Day: August 18, 2021

Reference of 4316-97-6, 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.4316-97-6, name is 4,6-Dichloro-5-methylpyrimidine, molecular formula is C5H4Cl2N2, molecular weight is 163.01, as common compound, the synthetic route is as follows.

1-Methyl-1 ,4,5,6-tetrahydropyrrolo[3,4-c]pyrazole bis-hydrochloride salt (2.00 g,10.2 mmol) and 4,6-dichloro-5-methylpyrimidine (1.66 g, 10.2 mmol) were suspended tetrahydrofuran (51 ml.) at room temperature. To this was added triethylamine (4.41 ml_, 31.6 mmol), which caused cloudiness in the mixture and led to a brown solid sticking to the flask walls. This mixture was stirred at room temperature for 4 hours and then heated 50 degrees Celsius for an additional 19 hours. The reaction mixture was cooled to room temperature and diluted with water (100 ml_). This mixture was extracted with ethyl acetate (3 x 100 ml_). The organic extracts were pooled, washed with brine, dried over sodium sulfate, and filtered. The filtrate was reduced to dryness under vacuum to yield the title compound as a light brown solid (1 .95 g, 78%), which was used in the next step without further purification.1 H NMR (500 MHz, deuterochloroform) delta 2.54 (s, 3 H) 3.88 (s, 3 H) 4.90 (app. d, J=3.66 Hz, 4 H) 7.28 (s, 1 H) 8.29 (s, 1 H).

The chemical industry reduces the impact on the environment during synthesis 4316-97-6, I believe this compound will play a more active role in future production and life.

Reference:
Patent; PFIZER INC.; MASCITTI, Vincent; MCCLURE, Kim Francis; MUNCHHOF, Michael John; ROBINSON, Ralph Pelton, Jr.; WO2012/69948; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
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. 51940-64-8, name is Ethyl 2,4-Dichloro-5-pyrimidinecarboxylate. A new synthetic method of this compound is introduced below., category: pyrimidines

a) (S)-Ethyl 2-chloro-4-(1 -(5-fluoropyridin-2-yl)ethylamino)pyrimidine-5- carboxylateA solution of ethyl 2,4-dichloropyrimidine-5-carboxylate (prepared as described in WO2009/131687, 0.29 g, 1.31 mmol), (S)-1 -(5-fluoropyridin-2-yl)ethanamine hydrochloride (prepared as described in WO2006/1231 13, 0.28 g, 1.59 mmol) and diisopropylethylamine (0.69 ml_, 3.96 mmol) in acetonitrile (3 mL) was stirred overnight at ambient temperature. Water was then added and the reaction mixture was extracted with diethyl ether. The organic phase was washed with water and brine, dried (MgS04), filtered and the solvents evaporated under reduced pressure to yield the title compound (0.49 g, 85%) as an oil.LRMS (m/z): 325 (M+1 )+.1H-NMR delta (CDCIs): 1 .41 (t, 3H), 1 .58 (d, 3H), 4.39 (q, 2H), 5.42-5.55 (m, 1 H),7.31 (dd, 1 H), 7.39 (dd, 1 H), 8.49 (d, 1 H), 8.69 (s, 1 H), 9.37 (d, 1 H

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, 51940-64-8, Ethyl 2,4-Dichloro-5-pyrimidinecarboxylate.

Reference:
Patent; ALMIRALL, S.A.; EASTWOOD, Paul Robert; BACH TANA, Jordi; PAGES SANTACANA, Lluis Miquel; WO2013/17461; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 20781-06-0, 2,4-Diaminopyrimidine-5-carboxaldehyde, 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: C5H6N4O, blongs to pyrimidines compound. Formula: C5H6N4O

General procedure: Appropriate substituted benzoyl hydrazine 4 (1 equiv) was added to a solution of intermediate 2 (1mmol) in ethanol (10mL). The reaction mixture was stirred for 3h at reflux under the condition of the presence of acetic acid as catalyzer, then poured into cold water and the resulting solid was collected by filtrated, washed with EtOH (10mL), and dried in the atmospheric pressure to give the desired title compounds A, B, and C.

The synthetic route of 20781-06-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; He, Haifeng; Xia, Hongying; Xia, Qin; Ren, Yanliang; He, Hongwu; Bioorganic and Medicinal Chemistry; vol. 25; 20; (2017); p. 5652 – 5661;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 99469-85-9, 4,5-Dichloro-2-(methylthio)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, Safety of 4,5-Dichloro-2-(methylthio)pyrimidine, blongs to pyrimidines compound. Safety of 4,5-Dichloro-2-(methylthio)pyrimidine

Compound 51. To a mixture of compound 49 (976 mg, 5.13 mmol, 2 eq.), compound 50 (0.5 g, 2.56 mmol, 1 eq.) , Pd(PPh3)2Cl2 (360 mg, 512 mumol, 0.2 eq.), and CuI (244 mg, 1.28 mmol, 0.5 eq.) in THF (10 mL) was added TBAF (1 M, 2.56 mL, 1 eq.) in one portion at 0 C under N2. The reaction mixture was stirred at 60 C under N2 for 10 h. The mixture was partitioned between H2O(100 mL) and EtOAc(200 mL). The combined organic phase were washed with brine (200 mL), dried over Na2SO4, and concentrated in vacuo. The residue was purified by column chromatography (SiO2, PE/EtOAc: 1/0 to 50 /1) and prep- TLC (PE/EtOAc: 20:1) to afford compound 51 (0.3 g, 1.26 mmol, 49% yield) as a brown oil. 1H NMR (CDCl3, 400 MHz) delta 8.47 (s, 1H), 2.61 (d, J = 5.9 Hz, 2H), 2.56 (s, 3H), 1.13-1.03 (m, 1H), 0.61-0.52 (m, 2H), 0.36 (q, J = 4.9 Hz, 2H).

The synthetic route of 99469-85-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; YISSUM RESEARCH DEVELOPMENT COMPANY OF THE HEBREW UNIVERSITY OF JERUSALEM LTD.; SNIR-ALKALAY, Irit; VACCA, Joseph; BEN-NERIAH, Yinon; (238 pag.)WO2019/155468; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 54660-78-5 ,Some common heterocyclic compound, 54660-78-5, molecular formula is C4H4ClN3, 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.

General procedure: In a sealed tube and under argon atmosphere, the appropriate diazine (1.0equiv) and the corresponding boronic ester (3.0equiv) were dissolved in a mixture of dioxane/water 12:1 (7.7mL/mmol of diazine), then K3PO4 (3.0 or 5.0equiv) and palladium catalyst (Pd(PPh3)4 8molpercent or Pd(OAc)2 5molpercent+S-Phos 10molpercent) were added. The reaction mixture was refluxed overnight and then cooled to room temperature. The crude product was evaporated to dryness and purified using column chromatography or precipitated in MeOH/water (2:1) (20mL/mmol of diazine).

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. 54660-78-5, 4-Chloropyrimidin-5-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Fresneau, Nathalie; Cailly, Thomas; Fabis, Fre?de?ric; Bouillon, Jean-Philippe; Tetrahedron; vol. 69; 26; (2013); p. 5393 – 5400;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 862730-04-9, 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.862730-04-9, name is 3-Iodo-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine, molecular formula is C8H10IN5, molecular weight is 303.1, as common compound, the synthetic route is as follows.

General Suzuki coupling. Preparation of final products (see Table 1 for final product names and structures); 3-iodo-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine (40 mg, 0.13 mmol, 1 equivalent) was dissolved in DME (12 ml). Boronic acid (1.1 equivalent) was dissolved in EtOH (3.3 ml) and added to reaction mixture. Pd(PPh3)4 (30 mg, 0.026 mmol, 0.2 equivalents) and saturated Na2CO3 (1.9 ml) were added to the reaction mixture and heated to 80 C. under argon and refluxed for 8 hours. After cooling, the reaction was extracted with saturated NaCl and CH2Cl2. Organic phases were combined and solvent was removed. Resulting solid (or oil) was dissolved in dH2O-MeCN-trifluroacetic acid, 50:50:0.1 and purified by HPLC. Purified product (varying yields) was confirmed by LCMS.; Synthesis of 4-(4-Amino-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-benzenesulfonamide (BA14); A solution of benzenesulfonamide-4-boronic acid pinacol ester (23 mg, 0.08 mmol) in EtOH (3.3 mL) was added to a solution of 3-iodo-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine (20 mg, 0.07 mmol) in DME (12 mL). Pd(PPh3)4 (16 mg, 0.014 mmol) and saturated Na2CO3 (1.9 mL) were added and the reaction was heated to 80 C. under an argon atmosphere overnight. After cooling, the reaction was extracted with saturated NaCl and CH2Cl2. Organic phases were combined, concentrated in vacuo and purified by RP-HPLC (MeCN:H2O:0.1% TFA) to yield BA14 (2.2 mg, 10% yield). ESI-MS (M+H)+ m/z calcd 333.1, found 333.1.

Statistics shows that 862730-04-9 is playing an increasingly important role. we look forward to future research findings about 3-Iodo-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine.

Reference:
Patent; Regents of the University of California; US2007/293516; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 271-70-5, Adding some certain compound to certain chemical reactions, such as: 271-70-5, name is 7H-Pyrrolo[2,3-d]pyrimidine,molecular formula is C6H5N3, 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 271-70-5.

5-Bromo-7H-pyrrolo[2,3-d]pyrimidine (7) is prepared by dissolving 7H-pyrrolo[2,3-d]pyrimidine (6) in chloroform and slowly adding Br2 in carbon tetrachloride at 0 C. After stirring for 1-2 hours, the reaction may be quenched in aqueous hydrochloric acid. Isolation by conventional means (e.g. extraction and silica gel chromatography) provides compound 7.

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. 271-70-5, 7H-Pyrrolo[2,3-d]pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Ibrahim, Prabha N.; Bremer, Ryan; Zhang, Jiazhong; Nespi, Marika; Cho, Hanna; US2009/286782; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
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. 23956-12-9, name is 5-(2-Hydroxyethyl)pyrimidine-2,4(1H,3H)-dione. A new synthetic method of this compound is introduced below., Formula: C6H8N2O3

On the basis of the modification of the 5-position of the uracil. The preparation of hydroxyethyluracil 28 is possible on a large scale according to a known method (J. D. Fissekis, A. Myles, G. B. Brown, J. Org. Chem. 1964, 29, 2670. g-Butyrolactone 25 was formylated with methyl formate, the sodium salt 26 was reacted to give the urea derivative 27 and this was cyclized to the hydroxyethyluracil 28 (Scheme 1). [C00006] [C00007] [00083] Hydroxyethyluracil 28 was methylated with methanesulphonyl chloride in pyridine to give 29 (J. D. Fissekis, F. Sweet, J. Org. Chem. 1973, 38, 264). [00084] The following stages have been newly invented: using sodium azide in DMF, 29 was reacted to give the azide 30 and this was reduced with triphenylphosphine in pyridine to give the aminoethyluracil 31. The amino function in 31 was finally protected with N-ethoxycarbonylphtalimide (Scheme 2). Nucleosidation of ribose tetrabenzoate 33 with N-phtaloylaminoethyluracil 32 produced the ribose tribenzoate 34 in good yields. The anomeric centre of the pyranose ring is in the beta configuration, as can be clearly seen from the coupling constants between H-C(1′) and H-C(2′) of J=9.5 Hz. Subsequent removal of the benzoate protective groups using NaOMe in MeOH yielded the linker triol 35. 35 was reacted with benzoyl chloride at -78 C. in pyridine/dichlormethane 1:10 in the presence of DMAP. In this process, in addition to the desired 2′-benzoate 36 (64%), 2′,4′-dibenzoylated product (22%) was also obtained, which was collected and converted into the triol 35 analogously to the methanolysis of 34 to 35. The 2′-benzoate 36 was tritylated with dimethoxytrityl chloride in the 4′-position in yields of greater than 90% in the presence of Huenig’s base in dichloromethane. The rearrangement of 4′-DMT-2′-benzoate 37 to the 4′-DMT-3′-benzoate 38 was carried out in the presence of DMAP, p-nitrophenol and Huenig’s base in n-propanol/pyridine 5:2. After chromatography, 38 is obtained. 4′-DMT-3′-benzoate 38 was finally reacted with ClP (OAll)N(iPr)2 to give the phosphoramidite 39 in the presence of Hunig’s base (Scheme 3). This can be employed for the automated oligonucleotide synthesis without alteration of the synthesis protocols.

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, 23956-12-9, 5-(2-Hydroxyethyl)pyrimidine-2,4(1H,3H)-dione.

Reference:
Patent; Nanogen Recognomics GmbH; US6699978; (2004); B1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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 23906-13-0, name is 2-Hydrazinyl-4,6-dimethylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 23906-13-0

EXAMPLE 6 Synthesis of 3-(3,4-dimethylphenyl)-1-(4,6-dimethyl-2-pyrimidinyl)-1,4,5,6-tetrahydropyridazine To a stirred solution of 4,6-dimethyl-2-hydrazinopyrimidine (500 mg, 3.62 mmol) in 7.2 mL of acetic acid under nitrogen is added 4-chloro-1-(3,4-dimethyl-phenyl)-1-butanone (763 mg, 3.62 mmol). The solution is stirred at 25C overnight. Acetic acid is removed. The residue is taken up in dilute sodium bicarbonate solution, extracted with dichloromethane twice, dried (MgSO4) and concentrated to give the intermediate hydrazone as a brown oily solid (1.21 g). A portion of this solid (200 mg, 0.60 mmol) is dissolved in 3 mL of anhydrous THF and stirred under nitrogen.

With the rapid development of chemical substances, we look forward to future research findings about 23906-13-0.

Reference:
Patent; E.I. DU PONT DE NEMOURS AND COMPANY; EP515041; (1992); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 3435-25-4, 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 3435-25-4, name is 4-Chloro-6-methylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

A suspension of 60% NaH in mineral oil (6 g, 150 mmol) was added to 4-hydroxy- piperidine-l-carboxylic acid tert-butyl ester (14.1 g, 70 mmol) in anhydrous THF (120 mL) at 0 C. The r.m. was stirred at 0 C for 30 min. A sol. of 4-chloro-6-methyl- pyrimidine (9 g, 70 mmol) in anhydrous THF (30 mL) was then added and the r.m. was stirred at r.t. for 24 h. Water was added and the mixture was extracted with DCM. The separated organic layer was dried (MgS04), filtered and the solvent was evaporated. The residue was purified by flash column chromatography (eluent: petroleum ether/EtOAc from 10/1 to 1/1). The product fractions were collected and concentrated in vacuo. Yield: 13 g of intermediate 5 (63 %).

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 3435-25-4, 4-Chloro-6-methylpyrimidine.

Reference:
Patent; JANSSEN PHARMACEUTICALS, INC.; BISCHOFF, Francois, Paul; VELTER, Adriana, Ingrid; VAN BRANDT, Sven, Franciscus, Anna; BERTHELOT, Didier, Jean-Claude; WO2012/126984; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia