Day: August 20, 2021

Synthetic Route of 216309-28-3 ,Some common heterocyclic compound, 216309-28-3, molecular formula is C9H12N2Si, 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.

b) 5-Ethynyl-pyrimidine; Potassium carbonate (7.38 g, 53.4 mmol) was added in one portion to a stirred solution of 5-trimethylsilanylethynyl-pyrimidine (4.71 g, 26.7 mmol) in methanol (10 ml). The reaction mixture was stirred for 2 hours at room temperature then concentrated in vacuo. The residue was suspended in dichloromethane and the inorganic solids were removed by filtration. The filtrate was concentrated in vacuo to remove ca. 95% of the solvent to afford 5-ethynyl-pyrimidine as a brown oil in crude form. This material was used in the subsequent Sonogashira reaction without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,216309-28-3, its application will become more common.

Reference:
Patent; Hebeisen, Paul; Roever, Stephan; US2008/70931; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 3764-01-0 , The common heterocyclic compound, 3764-01-0, name is 2,4,6-Trichloropyrimidine, molecular formula is C4HCl3N2, 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 2,4,6-trichloropyrimidine (100 mg, 0.55 mmol) in tetrahydrofuran (4 mL) were added tetrakis(triphenylphosphine)palladium (43 mg, 0.05 mmol), furan-2-ylboronic acid (61 mg, 0.55 mol) and an aqueous sodium carbonate solution (1 M, 1.64 mL, 1.64 mmol). The mixture was heated to 80°C and stirred overnight. To the reaction mixture was added water (50 mL), and the mixture was extracted with EtOAc (50 mL x 3). The combined organic layers were washed with saturated brine (50 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 (PE) to give the title compound as a yellow solid (42 mg, 3 6percent).MS (ESI, pos.ion) m/z: 215.0 [M+Hfb; ?H NMR (400 MFIz, CDC13) (ppm):7.67 (d, J= 0.7 Hz, 1H), 7.58 (s, 1H), 7.43 (d, J= 3.4 Hz, 1H), 6.65 (dd, J 3.4, 1.6 Hz, 1H).

The synthetic route of 3764-01-0 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; ZHANG, Yingjun; (264 pag.)WO2018/33082; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 696-82-2 ,Some common heterocyclic compound, 696-82-2, molecular formula is C4HF3N2, 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.

In a 20 mL vial, a mixture (1:1) of 2,4-difluoro-6-(2-methoxyethoxy)pyrimidine (INT-17) and 4,6-difluoro-2-(2-methoxyethoxy)pyrimidine (INT-16) was then heated to 65 C. in 10 mL of 30% NH3 in water. Upon completion, the reaction was cooled, extracted thrice with dichloromethane, and the combined organic extracts were dried over sodium sulfate. The organic fraction was then concentrated onto silica gel and purified by silica gel chromatography (0-100% ethyl acetate in heptane) to give the title compounds INT-18 1H NMR (400 MHz, DMSO-d6): delta 5.62 (1H), 5.09 (br s, 2H), 4.40 (m, 2H), 3.69 (m, 2H), 3.39 (s, 3H) and INT-19 1H NMR (400 MHz, DMSO-d6): delta 5.67 (1H), 5.10 (br s, 2H), 4.42 (m, 2H), 3.67 (m, 2H), 3.40 (s, 3H) as separate fractions

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,696-82-2, its application will become more common.

Reference:
Patent; Celgene Avilomics Research, Inc.; Alexander, Matthew David; Chuaqui, Claudio; Malona, John; McDonald, Joseph John; Ni, Yike; Niu, Deqiang; Petter, Russell C.; Singh, Juswinder; (164 pag.)US2016/75720; (2016); A1;,
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Pyrimidine – Wikipedia

Reference of 139756-22-2 ,Some common heterocyclic compound, 139756-22-2, molecular formula is C17H19ClN4O4S, 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.

Using the procedure described in Example 1, the reaction solvent and proton scavenger were varied.

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. 139756-22-2, 4-Ethoxy-3-(1-methyl-7-oxo-3-propyl-6,7-dihydro-1H-pyrazolo[4,3-d]pyrimidin-5-yl)benzene-1-sulfonyl chloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TEVA PHARMACEUTICAL INDUSTRIES LTD.; TEVA PHARMACEUTICALS USA, INC.; WO2005/67936; (2005); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 7752-78-5 ,Some common heterocyclic compound, 7752-78-5, molecular formula is C5H5BrN2, 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.

5-Bromo-1-(2-methylpyrimidin-5-yl)-1H-indole (13A) 5-Bromo-2-methylpyrimidine (0.971 g, 5.61 mmol) was added to a solution of 5-bromo-1H-indole (1 g, 5.1 mmol) and copper(I) bromide (0.073 g, 0.51 mmol) in DMF (10 mL) followed by potassium carbonate (1.762 g, 12.75 mmol), and the resulting mixture was stirred at 100° C. for 10 min. NaOH (0.153 g, 3.83 mmol) and copper(II) acetate (0.009 g, 0.051 mmol) were added at 110° C., and the reaction mixture was stirred for 16 h. Insoluble solids were filtered, and the filtrate was concentrated. The residue was partitioned between ethyl acetate and water. Separated organic layer was dried over sodium sulphate and filtered. The filtrate was concentrated in vacuo and purified by flash chromatography using 10percent ethyl acetate in hexane to afford the title compound (0.25 g, 16percent) as an off-white solid. 1H NMR (300 MHz, CDCl3): delta 8.81 (s, 2H), 7.83 (d, J=1.5 Hz, 1H), 7.36 (dd, J1=1.8 Hz, J2=8.7 Hz, 1H), 7.33-7.26 (m, 2H), 6.71 (d, J=3.3 Hz, 1H), 2.82 (s, 3H). ESI-MS m/z=288 (M+H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,7752-78-5, its application will become more common.

Reference:
Patent; GlaxoSmithKline LLC; CHEUNG, Mui; TANGIRALA, Raghuram S.; US2014/148437; (2014); 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. 157335-97-2, name is 5-Bromo-4,6-dimethylpyrimidine, the common compound, a new synthetic route is introduced below. Recommanded Product: 157335-97-2

Step 3. Synthesis of 4-[4-(4,6-dimethylpyrimidin-5-yl)-3-fluorophenoxy]-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[3,2-c]pyridine (C14) A mixture of C13 (427 mg, 0.881 mmol), 5-bromo-4,6-dimethylpyrimidine (150 mg, 0.802 mmol), tris(dibenzylideneacetone)dipalladium(0) (147 mg, 0.160 mmol), tricyclohexylphosphine (90 mg, 0.32 mmol) and potassium phosphate (341 mg, 1.61 mmol) in 1,4-dioxane (4 mL) containing 5 drops of water was heated at 120 C. for 2 hours under microwave irradiation. The mixture was filtered, the filtrate was concentrated under reduced pressure, and the residue was purified by preparative thin layer chromatography on silica gel (Eluent: ethyl acetate) to give the product, which was used without further purification. Yield: 180 mg, 0.387 mmol, 48%. LCMS m/z 465.3 [M+H+].

The synthetic route of 157335-97-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER INC; DAVOREN, JENNIFER ELIZABETH; DOUNAY, AMY BETH; EFREMOV, IVAN VIKTOROVICH; GRAY, DAVID LAWRENCE FIRMAN; MENTE, SCOT RICHARD; O’NEIL, STEVEN VICTOR; ROGERS, BRUCE NELSEN; SUBRAMANYAM, CHAKRAPANI; ZHANG, LEI; US2014/128374; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 147118-37-4, Adding some certain compound to certain chemical reactions, such as: 147118-37-4, name is N-(4-(4-Fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide,molecular formula is C16H18FN3O3S, 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 147118-37-4.

Step D: Titanium tetrachloride (1M in dichloromethane, 12.67 mL) was added dropwise to a solution of 4-(4-fluorophenyl)-6-isopropyl-2-(N-methyl-N-methylsulfonylamino)-5-pyrimidinecarbardehyde (2.13 g) (compound of formula (III-a)) in dry THF (60 mL) at 0C. After stirring for 15 minutes, a solution of compound of formula (II, PG=TBDMS, Z=OMe) (2 g) in dry THF (20 mL) and subsequently a solution of N-methylmorpholine (2.64 mL) in dry THF (20 mL) were slowly added. The reaction mixture was stirred at 0C for 3h, then quenched with water (40 mL) and extracted with EtOAc (3×40 mL). The combined organic layers were dried under vacuum and the resulting oil was purified via chromatographic column on silica gel (hexane/EtOAc 9:1) to give the 2.5 g of the corresponding racemic product of formula (I-a, PG=TBDMS, Z=OMe) (Molar yield = 68% yield). [0125] The 1 N-NMR spectrum is the same of that of the product of Example 4.

According to the analysis of related databases, 147118-37-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F.I.S.- Fabbrica Italiana Sintetici S.p.A.; De Lucchi, Ottorino; Tartaggia, Stefano; Ferrari, Clark; Galvagni, Marco; EP2769979; (2014); 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. 4318-56-3, name is 6-Chloro-3-methylpyrimidine-2,4(1H,3H)-dione, the common compound, a new synthetic route is introduced below. COA of Formula: C5H5ClN2O2

a) 6-Chloro-3-methyl-1-(2-methylpropyl)-1H-pyrimidine-2,4(1H,3H)-dione. A mixture of 6-chloro-3-methyl-1H-pyrimidine-2,4(1H,3H)-dione (J. Amer. Chem. Soc., 1980, 102, 5036) (27.85 g), 1-iodo-2-methylpropane (21.9 ml) and potassium carbonate (26.36 g) in anhydrous dimethylformamide (110 ml) was stirred at 90 C., under nitrogen for 40 hours. The reaction mixture was cooled to room temperature and diluted with water (800 ml). Brine (100 ml) was added and the mixture was extracted with ether (2*500 ml). The organic extracts were dried over anhydrous magnesium sulfate, filtered and evaporated under reduced pressure. The residual oil was triturated with ether and the resulting crystals were filtered, washed with ether and dried in vacuo to give the subtitle compound (7.38 g). The mother liquors were evaporated under reduced pressure and purified by column chromatography over silica eluding with isohexane:ether (1:1) to give further subtitle compound (6.90 g). 1H NMR (CDCl3) delta 0.96 (6H, d), 2.10-2.24 (1H, m), 3.34 (3H, s), 3.90 (2H, d), 5.92 (1H, s).

The synthetic route of 4318-56-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AstraZeneca AB; US6300334; (2001); B1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 24415-66-5 ,Some common heterocyclic compound, 24415-66-5, molecular formula is C6H5ClN4, 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: A mixture of chloro compound (50 mg) and amine derivative (2 equiv.) in PEG 400 (2 mL) wasstirred at 120 C for 5 min. After completion the reaction was then cooled to room temperature. DCM and water were added and the phases were separated. The aqueous phase was extracted withDCM and the organic phase was dried and filtered. The removal of solvent gave the product as solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,24415-66-5, its application will become more common.

Reference:
Article; Campos, Joana F.; Loubidi, Mohammed; Scherrmann, Marie-Christine; Berteina-Raboin, Sabine; Molecules; vol. 23; 3; (2018);,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 1260088-72-9, 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.1260088-72-9, name is 2,4-Dichloro-7,7-dimethyl-5,7-dihydrofuro[3,4-d]pyrimidine, molecular formula is C8H8Cl2N2O, molecular weight is 219.0679, as common compound, the synthetic route is as follows.

General procedure: A mixture of 2,4-dichloro-7,7-dimethyl-5,7-dihydrofuro[3,4-d]pyrimidine7 (257mg, 1.173 mmol), 1H-pyrazolo[4,3-c]pyridin-3-amine (291 mg, 1.735 mmol), N,N-diisopropylethylamine (0.40 mL, 2.3 mmol) and N,N-dimethylformamide (4.0 mL) was heated at 70 C for 2 hours. The reaction mixture was diluted with ethyl acetate, washed with water (2x) and brine, dried over magnesium sulfate, filtered, and evaporated in vacuo. The crude product was purified via flash chromatography on silica gel (24 silica, solvent gradient: 0-100% ethyl acetate in dichloromethane followed by 10% methanol indichloromethane) to yield 176.7 mg of the title compound.

Statistics shows that 1260088-72-9 is playing an increasingly important role. we look forward to future research findings about 2,4-Dichloro-7,7-dimethyl-5,7-dihydrofuro[3,4-d]pyrimidine.

Reference:
Article; Hanan, Emily J.; Baumgardner, Matt; Bryan, Marian C.; Chen, Yuan; Eigenbrot, Charles; Fan, Peter; Gu, Xiao-Hui; La, Hank; Malek, Shiva; Purkey, Hans E.; Schaefer, Gabriele; Schmidt, Stephen; Sideris, Steve; Yen, Ivana; Yu, Christine; Heffron, Timothy P.; Bioorganic and Medicinal Chemistry Letters; vol. 26; 2; (2016); p. 534 – 539;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia