Tag: M.W:200-300

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. 3921-01-5, name is 2,4-Dibromopyrimidine, molecular formula is C4H2Br2N2, 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 2,4-Dibromopyrimidine

2,4-dibromopyrimidine (438.4mg, 1.84mmol) and potassium carbonate (1.27g, 9.21mmol) in tetrahydrofuran (10mL) were added together and stirred at room temperature for 5min. Morpholine (174.8muL, 2.03mmol) was then added dropwise and the solution continued to stir at room temperature for 5h. The reaction mixture was filtered and the filtrate was collected and then concentrated under reduced pressure. The products were purified by silica column chromatography in hexanes and ethyl acetate to afford 28a and 28b in 19% and 66% yields, respectively. (0070) 4-(4-bromopyrimidin-2-yl)morpholine (28a). (White solid, Yield: 19%). 1H NMR (500MHz, CDCl3) delta ppm 3.74-3.77 (m, 4H) 3.79-3.83 (m, 4H) 6.70 (d, J=4.88Hz, 1H) 8.05 (d, J=4.88Hz, 1H). LCMS found 246.0, [M+H]+. (0071) 4-(2-bromopyrimidin-4-yl)morpholine (28b). (White solid, Yield: 66%) 1H NMR (500MHz, CDCl3) delta ppm 3.66 (br. s., 4H) 3.76-3.83 (m, 4H) 6.43 (d, J=6.35Hz, 1H) 8.02 (d, J=6.35Hz, 1H). LCMS found 246.0, [M+H]+.

With the rapid development of chemical substances, we look forward to future research findings about 3921-01-5.

Reference:
Article; Woodring, Jennifer L.; Bachovchin, Kelly A.; Brady, Kimberly G.; Gallerstein, Mitchell F.; Erath, Jessey; Tanghe, Scott; Leed, Susan E.; Rodriguez, Ana; Mensa-Wilmot, Kojo; Sciotti, Richard J.; Pollastri, Michael P.; European Journal of Medicinal Chemistry; vol. 141; (2017); p. 446 – 459;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 63931-21-5, 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.63931-21-5, name is 5-Bromo-2,4,6-trichloropyrimidine, molecular formula is C4BrCl3N2, molecular weight is 262.3192, as common compound, the synthetic route is as follows.

5-Bromo-2,4,6-trichloropyrimidine (1.28 g, 4.88 mmol) and 3,3-difluorocyclobutan- amine hydrochloride (715 mg, 4.98 mmol) were suspended in acetonitrile (6 mL) and N,N- diisopropylethylamine (1.55 g, 2.1 mL, 12 mmol) was added at room temperature. The resulting yellow solution was stirred for 7 h at room temperature. After that, the reaction mixture was concentrated in vacuo and the residue was purified by column chromatography (silica gel, 80 g, eluting with ethyl acetate / n-heptane, gradient 0: 100 to 10:90) to yield, after drying in vacuo (40C, 5 mbar), the title compound as a pale yellow oil (1.188 g, 73%). HPLC (method (0254) LCMS_fastgradient) tR = 1.31 min. 1H NMR (CDC13, 300 MHz): delta 2.48-2.67 (m, 2 H), 3.08-3.25 (m, 2 H), 4.39-4.53 (m, 1 H), 5.78-5.90 (m, 1 H). MS (ES+) m/z 330.0, 332.0, 334.0 [M+H, Br & 2 CI isotopes] .

Statistics shows that 63931-21-5 is playing an increasingly important role. we look forward to future research findings about 5-Bromo-2,4,6-trichloropyrimidine.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BARTELS, Bjoern; JAKOB-ROETNE, Roland; LIMBERG, Anja; NEIDHART, Werner; RATNI, Hasane; REUTLINGER, Michael; STEINER, Sandra; (89 pag.)WO2018/11164; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 6693-08-9, 2,4,6-Trichloro-5-fluoropyrimidine, 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, Product Details of 6693-08-9, blongs to pyrimidines compound. Product Details of 6693-08-9

To a reaction flask were added 2,4,6-trichloro-5-fluoropyrimidine (0.64 g, 3.16 mmol), DIPEA (1.02 g, 7.91 mmol), (R)-methyl 3-amino-4,4-dimethylpentanoate (0.42 g, 2.63 mmol) and dichloromethane (10 mL), and the reaction mixture was stirred at rt for 24 h. To the reaction mixture was added water (20 mL), and the resulting mixture was extracted with dichloromethane (20 mL x 3). The combined organic layers were washed with saturated brine (30 mL), dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated in vacuo and the residue was purified by silica gel column chromatography (PE/EtOAc (v/v) = 20/1) to give the title compound as a light yellow solid (420 mg, 49 %).MS (ESI, pos. ion) m/z: 324.10[M+H]+

The synthetic route of 6693-08-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; REN, Qingyun; TANG, Changhua; LIN, Xiaohong; YIN, Junjun; YI, Kai; (270 pag.)WO2017/97234; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 68797-61-5, Adding some certain compound to certain chemical reactions, such as: 68797-61-5, name is 5-Bromo-4,6-dichloropyrimidine,molecular formula is C4HBrCl2N2, 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 68797-61-5.

To AY-1 (1.25 g, 5.49 mmol)In anhydrous MeOH (15 mL)NaOMe (2.37 g, 43.89 mmol) was added to the solution.The mixture was stirred at rt for 1 h. The solution was filtered and concentrated.The residue was purified by flash chromatography on SiO2 to give Intermediate AY.

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. 68797-61-5, 5-Bromo-4,6-dichloropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BAKONYI,JOHANNA; BRUNETTE,STEVEN RICHARD; COLLIN,DELPHINE; HUGHES,ROBERT OWEN; LI,XIANG; LIANG,SHUANG; SIBLEY,ROBERT; TURNER,MICHAEL ROBERT; WU,LIFEN; ZHANG,QIANG; (169 pag.)TW2018/38997; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 914612-23-0, 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.914612-23-0, name is 6-Benzyl-4-chloro-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine, molecular formula is C14H14ClN3, molecular weight is 259.7341, as common compound, the synthetic route is as follows.

4-Chloro-7-benzyl-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine (1.5 g, 5.8 mmol) was added sequentially to a 100 mL reaction flask.2-fluoro-4-methylsulfonylaniline (1.3 g, 6.9 mmol), Pd2(dba)3 (1.2 mmol), X-Phos (1.2 mmol),CS2CO3 (2.5 mmol) and anhydrous (30 mL).The reaction solution was purged with nitrogen and refluxed overnight.After the reaction was completed, the reaction solution was extracted twice with ethyl acetate.The mixture was washed twice with saturated sodium chloride, dried over anhydrous sodium sulfate and evaporated.Purified by silica gel column chromatography(PE: EA = 1:1) gave 2 g of a yellow solid, yield 83%.

Statistics shows that 914612-23-0 is playing an increasingly important role. we look forward to future research findings about 6-Benzyl-4-chloro-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine.

Reference:
Patent; Jiangxi University of Traditional Chinese Medicine; Yang Zunhua; Fang Yuanying; Jin Yi; Wang Qi; Ouyang Hui; Feng Yulin; (33 pag.)CN110256420; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 4359-87-9, 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. 4359-87-9, name is 2,4,6-Trichloro-5-nitropyrimidine. A new synthetic method of this compound is introduced below.

Dissolve 0.G2 mole (4.53 gm) 2,4,6-Trichloro-5-Nitropyrimidine 31 in 40 ml THF keep at 10C under stirring. Dissolve 0.02 mole (3aR,4S,6R,6aS)-6-amino-2,2- dimethyltetrahydro-3aH-cyclopenta[d][l ,3]dioxol-4-ol 10 (3.46 gm) in 25 ml THF. Charge (3aR,4S,6R,6aS)-6-amino-2,2-dimethyltetrahydro-3aH-cyclopenta [d][l ,3]dioxol-4-ol solution dropwise in reaction mass. Stir for 3-4 hours. Check TLC and upon completion of reaction remove THF under vacuum, add water and extract with ethyl acetate. Concentrate ethyl acetate under vacuum to obtain oily liquid, 45, which can be taken directly to next step.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,4359-87-9, 2,4,6-Trichloro-5-nitropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; ANLON CHEMICAL RESEARCH ORGANIZATION; RASADIA, Punitkumar Rameshbhai; RAMANI.Vaibhav Narendrakumar; PANDEY, Bipin; BHADANI, Vijay Nagjibhai; VACHHANI, Dipakkumar Dhanjibhai; SHAH, Anamik Kantilal; WO2015/162630; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 32779-37-6, 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 32779-37-6, name is 2,5-Dibromopyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 1 5-Bromo-2-[4-(phenylmethoxy)phenyl]pyrimidine 104.25 g (0.438 mol) of 2,5-dibromopyrimidine, 100.00 g (0.438 mol) of 4-(phenylmethoxy)benzeneboronic acid, 4.75 g (0.00438 mol) of palladium (10%) on activated carbon, 4.50 g (0.01752 mol) of triphenylphosphine and 93.00 g (0.876 mol) of sodium carbonate are heated in 1000 ml of toluene, 500 ml of ethanol and 300 ml of water for 24 hours at 80 C. The palladium catalyst is subsequently separated off from the reaction mixture at 80 C. by filtration. The aqueous lower phase of the reaction mixture is separated off at 80 C., before the organic phase is freed of the solvents on a rotary evaporator and dried in a high vacuum. The crude product thus obtained is recrystallized from acetonitrile (3000 ml), giving 150.07 g (97% yield, based on 2,5-dibromopyridine) of 5-bromo-2-[4-(phenylmethoxy)phenyl]pyrimidine (purity according to HPLC: 98%).

According to the analysis of related databases, 32779-37-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Hoechst Aktiengesellschaft; US5550236; (1996); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 74901-69-2, 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.74901-69-2, name is 2,4-Dichloro-6,7-dihydrothieno[3,2-d]pyrimidine, molecular formula is C6H4Cl2N2S, molecular weight is 207.08, as common compound, the synthetic route is as follows.

1.1 (R)-2-(2-chloro-6,7-dihydrothieno[3,2-d]pyrimidin-4-ylamino)-3-methylbutan-1-ol (III-1) 7.2 g 2,4-dichloro-6,7-dihydrothieno[3,2-d]pyrimidine (II) are placed in 36 ml dioxane, first 18 ml diisopropylethylamine, then 6.1 g (R)-(-)-2-amino-3-methyl-1-butanol are added. The reaction mixture is heated to 100 C. until there is no further reaction, and after cooling evaporated down. The residue is treated with petroleum ether/ethyl acetate (9:1) in the ultrasound bath and the solid is suction filtered and dried. 8.3 g (III-1) are obtained as a solid. Analytical HPLC (method A): RT=2.75 min

Statistics shows that 74901-69-2 is playing an increasingly important role. we look forward to future research findings about 2,4-Dichloro-6,7-dihydrothieno[3,2-d]pyrimidine.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; Nickolaus, Peter; US2013/225609; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 50270-27-4, 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 50270-27-4 as follows.

To a solution of 2,4,6-trichloropyrimidine-5-carbaldehyde (19.0 g, 990 mmol) in methanol (300 mL) was added drop-wise a solution of hydrazine monohydrate (4.8 mL) in methanol (80 mL) at 0 °C followed by drop-wise addition of triethylamine (13 mL) in methanol (80 mL) at 0 °C. The mixture was stirred at the same temperature for 30 mm. The solvent was removed and the residue was purified by flash chromatography to afford the title compound (10.3 g, 62percent yield) as a yellow solid. ?H NMR (CDC13, 400IVIHz): 11.56 (br, 1H), 8.43 (s, 1H). MS m/z 190.68 [M+1].

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,50270-27-4, its application will become more common.

Reference:
Patent; DANA-FARBER CANCER INSTITUTE, INC.; GRAY, Nathanael, S.; HATCHER, John; CHOI, Hwan, Geun; (198 pag.)WO2016/130920; (2016); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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.10397-13-4, name is 4-(4,6-Dichloropyrimidin-2-yl)morpholine, molecular formula is C8H9Cl2N3O, molecular weight is 234.08, as common compound, the synthetic route is as follows.Product Details of 10397-13-4

Example 18 6-Methoxy-2-morphoIin-4-yl-f4,5’lbipyrimidinyl-2′-yIamine £98}To Intermediate A in DMF was added sodium methoxide in methanol and stirred at room temperature overnight. EtO Ac/brine extraction yielded 4-(4-Chloro-6- methoxy-pyrimidin-2-yl)-morpholine.4-(4-Chloro-6-methoxy-pyrimidin-2-yl)-morpholine was reacted with 2- aminopyrimidine-5-boronic acid pinacol ester in General Procedure A to yield the title compound.NMR: (CDCl3, 400MHz): 3.71 (t, 4H, 2xCH2, J = 4.7Hz); 3.80 (t, 4H, 2xCH2, J = 4.6Hz); 3.86 (s, 3H, CH3); 5.19 (br s, 2H, NH2); 6.22 (s, IH, ArH); 8.82 (s, 2H, 2xArH). MS: (ESI+): MH+ = 289.12

At the same time, in my other blogs, there are other synthetic methods of this type of compound,10397-13-4, 4-(4,6-Dichloropyrimidin-2-yl)morpholine, and friends who are interested can also refer to it.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; WO2009/66084; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia