Day: January 26, 2021

Reference of 171178-47-5, 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 171178-47-5 as follows.

COMPOUND EXAMPLE 16 Trans-4- [6- (4-HYDROXY-3-METHOXY-BENZYLCARBAMOYL)-4-OXO-4H-PYRIDO [3,4- d] pyrimidin-3-ylmethyl] -cyclohexanecarboxylic acid Step (a): 4-oxo-3, 4-dihydro-pyrido [3, 4-D] PYRIDINE-6-CARBOXYLIC acid methyl ester A solution of 6-chloro-3H-pyrido [3,4-d] pyrimidin-4-one (20.76g, 114. 3mmol), in 350mL of methanol was treated with triethylamine (39.8mL, 286MMOL), and dppf-PdC12 (1.87g, 2. 29MMOL), and the mixture was heated at 100C under 500psi of CO for 14 hours. The reaction mixture was cooled to room temperature. The resulting solid was collected by filtration, washed with methanol, washed with ethyl acetate, and dried to give 20.72g of 4-oxo-3,4- dihydro-pyrido [3, 4-D] PYRIDINE-6-CARBOXYLIC acid methyl ester as a gray solid (88. 3% yield). 1H NMR (400 MHz, DMSO-D6) delta (ppm) 3.9 (s, 3H), 8.3 (s, 1H), 8.5 (s, 1H), 9.1 (s, 1H), 12.8 (bs, 1H) MS (APCI) M + 1 = 206. 1

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,171178-47-5, its application will become more common.

Reference:
Patent; WARNER-LAMBERT COMPANY LLC; WO2005/16926; (2005); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 13162-26-0, 2,4-Dichloro-6-methyl-5-nitropyrimidine, 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 2,4-Dichloro-6-methyl-5-nitropyrimidine, blongs to pyrimidines compound. Safety of 2,4-Dichloro-6-methyl-5-nitropyrimidine

2,4-Dibenzyloxypyrrolo[3,2-d]pyrimidine was prepared by the method used for the preparation of 2,4-dimethoxypyrrolo[3,2-d]pyrimidine as described in Cupps, T. L., Wise, D. S. and Townsend, L. B. J. Org. Chem., 1983, 48, 1060-1064 and references therein. A solution of sodium benzoxide was prepared by adding sodium (4.5 g) to benzyl alcohol (100 ml) and heating under argon with stirring until all the sodium had reacted. This was added slowly to a solution of 2,4-dichloro-6-methyl-5-nitropyrimidine (17 g) in benzyl alcohol (80 ml). When the exothermic reaction was complete, ether (500 ml) was added and the resulting solution was washed with water, dried (MgSO4), and evaporated, excess benzyl alcohol being removed by distillation under high vacuum. Dimethylformamide dimethyl acetal (25 ml) was added to a solution of the crude residue in dry DMF (100 ml). The resulting solution was heated at 100 C. for 3 h, then evaporated to dryness under high vacuum. The solid residue was triturated with hot ethanol, cooled and filtered to yield 2,4-dibenzyloxy-6-(2-dimethylaminoethenyl)-5-nitropyrimidine as an orange solid (24.5 g). A suspension of this product (20 g) in acetic acid (300 ml) was stirred with zinc dust (30 g), the reaction being cooled in an ice-bath during an exothermic reaction, when the reaction temperature rose to 50 C. The reaction mixture was allowed to attain room temperature for 2 h, and was then filtered, evaporated and partitioned between chloroform and aqueous bicarbonate. The organic phase was washed with water, dried (MgSO4) and evaporated to give 2,4-dibenzyloxypyrrolo[3,2-d]pyrimidine as a solid (15.2 g).

The synthetic route of 13162-26-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Industrial Research Limited; Albert Einstein College of Medicine of Yesheva University; US6693193; (2004); B1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 49844-90-8, 4-Chloro-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, Formula: C5H5ClN2S, blongs to pyrimidines compound. Formula: C5H5ClN2S

The crude compound 3 (3.52 mmol) obtained from the previous step was dissolved in DCM (14 ml) and cooled to -5 C. A solution of m-CPBA (1.214 gm) in DCM (14 ml) was added drop wise to the solution of compound 3 at -5C over a period of 30 min. After complete addition, the reaction mixture was allowed to stir at room temperature (RT) for 15 h. On appearance of the white precipitate, it was filtered and washed with cold DCM. The filtrate was washed with 10% K2CO3twice and was dried over anhydrous Na2S04. The solvent was removed to obtain compound 4 as an off-white solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,49844-90-8, 4-Chloro-2-(methylthio)pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; PANDA, Koustubh; NAGPAL, Latika; RANU, Brindaban C.; (45 pag.)WO2018/92034; (2018); 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. 32779-36-5, name is 5-Bromo-2-chloropyrimidine, molecular formula is C4H2BrClN2, 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. SDS of cas: 32779-36-5

Example III-4 In an autoclave, N,N-dimethylamine hydrochloride (2.04 g, 25 mmol), potassium carbonate (6.91 g, 50 mmol), 5-bromo-2-chloropyrimidine (4.35 g, 22.50 mmol) and toluene (25 ml) are heated at 110 C. (bath temperature) for 20 hours. Ethyl acetate (50 ml) is added to the reaction mixture, and the organic phase is then washed with water (2*50 ml), dried over sodium sulphate, filtered and concentrated. This gives 4.01 g (72% of theory) of N-(5-bromo-2-pyrimidinyl)-N,N-dimethylamine. HPLC: log P (pH 2.3)=2.20 (purity: 91%) m.p. 68-69 C.

With the rapid development of chemical substances, we look forward to future research findings about 32779-36-5.

Reference:
Patent; Plant, Andrew; Seitz, Thomas; Jansen, Johannes Rudolf; Erdelen, Christoph; Turberg, Andreas; Hansen, Olaf; US2004/82586; (2004); 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. 7461-50-9, name is 2-Chloropyrimidin-4-amine, molecular formula is C4H4ClN3, 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. Application In Synthesis of 2-Chloropyrimidin-4-amine

To a solution of sodium hydride (0.817 g, 34.1 mmol) in Tetrahydrofuran (THF) (30 mL) at room temperature was added a solution of (R)-(2,2-dimethyl-l,3-dioxolan-4- yl)methanol (3 g, 22.70 mmol) in THF (5 mL) over 1 min and stirred at room temperature for 15 min then add 2-chloropyrimidin-4-amine (2.059 g, 15.89 mmol) portion wise at room temperature. The reaction mixture was stirred at 65 C for 16h. The reaction mixture was poured in to water and extracted with EtOAc (3 X lOOmL). Then the combined organic layer was washed with water, brine solution, dried over sodium sulfate and evaporated to get 4.0 g of crude compound. The crude compound was purified by column chromatography using 100-200 silica gel mesh and eluted with 2-3% MeOH/DCM to get pure compound (2.5g, 10.42 mmol, 46%), LCMS (m/z) 226.2 [M+H]+.

With the rapid development of chemical substances, we look forward to future research findings about 7461-50-9.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; ELLIS, James Lamond; EVANS, Karen Anderson; FOX, Ryan Michael; MILLER, William Henry; SEEFELD, Mark Andrew; (766 pag.)WO2016/79709; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 776-53-4, Adding some certain compound to certain chemical reactions, such as: 776-53-4, name is Ethyl 4-amino-2-(methylthio)pyrimidin-5-carboxylate,molecular formula is C8H11N3O2S, 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 776-53-4.

1.2.2 Synthesis of Compound 2 4.12 g (19.3 mmol) of Compound 1 was dissolved in 15 mL of methanol.3 mL of a 0.50 g / mL lithium hydroxide aqueous solution was added dropwise to the reaction solution, and the reaction was performed at 50 C for 5 hours.After the reaction is completed, 30 mL of a saturated ammonium chloride solution is added to the reaction solution to quench the reaction, and the mixture is extracted with ethyl acetate (20 mL ¡Á 3).The organic phases were combined, dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated under reduced pressure. The residue was separated and purified by column (PE / EA, 1: 3) to obtain 3.25 g of a white solid with a yield of 91.0 %

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. 776-53-4, Ethyl 4-amino-2-(methylthio)pyrimidin-5-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Mudanjiang Normal College; Jing Yunrong; Wei Jicheng; Hao Jingwei; (15 pag.)CN110256445; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 1211443-61-6, Adding some certain compound to certain chemical reactions, such as: 1211443-61-6, name is 2-Chloro-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide,molecular formula is C14H17ClN4O, 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 1211443-61-6.

Under nitrogen, 2-chloro-7-cyclopentyl–N,N- dimethyl -7H- pyrrolo [2,3-d] pyrimidine-6-carboxamide (125mg, 0.43mmol), 4-(5 -Amino-pyrazine-2-carbonyl)piperazine-1-carboxylate (150mg, 0.60mmol, cesium carbonate (300mg, 0.92mmol),BINAP (70mg, 0.11mmol), palladium acetate (25mg, 0.11mmol)was dissolved in 1,4-dioxane (35mL) was stirred and heated to 110 , reaction 13h. Completion of the reactionAfter the reaction was cooled to roomtemperature, filtered through Celite, and the filtrate was concentrated underreduced pressure and the solvent was distilled off, the residue was separatedby column chromatography (methylene chloride / methanol (V / V)= 10/1) to give a pale yellow solid (140mg,64.86%)

According to the analysis of related databases, 1211443-61-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; East Sunshine Pharmaceutical Co., Ltd.; Liu, Bing; Zhang, Yingjun; Nie, Linlin; Bai, Shun; Zheng, Changchun; Nie, biao; Li, Zhiyong; Tan, Yumei; (61 pag.)CN105294737; (2016); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 145783-15-9 ,Some common heterocyclic compound, 145783-15-9, molecular formula is C7H9Cl2N3S, 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.

23.80 g of 4,6-dichloro-2-propylthio-5-aminopyrimidine was added to the reaction flask.51.7 g of N,N-diisopropylethylenediamine, 9.36 g of cyclopentylamine and 200 ml of DMF,Stir and heat to 90 C, TLC control reaction is complete, cooled to room temperature,The reaction solution was poured into 100 ml of cold water and extracted with ethyl acetate (30 ml ¡Á 3).The organic phase was dried over anhydrous magnesiumYield 24.38 g of a nearly brown solid III-1.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,145783-15-9, its application will become more common.

Reference:
Patent; Tianjin Pharmaceutical Institute Co., Ltd.; Liu Bingni; Liu Dengke; Zhi Shuang; Shang Qian; (19 pag.)CN109516990; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 274693-26-4, 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 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. This compound has unique chemical properties. The synthetic route is as follows.

To a reaction mixture of 7.7 g (0.01368 moles) 2-[[(3aR,4S,6R,6aS)-6-[7-[[(1 R,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]-1-ethanol of formula VII in 15 ml methanol, 15 ml concentrated hydrochloric acid was charged and the reaction mixture was stirred at room temperature for 2-3 hours. The reaction mixture was cooled to 0C to 5C and neutralized with 30 ml aqueous ammonia and extracted two times with 25 ml ethyl acetate, ethyl acetate layers were combined and washed with 25 ml water. Ethyl acetate layer was distilled under reduced pressure at 40C. Ticagrelor was isolated from 20% acetone in heptane mixture and dried under vacuum at 45C to 50C. Yield = 5.36g (Efficiency – 75%, HPLC -99.4%).

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 274693-26-4, 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.

Reference:
Patent; CIPLA LIMITED; COTTRILL, Emily; RAO, Dharmaraj Ramachandra; MALHOTRA, Geena; PHULL, Manjinder Singh; GHAGARE, Maruti; (34 pag.)WO2016/30704; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 696-82-2, 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 696-82-2, name is 2,4,6-Trifluoropyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

(According to the process of prior German Patent Application P 39 00 471 (O.Z. 0050/40474)) At -20 C. and over a period of 45 minutes, 335.8 g (1.865 mol) of 30% strength sodium methylate (in methanol) was added to a mixture of 250 g (1.865 mol) of 2,4,6-trifluoropyrimidine, and the mixture was stirred for a further 30 minutes at this temperature. The temperature was then allowed to rise to 25 C., and the reaction mixture was evaporated down to about one fifth of its volume. The mixture obtained was partitioned between diethyl ether and water, after which the organic phase was dried over magnesium sulfate and evaporated down. Distillation (1.1 meter column, 3 mm V-shaped packings) gave 141.6 g (52% of theory) of the title compound of boiling point 144-145 C. Distillation of the residue through a fractionating column (from Normag) gave 114.4 g (42% of theory) of 4,6-difluoro-2-methoxypyrimidine of boiling point 157-161 C.

According to the analysis of related databases, 696-82-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BASF Aktiengesellschaft; US5276007; (1994); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia