Category: pyrimidines

Reference of 99979-77-8 ,Some common heterocyclic compound, 99979-77-8, molecular formula is C5H6ClN3O, 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 1Preparation of Ethyl [(2-chloro-5-methoxypyrimidin-4-yl)amino]-carbonothioylcarbamate (2) 2-Chloro-5-methoxypyrimidin-4-amine (1) (6.4 g, 0.040 mol) was suspended in ethyl acetate (100 mL) and heated to near reflux. Ethyl isothiocyanatidocarbonate (8.9 g, 1.7 eq) was added all at once, and the mixture was maintained at reflux for 10 hours. The resulting slurry was cooled to 15° C., and the solid product was isolated by filtration and the cake washed with fresh ethyl acetate to afford the title compound in several crops as a solid (7.8 g, 67percent): mp 182° C.; 1H NMR (DMSO-d6): delta 11.97 (s, 1H), 11.72 (s, 1H), 8.50 (s, 1H), 4.22 (q, 2H), 3.72 (s, 3H), 1.17 (t, 3H); 13C NMR (DMSO-d6): delta 177.82, 153.58, 150.00, 149.01, 144.26, 142.63, 62.76, 57.56, 14.44; Mass spec (accurate mass): Calcd for C9H11ClN4O3S: 290.024039; found, 290.0241.

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. 99979-77-8, 2-Chloro-5-methoxypyrimidin-4-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; DOW AGROSCIENCES LLC; US2011/295003; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 4983-28-2, 2-Chloro-5-hydroxypyrimidine, 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-5-hydroxypyrimidine, blongs to pyrimidines compound. Safety of 2-Chloro-5-hydroxypyrimidine

600 mg (2.11 mmol) of example VII.1, 275 mg (2.11 mmol) 2-chloro-5-hydroxypyrimidine and 1.12 mL (6.53 mmol) DIPEA in 8 mL NMP are stirred at 150° C. for 6 h in a microwave oven. Afterwards the reaction mixture is directly purified by HPLC (MeOH/H2O/NH3).C18H22N4O3 (M=342.4 g/mol)ESI-MS: 343 [M+H]+Rt (HPLC): 1.04 min (method J)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,4983-28-2, 2-Chloro-5-hydroxypyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; FLECK, Martin; HEIMANN, Annekatrin; HEINE, Niklas; NOSSE, Bernd; ROTH, Gerald Juergen; US2014/315882; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
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Related Products of 26452-81-3, 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 26452-81-3, name is 4-Chloro-6-methoxypyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

To a large microwave vial was added 4-chloro-6-methoxypyrimidine (0.201 g,1.391 mmol), 5 -chloro- 1 -methyl-7-(4,4,5 ,5 -tetramethyl- 1,3 ,2-dioxaborolan-2-yl)- 1 H-indazole (0.407 g, 1.391 mmol), and 2 M aqNa2CO3 (0.70 ml, 1.391 mmol) in DME (5.56 ml)/EtOH (0.696 ml). The mixture was purged with Ar for several mi PdC12(dppf)- CH2C12 adduct (0.114 g, 0.139 mmol) added and then heated at 90 °C. After 4 h, the reaction mixture was cooled to rt, diluted with water, and extracted with EtOAc. The organic layer washed with brine, dried over Na2SO4, filtered, and concentrated to give anorange-brown residue. The crude material was purified by normal phase column chromatography eluting with a gradient of hexanes/EtOAc to give 5-chloro-7-(6- methoxypyrimidin-4-yl)- i-methyl-i H-indazole (0.382, 100percent) as a solid. MS(ESI) m/z:275.1 (M+H) and 277.1 (M+2+H).

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 26452-81-3, 4-Chloro-6-methoxypyrimidine.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; CORTE, James R.; DE LUCCA, Indawati; FANG, Tianan; YANG, Wu; WANG, Yufeng; DILGER, Andrew K.; PABBISETTY, Kumar Balashanmuga; EWING, William R.; ZHU, Yeheng; WEXLER, Ruth R.; PINTO, Donald J. P.; ORWAT, Michael J.; SMITH, Leon M. II; WO2015/116886; (2015); A1;,
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Synthetic Route of 65996-58-9, Adding some certain compound to certain chemical reactions, such as: 65996-58-9, name is 2-Amino-3H-pyrrolo[3,2-d]pyrimidin-4(5H)-one,molecular formula is C6H6N4O, 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 65996-58-9.

General procedure: Amixture of 9-deazapurine 5 (150.0 mg, 1.0 mmol) and benzoylchloride (2.2 equiv) in trifluoromethanesulfonic acid (3.45 g,23 mmol) was stirred at 80-120 C for 48 h. After the mixturewas cooled and H2O (15 mL) was added. Then the reaction wasneutralized with NaOH 1.0 mol/L, the volume adjusted to approximately35 mL by adding H2O and then 60 equiv of NaOH wereadded. The reaction was stirred for 2.5 h at 60 C. The mixturewas neutralized with glacial acetic acid and the formed solid wasfiltered under vacuum and washed several times with dichloromethane(10 mL), ethyl acetate (10 mL), acetone (5 mL) andmethanol (5 mL). The precipitate purity was monitored by CCDand depending on the product, further purification was necessaryby recrystallization in methanol or flash chromatography usingCH2Cl2/MeOH (4:1) as eluent.

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. 65996-58-9, 2-Amino-3H-pyrrolo[3,2-d]pyrimidin-4(5H)-one, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Rodrigues, Marili V.N.; Barbosa, Alexandre F.; Da Silva, Julia F.; Dos Santos, Deborah A.; Vanzolini, Kenia L.; De Moraes, Marcela C.; Correa, Arlene G.; Cass, Quezia B.; Bioorganic and Medicinal Chemistry; vol. 24; 2; (2016); p. 226 – 231;,
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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. 99586-66-0, name is 2-Amino-4-chloro-6-methylpyrimidine-5-carbonitrile. This compound has unique chemical properties. The synthetic route is as follows. category: pyrimidines

(S)-1-(6-(1-(Difiuoromethyl)-1H-pyrazol-5-yl)-1-methyl-1H-pyrrolo[3,2-b]pyridin- 5-yl)ethanamine (115 mg, 0.393 mmol), 2-amino-4-chloro-6-methylpyrimidine-5-carbonitrile (100 mg, 0.593 mmol), and N-ethyl-N-isopropylpropan-2-amine (0.21 mL, 1.2 mmol) were combined in acetonitrile (6 mL). The reaction mixture was heated in a microwave reactor at 120C for 2 hours and then concentrated. The residue was taken up in DMF and purified by preparative HPLC (basic mode) eluting with 30-45% ACN in water. The fractions containing the desired compound were combined and extracted with EtOAc (200 mL). The combined organic layers were dried over Na2SO4, filtered, and concentrated in vacuo to give the title compound (97 mg, 58%). 1H NMR (500 MHz, CD3OD) delta ppm 1.41 – 1.49 (m, 3 H), 3.88 (s, 3 H), 5.91 (q, J=6.67 Hz, 1 H), 6.63 (d, J=2.93 Hz, 1 H), 6.86 (d, J=2.44 Hz, 1 H), 7.49 – 7.77 (m, 2 H), 7.95 (s, 1 H), 8.19 (d, J=2.93 Hz, 1 H); ESI-MS m/z [M+H]+ calc’d for C19H18F2N10, 425; found 425.

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, 99586-66-0, 2-Amino-4-chloro-6-methylpyrimidine-5-carbonitrile.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; CHANG, Edcon; NOTZ, Wolfgang Reinhard Ludwig; WALLACE, Michael B.; WO2014/11568; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 51-20-7, 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 51-20-7 as follows.

General procedure: Thymidine (dThd) and 2′-deoxyuridine (dUrd) were assayed as sugar donors. Different purine and pyrimidine bases were tested: 5-fluorouracil (5FUra), 5-bromouracil (5BrUra), 5-chlorouracil (5ClUra), 6-chloropurine (6ClPur), 6-bromopurine (6BrPur) and 6-chloro-2-fluoropurine (6Cl2FPur). Reactions were performed using 100 mg/mL of immobilized LaNDT, 6 mM nucleoside and 2 mM base, 30 C and 200 rpm. At different times (5-8 h), 20 muL aliquots were taken and centrifuged at 10,000 x g, and the supernatant was analyzed by HPLC to evaluate yield expressed as percentage and product conversion expressed as mg of product per gram of support.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,51-20-7, its application will become more common.

Reference:
Article; Britos, Claudia N.; Lapponi, Maria Jose; Cappa, Valeria A.; Rivero, Cintia W.; Trelles, Jorge A.; Journal of Fluorine Chemistry; vol. 186; (2016); p. 91 – 96;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 63558-65-6 ,Some common heterocyclic compound, 63558-65-6, molecular formula is C4H2ClIN2, 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.

To a solution of lH-l,2,3-triazole (63.2 mg, 0.915 mmol) in THF (2.4mL), was added, portionwise, at 0C, NaH (39.9 mg, 0.998 mmol). After 30 minutes of stirring,4-chloro-5-iodopyrimidine (200 mg, 0.832 mmol) was added and the reaction mixture was allowed to come to room temperature, and stirred until judged complete by LCMS.To this was added aqueous saturated NH4C1, and the mixture was allowed to stir for 5 min at which time it was determined that the reaction was complete by LC-MS analysis.This reaction mixture was diluted with ethyl acetate and extracted twice. The combined organics were washed with brine and dried over Na2S04, filtered and concentrated in vacuo. The crude material was dissolved in a minimal amount of hexanes and loaded onto a silica gel column, the column was subsequently eluted as a gradient from 0-15%EtOAc/hexanes. The desired isomer was thus separated from the regioisomeric triazole adduct. The white solid attained (90mg, 39.6%) was determined to be the desired material by 1HNMR and LC/MS. MS (ES): m/z = 274.0 [M+H]+. ¾ NMR (400 MHz, CCI3D) delta ppm 9.34 (1 H, s), 9.15 (1 H, s), 8.03 (2 H, s).

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. 63558-65-6, 4-Chloro-5-iodopyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; VELAPARTHI, Upender; FRENNESSON, David B.; SAULNIER, Mark G.; AUSTIN, Joel F.; HUANG, Audris; BALOG, James Aaron; VYAS, Dolatrai M.; WO2012/9510; (2012); A1;,
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Pyrimidine – Wikipedia

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. 6299-25-8, name is 4,6-Dichloro-2-(methylthio)pyrimidine. A new synthetic method of this compound is introduced below., category: pyrimidines

Example 1 4,6-Dichloro-2-methanesulfonyl-pyrimidine A solution of 4,6-dichloro-2-(methylthio)pyrimidine (48.3 g, 247 mmol) in dichloromethane (1 L) was cooled on an ice bath. 3-Chloroperoxybenzoic acid (152 g, 619 mmol) was added portion-wise keeping the temperature below 10 C. The solution was allowed to warm to room-temperature and stirred over-night. The mixture was diluted with dichloromethane (2 L) and treated with an aqueous solution of sodium thiosulphate and sodium hydrogen carbonate (600 mL). The resulting mixture was stirred over-night. The phases were separated and the organic layer was washed with sodium hydrogencarbonate (500 mL) and brine (1 L), dried over sodium sulphate, filtrated and concentrated in vacuo. The resulting yellow solid was stirred with ether and 4,6-dichloro-2-methanesulfonyl-pyrimidine (32.6 g, 58%) was collected by filtration 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, 6299-25-8, 4,6-Dichloro-2-(methylthio)pyrimidine.

Reference:
Patent; NEUROSEARCH A/S; US2011/230484; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 7752-72-9, 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. 7752-72-9, name is 5-Chloro-6-methylpyrimidin-4(3H)-one, molecular formula is C5H5ClN2O, 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.

General procedure: POCl3 (100 mL) was added dropwise to a solution of M-2 (0.36 mol)in toluene (150 mL), the mixture was refluxed for 3-5 h. The reactionmixture was concentrated under reduced pressure to remove tolueneand extra POCl3, and then poured into ice water. The water phase wasextracted with ethyl acetate (3 × 50 mL), the emerged organic phasewas successively washed with saturated sodium bicarbonate, dried overanhydrous magnesium sulfate, filtered and then concentrated underreduced pressure. The residue was purified through silica column togive M-3 as yellow liquid.

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 7752-72-9, 5-Chloro-6-methylpyrimidin-4(3H)-one.

Reference:
Article; Guan, Aiying; Wang, Mingan; Chen, Wei; Yang, Fan; Yang, Jinlong; Zhao, Yu; Li, Zhinian; Liu, Changling; Journal of Fluorine Chemistry; vol. 201; (2017); p. 49 – 54;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 39786-40-8, 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.39786-40-8, name is 4-Chloro-2-methylbenzofuro[3,2-d]pyrimidine, molecular formula is C11H7ClN2O, molecular weight is 218.6391, as common compound, the synthetic route is as follows.

A solution of 4-chloro-2-methyl-benzofuro[3,2-djpyrimidine (70.0 mg, 0.32 mmol), DIEA (85 jiL, 0.50 mmol) and n-butylamine (100 jiL, 1.01 mmol) in 1,4-dioxane (2.0 mL) was heated at 140 C in a microwave reactor for 3 h to give a pale yellow suspension. The crude residue was purified by reversephase preparative HPLC. The purified residue was dissolved in acetonitrile containing a trace of methanol and the solution was passed through a SiliaPrep Carbonate (Si-C03) 6 mL-1 g cartridge. Thefiltrate was evaporated in vacuo to afford a colorless crystalline solid (79.6 mg, yield 97%). LC-MS analysis of the freebase residue showed the desired product with a purity >98% and the desired product?smass: m/z 256 (M+H); Calcd for C15H17N30 = 255.32. 1H NMR (400 MHz, CDC13): oe 1.01 (t, J= 7.34Hz, 3H, CH3-CH2-CH2-), 1.50 (sxt, J= 7.38 Hz, 2H, -CH2-CH2-CH2-), 1.71 (quin, J 7.34 Hz, 2H, -CH2-CH2-CH2-), 2.70 (s, 3H, 2-CH3-), 3.72 (q, J 6.77 Hz, 2H, -CH2-CH2-CH2-), 5.14 (brs/appt, 1H, -NH-), 7.41 (dt, J = 7.95 and 4.10 Hz, 1H, Ph-), 7.57 (d, J = 4.16 Hz, 2H, Ph-), 8.16 (d, J 7.82 Hz, 1H,Ph-).

The chemical industry reduces the impact on the environment during synthesis 39786-40-8, I believe this compound will play a more active role in future production and life.

Reference:
Patent; SAINT LOUIS UNIVERSITY; WASHINGTON UNIVERSITY; MEYERS, Marvin, J.; SINGH, Megh; STALLINGS, Christina, L.; WEISS, Leslie, A.; WILDMAN, Scott; ARNETT, Stacy, D.; (134 pag.)WO2019/18359; (2019); A1;,
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