Day: June 8, 2021

Adding a certain compound to certain chemical reactions, such as: 32779-36-5, 5-Bromo-2-chloropyrimidine, 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: C4H2BrClN2, blongs to pyrimidines compound. Formula: C4H2BrClN2

INTERMEDIATE 6; Ethyl {5-[2-fpiperazin-l-yl)pyrimidin-5-yl]-2//-tetrazol-2-yl}acetate hydrochloride; Step 1 : tert-Butyl 4-(5 -bromopyrimidin-2-yl)piperazine- 1 -carboxylate; Into a 200 mL pressure flask equipped with a magnetic stir bar was added tert- butyl piperazine-1 -carboxylate (4.8 g, 25.8 mmol), 5-bromo-2-chloropyrimidine (5.0 g, 25.8 mmol) and 2-propanol (50 mL). DIPEA (5.0 mL, 28.4 mmol) was added, the vial was sealed and the reaction mixture heated to 120 °C for 1 h. The cooled reaction mixture was poured into a 250 mL separatory funnel containing water (125 mL) and extracted with EtOAc (3 x 75 mL). The combined organic layers were washed with brine, dried over MgSO4, filtered and concentrated. Recrystallization from EtOAc (about 40 mL) and hexanes (about 150 mL) at -78 0C afforded crystals which were collected by filtration through filter paper on a Hirsch funnel under vacuum.

The synthetic route of 32779-36-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK FROSST CANADA LTD.; ISABEL, Elise; LACHANCE, Nicolas; LECLERC, Jean-Philippe; LEGER, Serge; OBALLA, Renata, M.; POWELL, David; RAMTOHUL, Yeeman, K.; ROY, Patrick; TRANMER, Geoffrey, K.; ASPIOTIS, Renee; LI, Lianhai; MARTINS, Evelyn; WO2010/94126; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 934524-10-4, 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.934524-10-4, name is 2,4-Dichloro-7-tosyl-7H-pyrrolo[2,3-d]pyrimidine, molecular formula is C13H9Cl2N3O2S, molecular weight is 342.2, as common compound, the synthetic route is as follows.

Compound 10a (3.4 g, 10 mmol) was added to a 100 mL single-mouth bottle with magnetic stirring.And DMF (20 mL), stirred and dissolved, and added compound 11a (1.7 g, 10 mmol)And DIPEA (1.3g, 10mmol),The temperature was raised to 110 C under a nitrogen atmosphere and stirred to react overnight. Cool to room temperature,Add water (60 mL), extract with ethyl acetate (50 mL×3),Washed (100 mL×2), dried over anhydrous sodium sulfate, filtered and concentrated.The residue was passed through a silica gel column to give a white solid3.0 g, the yield was 63.2%.

Statistics shows that 934524-10-4 is playing an increasingly important role. we look forward to future research findings about 2,4-Dichloro-7-tosyl-7H-pyrrolo[2,3-d]pyrimidine.

Reference:
Patent; Shenzhen Tajirui Bio-pharmaceutical Co., Ltd.; Wang Yihan; Li Huanyin; (49 pag.)CN109851638; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 1421372-94-2, 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 1421372-94-2 as follows.

2 g of N-(4-fluoro-2-methoxy-5-nitrophenyl)-4-(1-methyl-1H-indol-3-yl)pyrimidin-2-amine was added to the reaction flask. 20mLDMA,After thorough stirring, 4.5 mL of dimethylamine and 1 g of DIEA were continuously added.After all the materials are stirred uniformly, the temperature is raised to 90 C, and the reaction is heated and refluxed for 2 to 3 hours.The spot plate is monitored until there is no raw material point, that is, the reaction is completed. Drop to room temperature, suction filtration,Washed, blast dried to constant weight, red solid, dry weight 2.40g

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1421372-94-2, its application will become more common.

Reference:
Patent; Jiangnan University; Hui Renjie; Feng Jing; Miao Lili; Zeng Shuai; (7 pag.)CN109438422; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 1193-24-4 , The common heterocyclic compound, 1193-24-4, name is 4,6-Dihydroxypyrimidine, molecular formula is C4H4N2O2, 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 31A 5-(4-Ethylphenyl)furo[2,3-d]pyrimidin-4(3H)-one A mixture of 7.50 g (35.44 mmol) of 1-[(Z)-2-chloro-2-nitroethenyl]-4-ethylbenzene and 4.97 g (44.30 mmol) of 4,6-dihydroxypyrimidine in 130 ml of isopropanol is heated at reflux. After 10 min, 13.22 ml (88.59 mmol) of 1,8-diazabicyclo[5.4.0]undecan-7-ene (DBU) are added dropwise, and the resulting reaction mixture is stirred under reflux for 4 h and then, after cooling, concentrated under reduced pressure. The residue is taken up in ethyl acetate and water. The phases are separated and the organic phase is washed with water and saturated aqueous sodium chloride solution, dried over sodium sulfate and concentrated under reduced pressure. The residue is purified by chromatography on silica gel (cyclohexane/ethyl acetate 1:2). This gives 2.8 g (32.9% of theory) of the title compound. HPLC (method 1): Rt=4.14 min. MS (DCI): m/z=241 (M+H)+. 1H-NMR (400 MHz, DMSO-d6): delta=12.68 (s, 1H), 8.19 (s, 1H), 8.17 (d, 1H), 7.88 (d, 2H), 7.28 (d, 2H), 2.63 (q, 2H), 1.22 (t, 3H).

The synthetic route of 1193-24-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER SCHERING PHARMA AKTIENGESELLSCHAFT; US2011/166163; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 148550-51-0, Ethyl 2-(methylsulfonyl)pyrimidine-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, Computed Properties of C8H10N2O4S, blongs to pyrimidines compound. Computed Properties of C8H10N2O4S

To a stirred solution of Example 2 (1.87 g, 6.94 mmol) in dry acetonitrile, potassium carbonate (2.87g, 20.8 mmol, spectrochem) and ethyl 2-(methylsulfonyl)pyrimidine-5-carboxylate were added and the resulting mixure was at rt for 12 h. It was filtered through celite and concentrated. Dichloromethane (25 mL) was added and the solution was washed with water, brine and dried over Na2SO4. After evaporation of the solvents, the crude product was purified by flash column chromatography to afford the title compound (white solid). 1H NMR (400 MHz, DMSO-d6): 8.74 (s, 2H), 6.85 (t, J = 7.8 Hz, 2H), 6.75 (d, J = 7.8 Hz, 1H), 5.98 (s, 2H), 4.25 (q, J = 6.8 Hz, 2H), 3.81 (s, 4H), 3.32 (s, 1H), 2.37-2.42 (m, 4H), 1.28 (d, J = 6.6 Hz, 6H). LCMS: (Method A) 385.2 (M+H), Rt. 3.22 min, 98.88percent (Max).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,148550-51-0, Ethyl 2-(methylsulfonyl)pyrimidine-5-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; ASCENEURON S. A.; QUATTROPANI, Anna; KULKARNI, Santosh S.; GIRI, Awadut Gajendra; KOEK, Johannes Nicolaas; (64 pag.)WO2017/144635; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 33034-67-2 ,Some common heterocyclic compound, 33034-67-2, molecular formula is C5H2ClF3N2, 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 5:1′-(Pyridin-3-yl)-1-[4-(trifluoromethyl)pyrimidin-2-yl]-1H,1’H-3,4′-bipyrazoleUnder argon, 1′-(pyridin-3-yl)-1H,1’H-3,4′-bipyrazole (200 mg, 0.94 mmol) was initially charged in dimethylamide.Sodium hydride (56.8 mg, 1.42 mmol, 60percent in paraffin oil) was added, and the mixture was stirred at room temperature for 30 min (slightly exothermic).2-Chloro-4-trifluoromethylpyrimidine (173 mg, 0.94 mmol) was added, and the mixture was stirred at 40 C overnight.The mixture was then concentrated, and the residue was triturated with dichloromethane.Yield: 240 mg (71percent of theory), logP(HCOOH) 2.15, [M++1] 358.11H-NMR (d6-DMSO): 7.00 (m, 1H), 7.56 (m, 1H), 7.90 (d, 1H), 8.31 (m, 2H), 8.56 (m, 1H), 8.73 (m, 1H), 9.10 (s, 1H), 9.17-9.22 (m, 2H)

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. 33034-67-2, 2-Chloro-4-(trifluoromethyl)pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Bayer CropScience AG; US2011/166143; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 5305-59-9, 6-Chloropyrimidin-4-amine, 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, Computed Properties of C4H4ClN3, blongs to pyrimidines compound. Computed Properties of C4H4ClN3

To a microwave tube was added 4-bromo-2-(2,6-dichlorophenyl)-lH-imidazo[4,5-c]-pyridine (0.100 g, 0.29 mmol), 2-chloro-6-isopropylpyrimidin-4-amine (0.034 g, 0.26 mmol), Pd2(dba)3 (0.026 g, 0.029 mmol), XantPhos (0.034 g, 0.058 mmol), Cs2C03 (0.189 g, 0.58 mmol) and dioxane (3 niL). The mixture was degassed with N2 for 1 min. The resulting mixture was irradiated in a microwave reactor at 140 C for 1.5 hours and cooled to room temperature. The mixture was filtered and the filtrate was concentrated and purified by column chromatography on silica gel with EtOAc/petroleum ether (1 :1.5) to give the desired product (50 mg, 44% yield). ¾ NMR (MeOH- 4, 500 MHz): delta 8.56 (s, 1H), 8.22 (m, 1H), 7.66 – 7.59 (m, 4H), 7.37 (d, J= 5.0 Hz, 1H). LCMS(ESI) m/z: 391.6 [M+H+].

At the same time, in my other blogs, there are other synthetic methods of this type of compound,5305-59-9, 6-Chloropyrimidin-4-amine, and friends who are interested can also refer to it.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; LAI, Yingjie; LIANG, Jun; MAGNUSON, Steven R.; TSUI, Vickie H.; ZHANG, Birong; ROBARGE, Kirk; WO2011/113802; (2011); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 705-24-8, 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. 705-24-8, name is 4,6-Dichloro-2-(trifluoromethyl)pyrimidine, molecular formula is C5HCl2F3N2, 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.

tert-But l 4-aminopiperidine-l-carboxylate (1.4 g, 7.1 mraol, Aldrich) was dissolved in methylene chloride (10. mL) and to this solution was added N,N- diisopropylethylamine (2.5 mL, 14 mmol) and 4,6-dichloro-2- (trifluoromethyl)pyrimidine (1.7 g, 7.8 mmol, Synchem). The reaction was stirred overnight. The mixture was diluted with water and the product was extracted with EtOAc. The organic layer was washed twice with water, once with brine, dried over sodium sulfate, filtered and concentrated to afford product which was used without further purification in Step 2. LCMS ( +H)+: 381.1.

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 705-24-8, 4,6-Dichloro-2-(trifluoromethyl)pyrimidine.

Reference:
Patent; INCYTE CORPORATION; RODGERS, James D.; SHEPARD, Stacey; ZHU, Wenyu; SHAO, Lixin; GLENN, Joseph; WO2013/173720; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 2565-47-1, 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 2565-47-1, name is 1-Methylpyrimidine-2,4,6(1H,3H,5H)-trione. This compound has unique chemical properties. The synthetic route is as follows.

(2) In a three-necked reaction flask with a stirrer, add 300 ml of dichlorosulfoxide and 40 g of methyltripyrimidone, and cool to 0 C; Take 7.5ml of water and slowly add it to the mixture; After the dropwise addition was completed, the temperature was raised to 78 C and stirred for 4h until the reaction was completed; The reaction solution was cooled to room temperature, and then added to 1,000 g of ice water, filtered, the filter cake was washed twice with 200 ml of water, dried, 31.6 g of 6-chloro-3-methyluracil was obtained with an LC purity of 98% and a yield of 70%.

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 2565-47-1, 1-Methylpyrimidine-2,4,6(1H,3H,5H)-trione.

Reference:
Patent; Suzhou Hande Chuanghong Biochemical Technology Co., Ltd.; Mao Zhongping; Ma Dongxu; Tan Jin; (9 pag.)CN110483416; (2019); A;,
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. 1004-39-3, name is 4,6-Diaminopyrimidine-2-thiol, molecular formula is C4H6N4S, 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. Product Details of 1004-39-3

28.4 g of 4,6-diamino-2-mercaptopyrimidine (SM) was weighed and dissolved in 100 mL of N,N-dimethylformamide.Then add 82.8 g of potassium carbonate to the system.Trifluoromethyl-iodopropane was added 179.2g,The reaction was carried out for 6 h under the conditions of a 130 C oil bath.The mixture was cooled to room temperature, and the mixture was combined with EtOAc.Recrystallization from methylene chloride gave 38.1 g of a yellow solid 2-[(3,3,3-trifluoropropyl)thio]pyrimidine-4,,6-diamino (intermediate 1),The yield was 80%.

With the rapid development of chemical substances, we look forward to future research findings about 1004-39-3.

Reference:
Patent; Changzhi Yuan Yan Pharmaceutical Technology Co., Ltd.; Zhou Jian; Cai Kun; (13 pag.)CN108440627; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia