Day: September 7, 2021

Application of 90213-66-4, 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. 90213-66-4, name is 2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine, molecular formula is C6H3Cl2N3, 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.

To a stirred solution of 2,4-dichloro-7H-pyrrrolo[2,3-(f]pyrimidine (25 g) in DMF (100 mL) was charged N-Iodosuccinamide (31.41g). The reaction mixture was stirred for 3-4 h at ambient temperature and poured into water. Precipitates were filtered and washed with water (500 mL). Filtered solid was suck dried and extracted into ethylacetate (800 mL) and washed with water (300 mL). Organic layer was dried over anhydrous sodium sulphate and concentrated under vacuum. Trituration of the solid with hexanes (125 mL) followed by filtration and drying afforded an off-white solid (30 g).

According to the analysis of related databases, 90213-66-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SUN PHARMA ADVANCED RESEARCH COMPANY LIMITED; KADIYALA, V.S.N. Murty; RAUT, Virendra Narendra; SAVANT, Pratit; SHETH, Chetana Kaushal; CHAUDHARI, Umesh Vishnu; RATHOD, Rajendrasinh Jashvantsinh; BHATT, Tushar Bhupendrabhai; CHITTURI, Trinadha Rao; (50 pag.)WO2017/134685; (2017); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 3764-01-0, 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. 3764-01-0, name is 2,4,6-Trichloropyrimidine, molecular formula is C4HCl3N2, 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.

Method 1; Preparation of 2,4-dimorpholino-6-chloropyrimidine; [0234] To a dry round bottom flask was added 2,4,6-trichloropyrimidine (5 g, 27 mmol) and EtOH (200 mL), followed by DIEA (16 mL, 82 mmol) at 0 0C. Morpholine (5.6 g, 68 mmol) was added slowly at O0C. The reaction was slowly warmed up to room temperature and stirred overnight. LC and LCMS indicated that a mixture (7: 1) of 2,4- dimorpholino-6-chloropyrimidine 2 and 4,6-dimorpholino-2-chloropyrimidine 1 were formed. Formation of 2,6-dichloro-4-morpholinopyrimidine 3 was also observed. Water (700 mL) was added to the reaction mixture was and the resulting precipitate was filtered to give 7 g of the mixture described above. The crude material was purified by silica gel chromatography (3%-20% EtOAc-DCM) yielding 4,6-dimorpholino-2-chloropyrimidine (1, 500 mg, 6%); 2,4 -dimorpholino-6-chloropyrimidine (2, 4.6 g, 59%) and 2,6-dichloro- 4-morpholinopyrimidine (3, 1.5 g, 24%).[0235] 4,6-dimorpholino-2-chloropyrimidine 1: LCMS (m/z): 284.8 (MH+); 1H NMR (CDCl3): delta 5.4 (s, IH), 3.76 (q, 8H), 3.55 (q, 8H). [0236] 2,4-dimorpholino-6-chloropyrimidine 2: LCMS (m/z): 284.8 (MH+); 1UNMR (CDCl3): delta 5.88 (s, IH), 3.74 (m, 12H), 3.55 (q, 4H).[0237] 2,4-dicholoro-6-morpholinopyrimidine 3: LCMS (m/z): 233.8 (MH+); 1H NMR (CDCl3): delta 6.4 (s, IH), 3.77 (m, 4H), 3.65 (bs, 4H).

According to the analysis of related databases, 3764-01-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS VACCINES AND DIAGNOSTICS, INC.; WO2008/98058; (2008); 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. 1193-21-1, name is 4,6-Dichloropyrimidine, molecular formula is C4H2Cl2N2, 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. Quality Control of 4,6-Dichloropyrimidine

Weigh 2 ‘, 3′, 4’-trisubstituted phenylboronic acid 28 (0.016 mol)4,6-dichloropyrimidine 2.458 (0.016 mol), tetrakis (triphenyl-palladium 0.2 g and anhydrous sodium carbonate 3.0 g were placed in a 120 mL sealed tube,With tetrahydrofuran 20 mLwithDeionized water 20mL of the mixed solution as a solvent placed in the tube, add a stir, cover the stopper.The entire device vacuum nitrogen nitrogen replacement 3 ~ 4 times, placed in the oil bath pot,The mixture was heated to 120 C for about 8 h with stirring on a magnetic stirrer.After completion of the reaction, the sealing tube was cooled to room temperature,The solution in the sealed tube was placed in a rotary vial, and the tetrahydrofuran solvent was distilled off under reduced pressure by rotary evaporator.And then extracted with ethyl acetate and water organic products 3 ~ 4 times, vacuum distillation solvent,The spheroidized product was separated by column chromatography using petroleum ether: dichloromethane = 2: 1 to give about 1.13 g of white powder (4-chloro-6-phenylpyrimidine) in 36.3%

With the rapid development of chemical substances, we look forward to future research findings about 1193-21-1.

Reference:
Patent; Anhui University of Technology; Tong Bihai; He Yuheng; Liu Yuanyuan; Jin Long; Zuo Dashuai; Wang Song; (25 pag.)CN106632488; (2017); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 2915-16-4, 2-Chloro-4,6-diphenylpyrimidine, 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-4,6-diphenylpyrimidine, blongs to pyrimidines compound. Safety of 2-Chloro-4,6-diphenylpyrimidine

First Step: Synthesis of the Compound Represented by Chemical Formula 11In a 500 mL round-bottomed flask having a thermometer, a reflux condenser, and an agitator under the nitrogen atmosphere, 6.0 g (10.72 mmol) of compound (A), 6.58 g (24.67 mmol) of compound (B), and 0.8 g (0.69 mmol) of tetrakis(triphenylphosphine)palladium were mixed with 300 mL of tetrahydrofuran, and then the mixed solution was mixed with 100 mL of 2 M potassium carbonate (K2CO3) and agitated at 80 C. for 12 hours to provide a white solid.By cooling to room temperature, the reaction was completed, and then the potassium carbonate solution was removed to filter the white solid. The filtered white solid was washed with tetrahydrofuran three times, washed with water three times, and washed with methanol three times and dried. The solid was dissolved in monochlorobenzene, active carbon was added, and the solution was agitated for 30 minutes, and the solution was filtered through a silica gel. The remaining amount of monochlorobenzene was removed to provide a white solid. The solid was filtered to provide a compound represented by Chemical Formula 11 in 7.1 g (yield: 86.2%).The obtained compound for an organic photoelectric device was analyzed by an atomic analyzer, and the results (in Atomic %) are as follows:Calculated: C, 86.02; H, 4.86; N, 9.12Found: C, 86.01; H, 4.87; N, 9.12

The synthetic route of 2915-16-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JUNG, Sung-Hyun; KANG, Myeong-Soon; JUNG, Ho-Kuk; KIM, Nam-Soo; LEE, Nam-Heon; KANG, Eui-Su; KANG, Dong-Min; CHAE, Mi-Young; US2012/256174; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 14394-70-8, 2-Chloro-5-methylpyrimidin-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, category: pyrimidines, blongs to pyrimidines compound. category: pyrimidines

[0139] To a solution of 2-chloro-5-methylpyrimidin-4-amine (232 mg, 1.61 mmol) in 1,4- dioxane (40 mL) was added l-bromo-3-nitrobenzene (359 mg, 1.78 mmol), Cs2CO3 (2.1 g, 6.4 mmol), Pd2(dba)3 (146 mg, 0.16 mmol), and 4,5-bis(diphenylphosphino)-9,9- dimethyxanthene (Xant Phos, 278 mg, 0.48 mmol). The mixture was heated under reflux for 4 h under Ar. The solid was filtered off and the filtrate washed with brine (1 x 100 raL). The organic solution was separated and dried (Na2SO4). The solvent was removed until 5 mL and hexane (100 mL) was added, the solid was collected by filtration. The crude product, the title intermediate 25, was used for next reaction without further purification.

The synthetic route of 14394-70-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TARGEGEN, INC.; WO2007/53452; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 3438-46-8 , The common heterocyclic compound, 3438-46-8, name is 4-Methylpyrimidine, molecular formula is C5H6N2, 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.

The starting material was prepared as follows: A solution of 4-methylpyrimidine (2 g, 21.2 mmol), N-chlorosuccinimide (4.26 g, 31.9 mmol) and benzoyl peroxide (500 mg, 2.1 mmol) in carbon tetrachloride (100 ml) was heated at 80 C. for 2 hours. The mixture was allowed to cool, the insolubles were removed by filtration and the solvent was removed from the filtrate by evaporation. The residue was purified by column chromatography eluding with methylene chloride to give 4-chloromethylpyrimidine (257 mg, 10%). 1 H NMR Spectrum: (DMSOd6) 4.81(s, 2H); 7.70(d, 1H); 8.88(d,1 H); 9.21(s, 1H)

The synthetic route of 3438-46-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zeneca Limited; Zeneca Pharma S.A.,; US5962458; (1999); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 696-07-1, Adding some certain compound to certain chemical reactions, such as: 696-07-1, name is 5-Iodouracil,molecular formula is C4H3IN2O2, 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 696-07-1.

5-Iodouracil (23.8 g), TEA (30.3 g), Tol (240 mL) were placed in a 500 mL three-necked flask and heated to 100 C.When the internal temperature of the bottle reached 90 C, phosphorus oxychloride (33.7 g) was slowly added dropwise.After the addition was completed, the temperature was kept stirring for 1 h, then cooled to room temperature, suction filtered, and the filtrate was collected.The solid was washed with PE/EA=5/1, and the filtrate and washing solution were combined.Spin dry to obtain a crude product and then beat with PE to give the product 24.5 g of an off-white solid.The yield was 89%.

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. 696-07-1, 5-Iodouracil, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Beijing Ruiboao Biological Technology Co., Ltd.; Liu Zhiqiang; Li Yazhou; Chen Zhenchang; Zhang Hongjuan; (7 pag.)CN109761914; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 1979-96-0, 4,6-Dichloro-2-(methylthio)-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, COA of Formula: C5H3Cl2N3O2S, blongs to pyrimidines compound. COA of Formula: C5H3Cl2N3O2S

EXAMPLE 28 9-Ethyl-7-methyl-4-(dimethylamino)-2-(methylthio)imidazo[5,1-h]-pteridin-6(5H)-one Prepared by treatment of 4,6-dichloro-5-nitro-2-(methylthio)pyrimidine with dimethylamine, followed by reaction with 2-ethyl-4-methylimidazole, reduction with tin (II) chloride, and cyclization with carbonyldiimidazole.

The synthetic route of 1979-96-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Berlex Laboratories, Inc.; US5602252; (1997); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 33089-15-5, 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. 33089-15-5, name is 4-Chloro-2-(methylthio)pyrimidine-5-carbonitrile. A new synthetic method of this compound is introduced below.

Method 65 4-Anilino-5-cyano-2-(methylthio)pyrimidine Using a method analogous to that described in Method 7, but starting from 4-chloro-5-cyano-2-(methylthio)pyrimidine (obtained as described in J. Het. Chem. 1971, 8, 445) and performing the reaction at 85 C., the product was obtained in 93% yield. NMR (CDCl3): 2.51 (s, 3H), 7.15 (br s, 1H), 7.20 (t, 1H), 7.40 (dd, 2H), 7.57 (d, 2H), 8.38 (s, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,33089-15-5, 4-Chloro-2-(methylthio)pyrimidine-5-carbonitrile, and friends who are interested can also refer to it.

Reference:
Patent; AstraZeneca AB; US6593326; (2003); B1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 4270-27-3 ,Some common heterocyclic compound, 4270-27-3, molecular formula is C4H3ClN2O2, 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.

Compound 12a (5-g, 34 mmol) and sodium iodide (20 g) were dissolved in anhydrous DMF (50 mL) and heated to reflux for 1.5 h (Ar atmosphere). The DMF was evaporated, and the solid residue dissolved in H2O (200 mL). The solution was stirred at RT for 4 h, a solid material was collected by vacuum filtration, and the solid was washed with H2O and dried. The solid was crystallized from EtOAc, providing compound 22a. 1H NMR (DMSO-d6) delta 6.03 (s, 1H), 11.2 (s, 1H), 11.6 (s, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4270-27-3, its application will become more common.

Reference:
Patent; Coats, Steven J.; Dyatkin, Alexey B.; He, Wei; Lisko, Joseph; Miskowski, Tamara; Ralbovsky, Janet L.; Schulz, Mark; US2008/269225; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia