Pyrimidines

Adding a certain compound to certain chemical reactions, such as: 19875-05-9, 4,6-Dichloro-2-(chloromethyl)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, COA of Formula: C5H3Cl3N2, blongs to pyrimidines compound. COA of Formula: C5H3Cl3N2

Description 128; 4, 6-Dichloro-2-iodomethylpyrimidine; A mixture of 4, 6-dichloro-2-chloromethylpyrimidine [Annales Pharmaceutici (Poznan) 12, 33-38, 1977] (3.3 g, 16.7 mmol) and sodium iodide (3.25 g, 21.7 mmol) in acetone (70 ml) was stirred at room temperature for 3 hours. The reaction mixture was concentrated to dryness. The residue was dissolved in ethyl acetate and the organic solution was washed with sodium thiosulfate solution (aq), brine, dried over sodium sulfate, filtered and concentrated to give a brown solid (4.5 g, 93 %). IH NMR (360 MHz, DMSO-d6) 4.53 (2 H, s), 7.93 (1 H, s).

The synthetic route of 19875-05-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME LIMITED; WO2005/47279; (2005); 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. 1722-12-9, name is 2-Chloropyrimidine, molecular formula is C4H3ClN2, 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. Formula: C4H3ClN2

Methyl 5-methyl-2-pyrimidin-2-ylbenzoate (B-3)A solution of 13^2 (4.38 kg5 15.84 mol) from the previous reaction was charged in a visually clean 100 L reactor equipped with a mechanical stirrer and a thermocouple. The mixture was solvent switched to 2-MeTHF (35 L). This was followed by addition of 2- chloropyrimidine (2.18 kg, 19.01 mol) (endothermic 19 to 140C) and sodium carbonate (5.04 kg, 47.5 mol). To this stirring suspension was added water (11.67 L) (exothermic 15-240C). The thick slurry was degassed with N2 for 40 minutes after which PdCl2(dppf)-CH2Cl2 adduct (0.518 kg, 0.634 mol) was added which causes the reaction to become black. The internal temperature was set to 74 0C and aged for 16 h. An aliquot was taken for HPLC analysis and revealed near complete consumption of the starting boronate (>97% conv.). The reaction was cooled to room temperature, and 12 L of water and 24 L of MTBE were added while maintaining stirring for 10 minutes. This solution was filtered on Solka-Floc and transferred to a 100 L extractor. The flask was further rinsed with 4 L of both MTBE and water (x2) and then another 4 L of MTBE. The layers were cut and the aqueous layers were back-extracted with 21.5 L of MTBE. Assay of the organic layers showed the biaryl ester (2.76 kg, 12.09 mol, 76 % yield). The organics were reloaded into the extractor and 1.26 kg of activated carbon (Darco KB-G grade) was added and the mixture was stirred for 2 h and then filtered over Solka-FIoc. The filter cake was washed with 3 x 10 L of MTBE. Heavy metal analysis revealed 427-493 ppm of Pd and 882-934 ppm of Fe. Assay was 2.381 kg of EbI (66% overall, 86% recovery from DARCO). Data for B^: lH NMR (500MHz, CDCI3, 293K, TMS): 8.78 (d, J – 4.87 Hz, 2 H); 7.97 (d, J = 7.93 Hz, 1 H); 7.51 (s, 1 H); 7.39 (d, J = 7.99 Hz, 1 H); 7.19 (t, J = 4.88 Hz, 1 H); 3.75 (s, 3 H); 2.44 (s, 3 H).

With the rapid development of chemical substances, we look forward to future research findings about 1722-12-9.

Reference:
Patent; MERCK & CO., INC.; MERCK FROSST CANADA LTD.; WO2009/143033; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 126352-69-0, Adding some certain compound to certain chemical reactions, such as: 126352-69-0, name is 4,5,6,7-Tetrahydropyrazolo[1,5-a]pyrimidine,molecular formula is C6H9N3, 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 126352-69-0.

To a solution of 4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine (3.0 g, 24.4 mmol) inTID’ (20 mL) was added NaH (60% in mineral oil, 1.5 g, 36.6 mmol). The reaction was stirred atroom temperature for 1 hr under N2. Then Boc20 (8. 0 g, 36.6 mmol) was added and the mixturewas stirred at room temperature for 16 hrs. The reaction mixture was poured into water ( 60 mL)and extracted with EA (50 mL x2). The organic layer was washed with water (50 mL) and brine(50 mL), dried over Na2S04 and concentrated. The residue was purified by silica gel column(DCM/J1eOH = 100/1) to give tert-butyl6,7-dihydropyrazolo[l,5-a]pyrimidine-4(5H)carboxylate(4.4 g, yield: 81 %) as a white solid.[0010221 1H NMR (300 lVlliz, CDCb): 8 = 7.37 (s, 1H), 6.28 (s, 1H), 4.21-4.16 (m, 2H), 3.86-3.80 (m, 2H), 2.20-2.15 (m, 2H), 1.57 (s, 9H). MS: m/z 224.4 (M+H’).

According to the analysis of related databases, 126352-69-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JECURE THERAPEUTICS, INC.; STAFFORD, Jeffrey A.; VEAL, James M.; TRZOSS, Lynnie Lin; MCBRIDE, Christopher; (411 pag.)WO2018/136890; (2018); A1;,
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.7752-78-5, name is 5-Bromo-2-methylpyrimidine, molecular formula is C5H5BrN2, molecular weight is 173.01, as common compound, the synthetic route is as follows.Computed Properties of C5H5BrN2

Preparation 14: 2-methyl-5-[1-(phenylmethyl)-2,5-dihydro-1W-pyrrol-3-yl]pyrimidine (P14)The title compound can be prepared through a coupling palladium mediated reaction, e.g. starting from 5-bromo-2-methylpyrimidine and 1-(phenylmethyl)-3-(4,4,5,5-tetramethyl- 1 ,3,2-dioxaborolan-2-yl)-2,5-dihydro-1H-pyrrole. For example, to a solution of 5-bromo-2- methylpyrimidine (1.3 eq.) in THF, 1-(phenylmethyl)-3-(4,4,5,5-tetramethyl-1 ,3,2- dioxaborolan-2-yl)-2,5-dihydro-1H-pyrrole (1 eq.), tetrakis(triphenylphosphine)palladium(0) (5percent mol) and cesium fluoride (4 eq.) may be added at room temperature. The resulting mixture should be stirred at 80 0C for 1.5 hours. After cooling the solvent should be evaporated under reduced pressure and the residue partitioned between dichloromethane and sodium hydroxyde (1 M). The organic phase should be evaporated under reduced pressure and the crude product purified by flash chromatography to give the title compound.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,7752-78-5, 5-Bromo-2-methylpyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; GLAXO GROUP LIMITED; WO2007/22933; (2007); 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, SDS of cas: 4983-28-2, blongs to pyrimidines compound. SDS of cas: 4983-28-2

General procedure: A mixture of (2,6-difluoro-3,5-dimethoxy-phenyl)methyl methanesulfonate (440 mg, 1.56 mmol, 1.00 eq) , 2-chloropyrimidin-5-ol (203 mg, 1.56 mmol, 1.00 eq) and Cs2CO3 (762 mg, 2.34 mmol, 1.50 eq) in CH3CN (8.0 mL) was heated to reflux for 2 hours. LC-MS showed reaction was complete. The reaction mixture was quenched by addition of water (5 mL) at 0 C, and then extracted with ethyl acetate (10 mL × 2). The combined organic layers were washed with brine (10 mL), dried over Na2SO4, filtered and concentrated under reduced pressure to give a residue. The residue was purified by flash silica gel chromatography (ISCO;12 g SepaFlash Silica Flash Column, Eluent of 0~20% Ethyl acetate/Petroleum ethergradient 30 mL/min).

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:
Article; Wang, Yikai; Chen, Zhengxia; Dai, Meibi; Sun, Peipei; Wang, Chunqiu; Gao, Yang; Zhao, Haixia; Zeng, Wenqin; Shen, Liang; Mao, Weifeng; Wang, Tian; Hu, Guoping; Li, Jian; Chen, Shuhui; Long, Chaofeng; Chen, Xiaoxin; Liu, Junhua; Zhang, Yang; Bioorganic and Medicinal Chemistry Letters; vol. 27; 11; (2017); p. 2420 – 2423;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 1260088-72-9, 2,4-Dichloro-7,7-dimethyl-5,7-dihydrofuro[3,4-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, Application In Synthesis of 2,4-Dichloro-7,7-dimethyl-5,7-dihydrofuro[3,4-d]pyrimidine, blongs to pyrimidines compound. Application In Synthesis of 2,4-Dichloro-7,7-dimethyl-5,7-dihydrofuro[3,4-d]pyrimidine

Step 4-Synthesis of q: To a cool (0 C.) solution of 2,4-dichloro-7,7-dimethyl-5,7-dihydrofuro[3,4-d]pyrimidine (p) (2.53 g, 11.5 mmol), DIPEA (4.8 mL, 28 mmol) and DMF (15 mL) was added (3S)-3-methylmorpholine (1.42 g, 14 mmol), the solution was allowed to warm slowly over 15 h. The solution was poured into sat. NH4Cl (100 mL) and extracted with ether (3×50 mL). The combined org. phases were washed with brine (1×25 mL), dried (MgSO4), filtered, and concentrated to afford 3.18 g (95%) of (S)-2-chloro-7,7-dimethyl-4-(3-methylmorpholino)-5,7-dihydrofuro[3,4-d]pyrimidine (q) as a colorless solid: 1H NMR (400 MHz, CDCl3) delta 5.10 (d, J=11.3 Hz, 1H), 5.05 (d, J=11.3 Hz, 1H), 4.11 (s, 1H), 3.85-4.00 (m, 2H), 3.84-3.66 (m, 2H), 3.55 (ddd, J=11.9, 11.9, 2.8 Hz, 1H), 3.39 (ddd, J=13.0, 13.0, 3.2 Hz, 1H), 1.47 (s, 3H), 1.46 (s, 3H), 1.36 (d, J=6.8 Hz, 3H); LC-MS: m/z=+284 (M+H)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1260088-72-9, 2,4-Dichloro-7,7-dimethyl-5,7-dihydrofuro[3,4-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Genentech, Inc.; US2010/331305; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 29274-24-6, 5-Chloropyrazolo[1,5-a]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, Recommanded Product: 5-Chloropyrazolo[1,5-a]pyrimidine, blongs to pyrimidines compound. Recommanded Product: 5-Chloropyrazolo[1,5-a]pyrimidine

Add 5-chloropyrazolo [1,5-a] pyrimidine (19.6mmol), (2,5-difluorophenyl) methylamine (19.6mmol), and anhydrous n-butanol ( 15 mL) and N, N-diisopropylethylamine (DIPEA 55 mmol).The pale yellow suspension was sealed and heated in an oil bath (160 C) overnight.The reaction was cooled to ambient temperature, transferred to a 100 ml pear-shaped bottle, and concentrated under reduced pressure to remove as much as possible n-butanol and N, N-diisopropylethylamine (DIPEA) to obtain a crude yellow oil. Ether: acetone = 5: 1) to give a pale yellow solid.

The synthetic route of 29274-24-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jin Qiu; (36 pag.)CN110734437; (2020); A;,
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. 56686-16-9, name is 5-Bromo-2,4-dimethoxypyrimidine. A new synthetic method of this compound is introduced below., SDS of cas: 56686-16-9

5-Bromo-2,4-dimethoxypyrimidine (0.29 g, 1.3 mmol) in anhydrous THF was added dropwise to a 2.93mol/L n-BuLi/hexane solution (0.47 mL, 1.4 mmol ) at 195 K under an argon atmosphere. After 30 min, 6a (0.52 g, 1.3 mmol) was slowly added to the reaction mixture at 195 K and stirred for 1 h at 195 K. The reaction was quenched with 20 mL water. The mixture was warmed to room temperature and extracted with ether. The organic layer was dried over MgSO4, filtrated and evaporated. The crude product was purified by column chromatography on silica gel using the mixture of petroleum ether and ethyl acetate (v/v = 6/1) as the eluent to give 1o (0.35 g, 52%) as a colorless solid. Mp 367-368 K; Calcd for C23H18F6N2O3S (%): Calcd C, 53.49; H, 3.51; N, 5.42. Found C, 53.53; H, 3.54; N, 5.47; 1H NMR (400 MHz, CDCl3, ppm): delta 2.01 (s, 3 H, -CH3), 3.74 (s, 3H, -OCH3), 3.84 (s, 3H, -OCH3), 4.01 (s, 3H, -OCH3), 6.91 (d, 2H, J = 8.0 Hz, benzene-H), 7.06 (s, 1H, thiophene-H), 7.45 (d, 2H, J = 8.0 Hz, benzene-H), 8.33 (s, 1H, pyrimidine-H); 13C NMR(100 MHz, CDCl3, ppm): delta 14.08, 54.16, 55.21, 55.30, 104.13, 114.36, 121.38, 125.91, 126.16, 126.84, 138.58, 142.05, 159.04, 159.47, 166.05, 168.03; IR(KBr, n, cm-1): 507, 544, 650, 739, 758, 799, 822, 841, 891, 986, 1003, 1034, 1074, 1123, 1198, 1257, 1298, 1337, 1371, 1408, 1476, 1518, 1549, 1595, 1647, 2843, 2941, 2964, 3014, 3412, 3688; LRMS, ESI+ m/z 517.1 (MH+, [C23H19F6N2O3S]+ requires 517.1).

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, 56686-16-9, 5-Bromo-2,4-dimethoxypyrimidine.

Reference:
Article; Liu, Hongliang; Pu, Shouzhi; Liu, Gang; Chen, Bing; Tetrahedron Letters; vol. 54; 7; (2013); p. 646 – 650;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 95928-49-7, 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. 95928-49-7, name is Ethyl 2-hydroxypyrimidine-5-carboxylate. A new synthetic method of this compound is introduced below.

Step 11d: Ethyl 2-chloropyrimidine-5-carboxylate (Compound 0405) A mixture of 0404 (3.60 g, 21 mmol), phosphorus oxychloride (25 mL), and N,N-dimethylaniline (2.5 mL) was heated to reflux for 1.5 h. After removal of the solvent, ice water (10 mL) was added to the residue. The mixture was added to 2 N NaOH (90 ml), and extracted with EtOAc. After work up the residue was purified by column chromatography on silica gel (ethyl acetate in petroleum ether, 5percent v/v) to give product 0405 (1.20 g, 30percent): LCMS: 187 [M+1]+, 1H NMR (300 MHz, CDCl3): delta 1.42 (t, J=7.5 Hz, 3H), 4.48 (q, J=7.5 Hz, 2H), 9.15 (s, 2H); 1H NMR (400 MHz, DMSO-d6): delta 1.33 (t, J=6.8 Hz, 3H); 4.37 (q, J=6.8 Hz, 2H), 9.18 (s, 2H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,95928-49-7, Ethyl 2-hydroxypyrimidine-5-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; Qian, Changgeng; Cai, Xiong; Zhai, Haixiao; US2009/76006; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 17573-78-3, 4,5,6-Trifluoropyrimidine, 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, category: pyrimidines, blongs to pyrimidines compound. category: pyrimidines

0.5 gof 4,5, 6-trifluoropyrimidine, 0.31 gof 2-butyn-l-ol and 0.62 ml of N,N-diisopropylethylamine were added to 1 ml of hexane, then the mixture was stirred at room temperature for1 hour. Then the reaction mixture was subjected to silica gel column chromatography to obtain 0.55 g of4-(2-butynyloxy) -5,6-difluoropyrimidine

The synthetic route of 17573-78-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; WO2006/51891; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia