905322; (2017); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 10397-13-4, 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 10397-13-4 as follows.

To a rubber-septum-capped vial containing 4, 6-dichloro-2-morpholinopyrimidine (0. 2 M in dioxane, 0. 25 mL) and L-PYRIDIN-2-YL-PIPERAZINE (0. 2 M in dioxane, 0. 28 mL) add aqueous K3P04 (0. 5 M, 0. 125 mL). Heat the mixture at 90C for 24 hours. Cool the mixture and concentrate under reduced pressure. Partition between ethyl acetate and water, dry (NA2S04) the organic layer and concentrate under reduced pressure. Filter the crude product through a pad of silica gel (1 : 1 ethyl acetate/hexanes) and remove the solvent under reduced pressure to give the title compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,10397-13-4, its application will become more common.

Reference:
Patent; NEUROGEN CORPORATION; WO2005/7646; (2005); A1;,
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Pyrimidine – Wikipedia

Synthetic Route of 374930-88-8 ,Some common heterocyclic compound, 374930-88-8, molecular formula is C13H19BrN4O2, 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.

tert-Butyl 4-(5-bromopyrimidin-2-yl)piperazine-1-carboxylate (0.242 g, 0.705 mmol) was taken up in THF (3.5 mL) and cooled to -78 C. A solution of nBuLi, 2.5 M in hexanes (0.31 mL, 0.775 mmol) was added at a fast dropwise rate from a syringe. The resulting mixture was stirred at -78 C. for 15 minutes. A solution of (R,Z)-2-methyl-N-(2,2,2-trifluoro-1-(4-fluorophenyl)ethylidene)propane-2-sulfinamide (0.225 g, 0.762 mmol) in THF (0.5 mL) was added at a fast dropwise rate from a syringe. The reaction mixture was stirred at -78 C. for 5 minutes before warming to room temperature. After 45 minutes, saturated NH4Cl was added and the products extracted into EtOAc (×2). The combined organic extracts were washed with brine, dried over Na2SO4, filtered, and concentrated in vacuo. Purification of the residue by MPLC (0-80% EtOAc-hexanes) gave tert-butyl 4-(5-((S)-1-(((R)-tert-butylsulfinyl)amino)-2,2,2-trifluoro-1-(4-fluorophenyl)ethyl)pyrimidin-2-yl)piperazine-1-carboxylate (304 mg, 0.543 mmol, 77% yield) as a pale yellow gum. The absolute stereochemistry was assigned randomly. MS (ES+) C25H33F4N5O3S requires: 559. found: 560 [M+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,374930-88-8, its application will become more common.

Reference:
Patent; Hodous, Brian L.; Kim, Joseph L.; Wilson, Kevin J.; Wilson, Douglas; Zhang, Yulian; US2015/111887; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 941685-26-3, 4-Chloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]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, 941685-26-3, blongs to pyrimidines compound. Recommanded Product: 941685-26-3

A solution of 4-chloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3- fif]pyrimidine (15.0 g, 52.9 mmol) in N,N-dimethylformamide (200 mL) was added to Pd(dppf)Cl2 (2.2 g, 2.7 mmol), (3-nitrophenyl)boronic acid (13.3 g, 79.7 mmol) under nitrogen. A solution of sodium carbonate (6.00 g, 56.6 mmol) in water (60.0 mL) was then added and the reaction was stirred for 3 hours at 100 C. The resulting mixture was concentrated in vacuo, and the solids were filtered and extracted with dichloromethane (*3). The combined organic layers were washed with H20, brine, dried over anhydrous sodium sulfate, filtered and concentrated in vacuo. The reaction was then purified by chromatography using silica gel, eluting with 0-33% EtOAc/petroleum ether. The product was collected and concentrated in vacuo to afford 4-(3-nitrophenyl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-£ lpyrirnidine as a yellow solid. LRMS (ESI) calc’d for [M+H]+: 371, found 371.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,941685-26-3, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; AHEARN, Sean, P.; CHRISTOPHER, Matthew; JUNG, Joon; PU, Qinglin; RIVKIN, Alexey; SCOTT, Mark, E.; WITTER, David, J.; WOO, Hyun Chong; CASH, Brandon; DINSMORE, Christopher; GUERIN, David; WO2013/85802; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 1546-78-7, 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. 1546-78-7, name is 4-Hydroxy-6-(trifluoromethyl)pyrimidine, molecular formula is C5H3F3N2O, 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.

Preparation of 6-Trifluoromethyl-pyrimidin-4-ylamine; The procedure was derived from methods described in US 5,756,275 and WO 02/38569. In a 250 mL round bottom flask, 6-trifluorornethyl-4-pyrimidinol (10 g, 60.9 mmol) was dissolved in 70 mL phosphorus oxychloride (0.73 mol). The solution was heated at reflux for 7 h. The cooled reaction solution was then added gradually to 200 mL 30% ammonium hydroxide, and the resulting mixture was stirred overnight at room temperature. The reaction mixture was extracted with ethyl acetate (2 x 100 mL), and the combined extracts were dried (MgSO4) and evaporated in vacuo to give 6-trifluoromethyl-pyrimidin-4-ylami?e (1.4 g, yield 14%) as a white solid. 1H NMR (400 MHz, DMSO-dbeta) delta 8.50 (s, 1 H), 7.60 (broad s, 2 H), 6.90 (s, 1 H); LC-MS m/z 164.1 [M+Hf.

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 1546-78-7, 4-Hydroxy-6-(trifluoromethyl)pyrimidine.

Reference:
Patent; BAYER PHARMACEUTICALS CORPORATION; WO2007/75650; (2007); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference 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.

2-Chloro-4,6-dimethoxypyrimidine (50 g, 0.29 mol) was suspended in trifluoroacetic anhydride (175 ml, 1.24 mol, 4 equiv.) and the mixture was cooled in a brine-ice bath to +2 0C. Concentrated nitric acid was then added drop-wise to the stirred mixture (CARE; effervescence and exotherm) at such a rate that the exotherm did not cause the temperature of the reaction mixture to rise above +40 0C (about 45 minutes). After 1 hour the reaction was complete (as determined by TLC of an aliquot which was quenched with water and extracted with DCM; plate eluted with DCM). The resulting thick white precipitate was poured onto ice (500 g) and the aqueous solution was extracted with dichloromethane (2 x 400 ml). The combined organic layers were then washed with saturated aqueous sodium bicarbonate solution (2 x 200 ml) until the washings remained at pH 7. The solution was dried (MgSO4) and the solvent was removed under reduced pressure to give a yellow- white crystalline solid. This material was partially dissolved in warm diethyl ether (~300ml) with stirring and then cooled in an ice-bath. Filtration gave the product as a pale yellow-white crystalline solid (56 g, 88 %).; 2-Chloro-4,6-dimethoxypyrimidine (2 g, 11.5 mol) was suspended in trifluoroacetic anhydride (3.2 ml, 23 mmol, 2 eq.) and the mixture was cooled in a brine ice-bath to +2 0C. Fuming nitric acid (0.58 ml, 13.8 mmol, 1.2 eq) was then added drop-wise to the stirred mixture (exotherm) at such a rate that the exotherm did not cause the temperature of the reaction mixture to rise above +40 0C (about 1 minute). The thick precipitate was then warmed to room temperature and left overnight. After this time the reaction was complete (as determined by TLC of an EPO aliquot which was quenched with water and extracted with DCM; TLC run with DCM and visualised with uv). Water (20 ml) was added to the resulting thick white precipitate and the aqueous solution was extracted with dichloromethane (2 x 40 ml). The combined organic layers were then washed with saturated aqueous NaHCO3 solution (-20 ml) until the washings remained at pH 7, dried (MgSO4) and the solvent was removed under reduced pressure to give a white crystalline solid (2.38 g, 95 %).

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; PARADIGM THERAPEUTICS LTD.; WO2007/582; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 1780-40-1, 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.1780-40-1, name is 2,4,5,6-Tetrachloropyrimidine, molecular formula is C4Cl4N2, molecular weight is 217.8682, as common compound, the synthetic route is as follows.

To a solution of 2,4,5, 6-tetrachloropyrimidine (1 kg, 4.63 mol) in THF (6 L) was added IN NaOH (6 L, 6.0 mol) drop wise, and the mixture was stirred overnight at room temperature. The solution was acidified with IN HC1 and extracted with DCM (3x). The combined organics were dried (Na2S04) and concentrated in vacuo. The solids were slurried in Et20 for 30 min, filtered, washed with Et20 and dried to give 635 g (69%) of the title compound. LCMS (C18 column, column size: 4.6*50 mm; mobile phase: 20%-40%, Acetonitrile-Water-0.02% NH4OAc): Rt= 2.785 min; [M+H] Calc’d for C4HC13N20, 199; Found, 199.

Statistics shows that 1780-40-1 is playing an increasingly important role. we look forward to future research findings about 2,4,5,6-Tetrachloropyrimidine.

Reference:
Patent; CELGENE QUANTICEL RESEARCH, INC.; CHEN, Young K.; KANOUNI, Toufike; KALDOR, Stephen W.; STAFFORD, Jeffrey Alan; VEAL, James Marvin; TAVARES-GRECO, Paula Alessandra; KREILEIN, Matthew Michael; (41 pag.)WO2017/79670; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 6972-27-6, 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. 6972-27-6, name is 6-Chloro-1,3-dimethylpyrimidine-2,4(1H,3H)-dione, molecular formula is C6H7ClN2O2, 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.

3-[4-(2-Methoxyphenyl)piperazin-1-yl]propylamine (50.00 g, 0.20 mol) was added to a 500 ml clean three-neck reaction flask.And 6-chloro-1,3-dimethyluracil purified water(35.01g, 0.20mol), anhydrous sodium carbonate (63.59g, 0.60mol)And purified water (500ml), mechanically stirred, heated to 60 C for 2 hours,The temperature was lowered to room temperature, suction filtered, and the filter cake was blast dried at 50 C for 6 hours to obtain 66.23 g of urapidil.The yield was 85.2% and the purity was 97.9%.

According to the analysis of related databases, 6972-27-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Hebei Yipin Pharmaceutical Co., Ltd.; Zhang Ji; Chen Wenhui; Lv Shuai; Liu Xuesong; Duan Shibao; Li Minghao; Cheng Yao; Zhao Cuiran; Zhang Yongran; (7 pag.)CN109516960; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 42754-96-1, 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. 42754-96-1, name is 4,6-Dichloro-1H-pyrazolo[3,4-d]pyrimidine, molecular formula is C5H2Cl2N4, 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 B: 4-(2,6-Dimethyl-4-(pyridin-4-yl)phenoxy)-6-chloro-1H-pyrazolo[3,4-d]pyrimidine; Sodium hydride (1.2 eq) is added to 2,6-dimethyl-4-(pyridin-4-yl)phenol (prepared according to literature procedures, see Combellas et al., Tetrahedron Letters, 1992, 33, 4923) (1.2 eq) in 1-methyl-2-pyrridone (2 ml/mmol) at 0 C. The reaction mixture is stirred at room temperature for 30 min and a solution of-4,6-dichloro-1H-pyrazolo[3,4-d]pyrimidine (1 eq) in 1-methyl-2-pyrridone (1 ml/mmol) is added. The resulting mixture is heated to 100 C. for 16 h, cooled to room temperature, poured into ice water and extracted with CHCl3 (×3). The combined organic layers are washed with water and brine, dried (Na2SO4), concentrated to dryness and purified by silica gel chromatography.

According to the analysis of related databases, 42754-96-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Ardea Biosciences; US2009/162319; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia