Tag: M.W:200-300

Electric Literature of 17326-27-1, Adding some certain compound to certain chemical reactions, such as: 17326-27-1, name is 2-Chloro-9-methyl-4-oxo-4H-pyrido[1,2-a]pyrimidine-3-carbaldehyde,molecular formula is C10H7ClN2O2, 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 17326-27-1.

General procedure: To a stirred solution of 2-chloro-4-oxo-4H-pyrido [1,2-a]pyrimidine-3-carbaldehyde (100mg, 0.479mmol) in THF (3mL) was added benzylamine (0.058mL, 0.527mmol) and TEA (0.1mL, 0.719mmol). The reaction mixture was stirred at 70C for 3h. after the mixture was concentrated, 1N aqueous HCl solution in THF (1/3 ratio, 4mL). The reaction mixture was stirred at 70C for 1h. after reaction was completed, the mixture was evaporated and neutralized to approximately pH 7 by adding 1N NaOH. The pale solid was collected by filtration and washed with H2O to give 5a (117mg, 87%) as a brown solid.

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. 17326-27-1, 2-Chloro-9-methyl-4-oxo-4H-pyrido[1,2-a]pyrimidine-3-carbaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Park, Dong-Sik; Jo, Eunji; Choi, Jihyun; Lee, MyungEun; Kim, Soohyun; Kim, Hee-Young; Nam, Jiyon; Ahn, Sujin; Hwang, Jong Yeon; Windisch, Marc Peter; European Journal of Medicinal Chemistry; vol. 140; (2017); p. 65 – 73;,
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.74647-39-5, name is 4-Phenylpyrimidine-2-carboxylic acid, molecular formula is C11H8N2O2, molecular weight is 200.19, as common compound, the synthetic route is as follows.name: 4-Phenylpyrimidine-2-carboxylic acid

To a solution of 5-((6-methoxy-7-(3-morpholinopropoxy)quinolin-4-yl)oxy)pyridin- 2-amine (S?, 50 mg, 0.12 mmol), 4-phenylpyrimidine-2-carboxylic acid (19?, 35 mg, 0.17 mmol) in DMF (1 mL), DIEA (100 pL, 74 mg, 0.57 mmol) and HATU (140 mg, 0.37 mmol) were added. The reaction mixture was then allowed to stir at room temperature overnight, but a significant amount of the starting material 2-aminopyridine 5? was detected. Additional equivalents of reagents wre added and the reaction mixture was allowed to stir at room temperature until most of the starting 2-aminopyridine 5? was consumed. The reaction mixture was then diluted with water (20 ml) and extracted with DCM (3 x 10 mL) and the combined organic layer was dried (MgS()4) and concentrated to give a brown residue. Reverse phase chromatography provided 26 mg (36%) ofAr-(5-((6-methoxy-7-(3-morpholinopropoxy)quinolin- 4-yl)oxy)pyridin-2-yl)-4-phenylpyrimidine-2-carboxamide (4) as a white solid. NMR (CDJOD, 300 MHz) d 9.03 (d, J= 5.4 Hz, 1H), 8.72 (d, J = 6.7 Hz, 1H), 8.67 (dd, J= 9.1, 0.7 Hz, 1H), 8.52 (dd, J= 2.9, 0.7 Hz, 1H), 8.40 – 8.30 (m, 2H), 8.20 (d, J= 5.4 Hz, 1H), 7.99 (dd, J = 9.1, 2.9 Hz, i l l). 7.86 (s, 1H), 7.66 – 7.52 (m, 4H), 7.06 (d, J = 6.7 Hz, 1H), 4.43 (t, J= 5.5 Hz, 2H), 4.19 – 4 03 (br s, 21 1). 4.09 (s, 3H), 3.93 – 3.75 (m, 2H), 3.67 (d, J= 12.5 Hz, 2H), 3 49 (t, ./= 7 4 Hz, 2H), 3.28 – 3.13 (m, 2H), 2 45 (p, ,/= 6.4 Hz, 2H) MS m/e: 593 (M+H)7

At the same time, in my other blogs, there are other synthetic methods of this type of compound,74647-39-5, 4-Phenylpyrimidine-2-carboxylic acid, and friends who are interested can also refer to it.

Reference:
Patent; RIGEL PHARMACEUTICALS, INC.; DARWISH, Ihab; YU, Jiaxin; KOLLURI, Rao; HOLLAND, Sacha; (0 pag.)WO2019/231942; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 1439-08-3, 5-Bromo-4-(tert-butyl)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, Product Details of 1439-08-3, blongs to pyrimidines compound. Product Details of 1439-08-3

To a stirred solution of commercially available 5-bromo-4-(tert-butyl)-pyrimidine (215 mg, 1 mmol) in THF (1 ml) and toluene (4 ml) was added triisopropyl borate (229 mg, 282 tl, 1.22 mmol) at -78 C followed by a drop-wise addition of n-butyl lithium (1 .6N in hexane) (731 tl, 1.17 mmol) at -78 C. The solution was allowed to stir at -78 C for 45 mm and then allowed to warm to room temperature. The reaction mixture was quenched by addition of 1M hydrochloride solution (2.5 ml) to pH = 1, diluted with water (5 ml) and extracted with diethyl acetate (2 x 40 ml). The combined organic layers were washec with brine (30 ml), dried (Mg504) and evaporated to yield (4-(tert-butyl)-pyrimidin-5-yl)-boronic acid (135 mg) as a light yellow oil, MS (ISP) mz = 181.1 [(M+H)i, which was used without further purification.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1439-08-3, 5-Bromo-4-(tert-butyl)pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; HOENER, Marius; WICHMANN, Juergen; (55 pag.)WO2017/72083; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 890094-38-9, 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. 890094-38-9, name is 2-Chloro-N-isopropyl-5-nitropyrimidin-4-amine. A new synthetic method of this compound is introduced below.

Step 2(3a) (4a)Compound (3a) (90.9 g, 0.420 mol), tetrahydrofuran (840 mL, abs.), Pt/C 5% (9.0 g, 42 mmol) and vanadyl acetylacetonate (4.5 g, 16 mmol) are added in a Parr apparatus and shaken under a hydrogen pressure of 50 psi at 20 C to 40 C for several hours until the reduction of the nitro group is complete (TLC control: silica gel, CH : EE = 1 : 1 ). The catalyst is removed and the solvent is evaporated under reduced pressure. The crude product is dissolved in a mixture of tetrahydrofuran (100 mL) and isopropanol (120 mL) and transferred into a three necked flask. Trimethylchlorosilane (54 ml) is added dropwise and the hydrochlorid precipitates. The suspension is stirred for 16 hours. The precipitate is suction filtered and dried. Yield: 54.8 g (59 % of theory) of compound (4a) as brown crystalline solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,890094-38-9, 2-Chloro-N-isopropyl-5-nitropyrimidin-4-amine, and friends who are interested can also refer to it.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; LINZ, Guenter; BISCHOFF, Daniel; EBNER, Thomas; WO2011/101369; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 1208087-83-5, name is 1-(2-Chloropyrimidin-4-yl)piperidine-4-carboxylic acid. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 1208087-83-5

To a suspension of the compound obtained in the previous step (8.87 g, 36.7 mmol) in dichloromethane (300 ml) were added Nu,Nu-diisopropylethyl amine (14.23 g, 1 10.1 mmol), 3,5- dimethoxyaniline (16.87 g, 1 10.1 mmol) and TBTU (17.68 g, 55.1 mmol). After stirring for 17h at room temperature the reaction mixture quenched by the addition of a saturated aqueous solution of sodiumbicarbonate and extracted with dicloromethane. The combined organic layers were dried over Na2S04 and evaporated under reduced pressure. The crude product was purified by normal phase chromatography, eluting with Heptane with 50% ethyl acetate to give 1 -(2-chloropyrimidin-4-yl)-N-(3,5-dimethoxyphenyl)piperidine-4-carboxamide (6.99 g) as a white solid

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 1208087-83-5, 1-(2-Chloropyrimidin-4-yl)piperidine-4-carboxylic acid.

Reference:
Patent; MSD OSS B.V.; HUISMAN, Ines; VAN DER STELT, Marcelis; WIEDENHOF, Wouter; BAKER-GLENN, Charles, Anthony, Graham; BLACKABY, Wesley, Peter; TRIVEDI, Naimisha; WO2013/41457; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 392326-81-7, Adding some certain compound to certain chemical reactions, such as: 392326-81-7, name is 4-(4-Bromophenyl)pyrimidin-2-amine,molecular formula is C10H8BrN3, 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 392326-81-7.

To a slurry of 4-(4-bromo-phenyl)-pyrimidin-2-ylamine (300 mg, 1 mmol), bis(pinacolato)diborane (400 mg, 1.6 mmol), KOAc (330 mg, 3.3 mmol) in dioxane (7 mL) was added Pd(dppf)Cl2 (60 mg). The reaction mixture was heated to 100 C. for 2 h then cooled to RT. The solvent was removed. The residue was dissolved in DCM, washed with H2O, and dried (Na2SO4). Upon concentration, some of the product precipitated out and was collected to afford 90 mg of a mixture of 4-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-pyrimidin-2-ylamine (70) and the corresponding boronic acid.

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. 392326-81-7, 4-(4-Bromophenyl)pyrimidin-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Roche Palo Alto LLC; US2011/70190; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 1260682-15-2 ,Some common heterocyclic compound, 1260682-15-2, molecular formula is C5H3Cl3N2O, 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.

A mixture of 2,4,6-trichloropyrimidin-5-yl)methanol (1.1 g), 1 -phenylvinylboronic acid (0.8 g), Tetrakis (0.3 g), sodium carbonate (1.64 g) in toluene (14 mL) and water (3 mL) was heated at 100 0C for 12 h. Water was added followed by ethyl acetate, the aqueous layer was extracted with ethyl acetate (x3), and the combined organic layers were dried over anhydrous sodium sulfate and then filtered. The filtrate was concentrated, and the residue was purified Biotage eluting with 10-40% EtOAc/Hexanes to give the title compound as a white solid (325 mg). LC-MS (M+H)+ = 281.02. 1H NMR (500, MHz, chloroform-d) delta ppm 7.5 (5H, m), 6.01 (IH, s), 5.67 (IH, s), 4.62 (2H, s).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1260682-15-2, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; BOY, Kenneth M.; GUERNON, Jason M.; MACOR, John E.; OLSON, Richard E.; SHI, Jianliang; THOMPSON, III, Lorin A.; WU, Yong-Jin; XU, Li; ZHANG, Yunhui; ZUEV, Dmitry S.; WO2011/14535; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 943006-46-0, 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. 943006-46-0, name is 4-Amino-6-iodo-2-methylpyrimidine. A new synthetic method of this compound is introduced below.

Part C: A mixture of 4-amino-6-diodo-2-methylpyrimidine (500 mg, 2.13 mmol) and NaH (60% dispersion in mineral oil, 170 mg, 4.25 mmol) in DMF (15 mL) was stirred at RT for 30 min. A solution of Intl-A (741 mg, 2.13 mol) in DMF (7 mL) was added, and the reaction mixture was stirred at RT for 1 h. The reaction mixture was poured into EtOAc (ca. 100 mL) and water (ca. 25 mL), 1M aqueous HCl was added to give pH=7, and the layers were separated. The organic layer was dried (Na2SO4) and concentrated under reduced pressure. The residue was purified by flash chromatography, elution with 40-75% EtOAc in hexanes, to give Int-6 (710 mg, 66%) as an off-white solid. LCMS (m/z): 503 (M+H)+

At the same time, in my other blogs, there are other synthetic methods of this type of compound,943006-46-0, 4-Amino-6-iodo-2-methylpyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; ICAGEN, INC.; US2007/197523; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 778574-06-4, 6-Benzyl-2,4-dichloro-5,6,7,8-tetrahydropyrido[4,3-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, SDS of cas: 778574-06-4, blongs to pyrimidines compound. SDS of cas: 778574-06-4

Compound (C) (35.0 g, 0.106 mol) prepared in the step 2 was dissolved in 1,2-dichloroethane (850 mL), then triethylamine (14.9 mL, 0.107 mol) and 1-chloroethyl chloroformate (34.1 mL, 0.316 mol) were added thereto and the mixture was stirred under a condition of heating to reflux for 5 hours. After confirming the progress of the reaction by a thin-layer chromatography, the reaction mixture was cooled, washed with water and a saturated aqueous saline solution successively and dried over anhydrous magnesium sulfate. The resulting solution was concentrated and the residue was purified by a column chromatography (silica gel, n-hexane:ethyl acetate = 3:1). The product was dissolved in methanol (850 mL) and stirred under a condition of heating to reflux for 1 hour. After confirming the progress of the reaction by a thin-layer chromatography, it was concentrated to dryness to prepare compound (D) (23.5 g, yield: 95%).

The synthetic route of 778574-06-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KYOWA HAKKO KOGYO CO., LTD.; EP1547616; (2005); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 1266343-30-9, 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. 1266343-30-9, name is 5-Bromo-4-chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine, molecular formula is C7H5BrClN3, 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 2: 4-Chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylic acid [Chem. 4]To a stirred solution of 5-bromo-4-chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine (STEP 1, 8.20 g, 33.3 mmol) in tetrahydrofuran (120 mL) was added 1.59 M n-butyllithium in hexane solution (25.1 mL, 39.9 mmol) slowly at -78 oC. After stirring at -78 oC for 1 hr, solid CO2 was added to the mixture. The resulting was warmed to room temperature gradually, and quenched with 1M HCl aqueous solution (200 mL). The mixture was extracted with dichloromethane/methanol (10/1, 200 mLx4), and the combined organic fraction was dried over magnesium sulfate. After removal of the solvent by evaporation, the residue was triturated with ethyl acetate (100 mL) and collected by filtration to give the title compound (6.11 g, 87%) as an off-white solid.;LCMS (Method A) m/z: M+1 212.0; tR = 1.30 min.

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 1266343-30-9, 5-Bromo-4-chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine.

Reference:
Patent; RAQUALIA PHARMA INC.; YAMAGISHI, Tatsuya; OHSHIRO, Hiroyuki; WO2011/18894; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia