Day: March 25, 2022

Adding a certain compound to certain chemical reactions, such as: 175277-33-5, 4-(Dimethoxymethyl)-2-methylpyrimidine, 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: C8H12N2O2, blongs to pyrimidines compound. Formula: C8H12N2O2

3N HClaq (30 mL, 90.00 mmol) was added to 4-(dimethoxymethyl)-2-methylpyrimidine (3 g, 17.84 mmol) at room teperature. The resulting solution was stirred at 50 C for 4 hours. The solvent was removed under reduced pressure to afford 2-methylpyrimidine-4- carbaldehyde (2.50 g, 88 %) as a red oil. ?H NMR (DMSO, 24 C, 400Hz) 2.81 (3H, s), 7.71(1H, d), 9.02 (1H, d), 9.93 (1H, s). mlz (ES+), [M+H]+ = 123.

The synthetic route of 175277-33-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; WARD, Richard, Andrew; GRAHAM, Mark, Andrew; SWALLOW, Steven; JONES, Clifford, David; (282 pag.)WO2016/162325; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference 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.

To a stirred solution of G2 (1.0 mmol) in THF (2.0 mL) was added Et3N (2.0 mmol). The mixture was cooled to 0C. After 5 min, an amine (1.0 mmol) was added dropwise and the mixture was stirred at room temperature overnight. The reaction mixture was diluted with CH2C12 (10 mL) and washed with brine (10 mL). The organic layer was dried over anhydrous MgS04 and concentrated in vacuo. The crude product was purified by flash column chromatography to give G3.; 9-Methyl-4-oxo-2-(phenylamino)-4H-pyrido[l ,2-a1pyrimidine-3-carbaldehyde (132)NMR (400 MHz, CDC13) delta 2.44 (s, 3H), 6.89 (t, J- 6.8 Hz, 1H), 7.11 (t, J= 7.2 Hz, 1H), 7.34 (t, J= 7.6 Hz, 2H), 7.62 (d, J= 6.4 Hz, 1H), 7.76 (d, J= 8.0 Hz, 2H), 8.80 (d, J= 6.8 Hz, 1H), 10.27 (s, 1H), 1 1.67 (brs, 1H); 13C NMR (100 MHz, CDC13) delta 18.1 , 94.6, 1 13.6, 121.8, 124.2, 125.9, 128.7, 133.6, 138.1, 138.9, 152.5, 153.8, 160.2, 190.2.

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:
Patent; INSTITUT PASTEUR KOREA; INSTITUT NATIONAL DE LA SANTE ET DE LA RECHERCHE MEDICALE (INSERM) (EPST); NO, Zaesung; KIM, Jaeseung; BRODIN, Priscille; SEO, Min Jung; PARK, Eunjung; CECHETTO, Jonathan; JEON, Heekyoung; GENOVESIO, Auguste; LEE, Saeyeon; KANG, Sunhee; EWANN, Fanny, Anne; NAM, Ji, Youn; FENISTEIN, Denis, Philippe, Cedric; CHRISTOPHE, Thierry; CONTRERAS DOMINGUEZ, Monica; KIM, EunHye; HEO, Jamung; WO2011/85990; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 163263-91-0 , The common heterocyclic compound, 163263-91-0, name is 2,4-Dichloro-6-(4-methoxyphenyl)pyrimidine, molecular formula is C11H8Cl2N2O, 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 2,4-dichloro-6-(4-methoxyphenyl)pyrimidine (1.01 g, 3.92 mmol) and (+/-)-trans-methyl 3-aminobicyclo[2.2.2]octane-2-carboxylate (1.02 g, 5.88 mmol) in DMF (20 mL) was added potassium carbonate (0.81 g, 5.88 mmol), and the mixture was stirred at 50 C overnight. To the reaction mixture was added water (70 mL), and the resulting mixture was extracted with ethyl acetate (100 mL x 3). The combined organic layers were washed with saturated brine (150 mL), dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated in vacuo to dry and the residue was purified by silica gel column chromatography (n-hexane/EtOAc (v/v) = 20/1-5/1) to give the title compound as a white solid (1.01 g, 64%).MS (ESI, pos. ion) m/z: 402.2 [M+H]?H NIVIR (400 MHz, CDC13) (ppm): 7.98 (d, J= 8.7 Hz, 2H), 6.98 (d, J= 8.9 Hz, 2H), 6.72 (s, 1H), 5.46 (d, J= 6.3 Hz, 1H), 4.32 (s, 1H), 3.88 (s, 4H), 3.74 (s, 3H), 2.39 (d, J= 5.1 Hz, 1H),2.08 (s, 1H), 1.90 – 1.84 (m, 1H), 1.78 – 1.71 (m, 2H), 1.70 – 1.63 (m, 4H), 1.58 (d, J= 10.2 Hz, 2H).

The synthetic route of 163263-91-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; REN, Qingyun; TANG, Changhua; YIN, Junjun; YI, Kai; LEI, Yibo; WANG, Yejun; ZHANG, Yingjun; (215 pag.)WO2018/127096; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 890094-38-9, 2-Chloro-N-isopropyl-5-nitropyrimidin-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, Product Details of 890094-38-9, blongs to pyrimidines compound. Product Details of 890094-38-9

4-amino-3-methoxy-N-(4-methylpiperazin-1-yl)benzamide(5.3g) was added to a solution of Compound 2-3(4.3g) in n-butanol(150ml). The mixture was reacted at 90C for 4.5 hours, cooled to room temperature, filtered, washed and dried to obtain a yellow solid(6.8g) in a yield of 77.1%. 1H NMR(400 MHz, DMSO-d6): delta 9.13(s, 1H), 8.38(d, J=6.8Hz, 1H), 7.93(m, 1H), 7.63(d, J=8.0Hz, 1H), 7.46(m, 1H), 7.08(m, 1H), 7.01(m, 1H), 4.31(m, 1H), 3.86(s, 3H), 3.55(br,4H), 2.52(br, 4H), 2.32(s, 3H), 1.24(d, J=6.4Hz, 6H)ppm.

The synthetic route of 890094-38-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Si Chuan University; CSPC Zhongqi Pharmaceutical Technology (Shijiazhuang) Co., Ltd.; YANG, Shengyong; WEI, Yuquan; EP2578584; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 1192064-63-3, Adding some certain compound to certain chemical reactions, such as: 1192064-63-3, name is 2,5-Dichloro-4-methylpyrimidine,molecular formula is C5H4Cl2N2, 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 1192064-63-3.

A sealed tube was charged with a stir bar, 4-[5-(3-amino-5-methylphenyl)-l,3-thiazol-2- yl]-l,4-diazepan-2-one (Intermediate XX, 75 mg, 0.25 mmol). 2,5-dichloro-4-methylpyrimidine (40 mg, 0.25 mmol), potassium carbonate (69 mg, 0.50 mmol), Pd2(dba)3 (23 mg, 0.025 mmol), and XPhos (59 mg, 0.124 mmol). The tube was evacuated and backfilled with argon three times. Fully degassed t-amyl alcohol (0.83 ml) was added and the tube was sealed and heated at 90 C for overnight. The resulting slurry was diluted with methanol, absorbed onto 1.5 g of silica, and purified via silica gel chromatography (0-20% methanol in ethyl acetate) to afford 54 mg (0.126 mmol, 51 % yield) of 4-(5-{3-[(5-Chloro-4-methylpyrimidin-2-yl)amino]-5-methylphenyl}-l,3- thiazol-2-yl)-l ,4-diazepan-2-one as a yellow solid. MS APCI: [M+H]+ m/z 429.1. 1H NMR (500 MHz, dmso) delta 9.73 (s, 1H), 8.42 (s, 1H), 7.74 (s, 1H), 7.59 (t, J = 5.0Hz, 1H), 7.46 (s, 1H), 7.37 (s, 1H), 6.91 (s, 1H), 4.16 (s, 2H), 3.78 (m, 2H), 3.21 (m, 2H), 2.44 (s, 3H), 2.26 (s, 3H), 1.78 (m, 2H). rhSyk = +++

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. 1192064-63-3, 2,5-Dichloro-4-methylpyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MERCK CANADA INC.; ALTMAN, Michael, D.; ARRINGTON, Kenneth, L.; BURCH, Jason; COTE, Bernard; FOURNIER, Jean-Francois; GAUTHIER, Jacques, Yves; KATTAR, Solomon; KNOWLES, Sandra Lee; LIM, Jongwon; MACHACEK, Michelle, R.; NORTHRUP, Alan, B.; REUTERSHAN, Michael, H.; ROBICHAUD, Joel, S.; SCHELL, Adam, J.; SPENCER, Kerrie, B.; WO2011/75560; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 163263-91-0, 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 163263-91-0 as follows.

To a solution of 2,4-dichloro-6-(4-methoxyphenyl)pyrimidine (1.01 g, 3.96 mmol) and (+/-)-trans-methyl 3 -aminobicyclo[2 .2. 2]octane-2-carboxylate (871 mg, 4.75 mmol) in N,N-dimethylformamide (20 mL) was added potassium carbonate (0.81 g, 5.88mmol). The mixture was stirred at rt overnight. To the reaction mixture was added water (70 mL), and the mixture was extracted with EtOAc (100 mL x 3). The combined organic layers were washed with saturated brine (100 mL), dried over anhydrous sodium sulfate, and filtered. The filtrate was concentrated in vacuo to dry.The residue was purified by silica gel column chromatography (PE/EtOAc (v/v) = 20/1) to give the title compound as a white solid (1.01 g, 64%).MS-ESI: (ESI, pos.ion) m/z: 402.2 [M+Hfb;?H NIVIR (400 IVIFIz, CDC13) (ppm): 7.98 (d, J = 8.7 Hz, 2H), 6.98 (d, J = 8.9 Hz, 2H), 6.72 (s, 1H), 5.46 (d, J= 6.3 Hz, 1H), 4.32 (s, 1H), 3.88 (s, 4H), 3.74 (s, 3H), 2.39 (d, J= 5.1 Hz, 1H),2.08 (s, 1H), 1.90-1.84 (m, 1H), 1.78-1.56 (m, 8H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,163263-91-0, its application will become more common.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; REN, Qingyun; TANG, Changhua; YIN, Junjun; YI, Kai; ZHANG, Yingjun; (264 pag.)WO2018/33082; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 37482-64-7, name is 2-Chloro-4-ethoxy-6-methylpyrimidine, the common compound, a new synthetic route is introduced below. HPLC of Formula: C7H9ClN2O

To a round bottom flask containing 600 mg (3.48 mmol) of 39, 489 mg (5.22 mmol) of azetidine hydrochloride, 131 mg (0.69 mmol) of Cul, 164 mg (0.69 mmol) of 3,4,7,8-tetramethyl- 1,10-phenanthroline and 2.83 g (8.70 mmol) of Cs2CO3 was added 15 mL of dry degassed DMF. The reaction mixture was stirred at 50 C for 3 h. The mixture was allowed to cool to room temperature and then filtered through Celite and the Celite pad was washed with CH2C12. The combined organic phase was washed with water and then with brine, dried (MgSO4) and concentrated under diminished pressure. The residue was purified by flash chromatography on a silica gel column (15 x 3 cm). Elution with 19:1 hexane-EtOAc followed by 9:1 hexane-EtOAc afforded 40 as a colorless solid:yield 565 mg (84%); mp 42-43 C; silica gel TLC Rf 0.29 (3:2 hexane-EtOAc); ?H NMR (CDC13, 400 MHz) 8 1.24 (t, 3H,J 7.2 Hz), 2.16 (s, 3H), 2.20 (quint, 2H,J 7.6 Hz), 4.01 (t, 4H,J 7.6 Hz), 4.20 (q, 2H,J= 7.2 Hz) and 5.73 (s, 1H); ?3C NMR (CDC13, 100 MHz) 6 14.4, 16.1,23.9,49.9,61.2, 95.0, 163.0, 167.7 and 170.1; mass spectrum (APCI), rn/z 194.1289 (M+H) (C,0H,6N30 requires 194.1293).

The synthetic route of 37482-64-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ARIZONA BOARD OF REGENTS ON BEHALF OF ARIZONA STATE UNIVERSITY; HECHT, Sidney; KHDOUR, Omar; ALAM, Mohammad; DEY, Sriloy; CHEN, Yana; CHEVALIER, Arnaud; (90 pag.)WO2016/133959; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 1254710-16-1, 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. 1254710-16-1, name is 8-Bromo-7-chloro-2-phenyl-[1,2,4]triazolo[1,5-c]pyrimidine. A new synthetic method of this compound is introduced below.

General procedure: A mixture of 5a (0.16 g, 0.5 mmol), the appropriate amine (1.5mmol, 3.0 equiv), and Et3N (0.51 g, 5 mmol) in anhydrous MeOH(15 mL) was stirred under reflux for 24 h until full consumption ofthe substrates. The progress of the reaction was monitored by TLC(eluent: PE-EtOAc, 3:1). Then, the mixture was concentrated underreduced pressure. The residue was directly subjected to columnchromatography on silica gel using PE-EtOAc (8:1) as the eluent toafford, respectively, the desired 7,8-bis(amino)-substituted[1,2,4]triazolo[1,5-c]pyrimidines 6g and 6h.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1254710-16-1, 8-Bromo-7-chloro-2-phenyl-[1,2,4]triazolo[1,5-c]pyrimidine, and friends who are interested can also refer to it.

Reference:
Article; Tang, Caifei; Wang, Chao; Li, Zhiming; Wang, Quanrui; Synthesis; vol. 46; 20; (2014); p. 2734 – 2746;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 60186-89-2, 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 60186-89-2 as follows.

To a suspension of 4-bromo-2,6-dimethoxypyrimidine (Intermediate A) (10.3 g, 46.8 mmol) and sodium hydrogen carbonate (NaHCCh) (5.51 g, 65.6 mmol) in MeOH/H20 (1 : 1, 120 mL) at room temperature was added bromine (4.34 mL, 84.2 mmol). The reaction mixture was stirred at room temperature for 1.5 hours. The mixture was diluted with dichloromethane (DCM) (100 mL) and the layers were separated. The aqueous phase was extracted with DCM (2 x 30 mL). The organic extracts were combined, filtered through a phase separator cartridge and concentrated in vacuo. The crude product was purified by chromatography on silica gel (220 g, 0-10% EtOAc in isohexane, gradient elution) to afford the title compound 4,5-dibromo-2,6-dimethoxypyrimidine (8.48 g, 60%) as a pale orange solid. Analytical data: Rl 2.24 min (Method 1); m/z 297/299/301 (M+H)+ (ES+).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,60186-89-2, its application will become more common.

Reference:
Patent; CORCEPT THERAPEUTICS INCORPORATED; HUNT, Hazel; CREPIN, Damien Francis Philippe; HILL-COUSINS, Joseph Thomas; BAKER, Thomas Matthew; DUFFY, Lorna; (0 pag.)WO2019/236487; (2019); 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. 4214-85-1, name is 2-Amino-6-methyl-5-nitro-3H-pyrimidin-4-one, molecular formula is C5H6N4O3, 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. COA of Formula: C5H6N4O3

A suspension of 2-amino-6-methyl-5-nitropyrimidin-4-one (G. N. Mitchell et. al. J. Org. Chem . , 1974, 39, 176) (20.0 g) in acetic anhydride (120 ML) was heated under reflux for 0.5 h.. The cooled suspension was filtered and the solids washed with ether to give 2-N-acetyl-6-methyl-5-nitropyrimidin-4-one (19.7 g).. 13C NMR (d6-DMSO) delta 174.5, 161.9, 153.3, 150.9, 133.8, 24.2, 21.4.

With the rapid development of chemical substances, we look forward to future research findings about 4214-85-1.

Reference:
Patent; Industrial Research Limited; Albert Einstein College of Medicine of Yesheva University; US6693193; (2004); B1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia