Day: June 15, 2021

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

Reference of 101079-62-3, 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 101079-62-3, name is 6-Chloro-3-methylpyrimidin-4(3H)-one. This compound has unique chemical properties. The synthetic route is as follows.

In a microwave vial 2,6-dimethyl-4-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2- yl)aniline (5.6 g) and 6-chloro-3-methylpyrimidin-4(3H)-one (3 g) are suspended in N,N-dimethylformamide (30 mL) and Na2CO3 (26 mL of a 2M aqueous solution). The mixture is purged for 5 minutes with argon. [1 ,1 ‘-Bis(diphenylphosphino)-ferrocene]- dichloropalladium dichloromethane complex (508 mg) is added, the vial is sealed and the mixture is stirred at 65C for 12 hours. After cooling to room temperature the mixture is Partitioned between water and ethyl acetate. The aqueous phase is extracted twice with ethyl acetate and the combined organic phases are washed with brine and dried (MgSO4). The solvents are evaporated to give the title compound. Yield: 2.6 g; LC (method 1 1 ): tR = 0.71 min; Mass spectrum (ESI+): m/z = 230 [M+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 101079-62-3, 6-Chloro-3-methylpyrimidin-4(3H)-one.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; ECKHARDT, Matthias; FRATTINI, Sara; HAMPRECHT, Dieter; HIMMELSBACH, Frank; LANGKOPF, Elke; LINGARD, Iain; PETERS, Stefan; WAGNER, Holger; WO2013/144097; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 1005-38-5, Adding some certain compound to certain chemical reactions, such as: 1005-38-5, name is 4-Amino-6-chloro-2-(methylthio)pyrimidine,molecular formula is C5H6ClN3S, 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 1005-38-5.

6-chloro-2-(methylthio)pyrimidin-4-amine (3.98g, 22.7mmol) is added to a solution of dimethylamine (2.0M in methanol, 2OmL). The mixture is heated to 8O0C for 18h. The reaction is allowed to cool, the precipitate is collected, washed with ethanol, (3.1g, 73%)

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. 1005-38-5, 4-Amino-6-chloro-2-(methylthio)pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/22185; (2009); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 105806-13-1 , The common heterocyclic compound, 105806-13-1, name is 4,6-Dichloro-5-fluoro-2-methylpyrimidine, molecular formula is C5H3Cl2FN2, 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.

Part C: A mixture of 4,6-dichloro-5-fluoro-2-methylpyrimidine (1.55 g, 8.56 mmol), ammonium hydroxide (35%, 10.0 mL, 257 mmol), and MeOH (1.00 mL) was heated, in a sealed tube, at 70 0C for 2h. The reaction mixture was cooled to RT, and a precipitate was formed. The reaction mixture was diluted with water (ca. 10 mL) and was stirred 30 min. The solids were collected by suction filtration, washed with water and air-dried to give 4-amino-6-chloro-5-fluoro-2-methylpyrimidine (845 mg, 61%) as a tan solid. LCMS (m/z): 162,164 (M+H)+

The synthetic route of 105806-13-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ICAGEN, INC.; WO2007/75852; (2007); A2;,
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. 871254-61-4, name is 2,4-Dichloropyrimidine-5-carbaldehyde, molecular formula is C5H2Cl2N2O, 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: C5H2Cl2N2O

To a stirred solution of 2,4-dichloropyrimidine-5-carbaldehyde (200 mg, 1.20 mmol) in DMF (4 mL) under an inert atmosphere was added N1-cyclopropyl-5-fluorobenzene-1,2-diamine Int-1 (320 mg, 1.80 mmol) and oxone (738 mg, 2.40 mmol) followed by water (0.4 mL) at room temperature. The reaction mixture was stirred at room temperature for 3 h. After consumption of starting material (by TLC), the reaction mixture was diluted with water (20 mL) and extracted with EtOAc (2*20 mL). The combined organic extracts were dried over anhydrous Na2SO4 and concentrated under reduced pressure. The crude material was purified by silica gel column chromatography (eluent: 30% EtOAc/hexane) to afford 1-cyclopropyl-2-(2,4-dichloropyrimidin-5-yl)-6-fluoro-1H-benzo[d]imidazole Ex. 35 (180 mg, 0.55 mmol, 46%) as brown solid. ?H NMR (400 MHz, CDC13): oe 8.80 (s, 1H),7.78-7.74 (m, 1H), 7.32 (dd, J=8.5, 2.4 Hz, 1H), 7.14-7.10(m, 1H), 3.55-3.36 (m, 1H), 1.12-1.07 (m, 2H), 0.79-0.68(m, 2H) EC-MS: mlz 324.9 [M+2H] at 2.53 RT (97.74% purity). HPEC: 95.01%.

With the rapid development of chemical substances, we look forward to future research findings about 871254-61-4.

Reference:
Patent; Viamet Pharmaceuticals (NC), Inc.; Sparks, Steven; Yates, Christopher M.; Shaver, Sammy R.; (93 pag.)US2018/186773; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 62802-42-0, 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. 62802-42-0, name is 2-Chloro-5-fluoropyrimidine. A new synthetic method of this compound is introduced below.

The title compound 3Ki) was made by dissolving tert-butyl pipera?ine-1-carboxylate (0.53 g, 2.9 mmol) and 2-chloro-5-fluoropyrimidine (0.42 g, 3.2 mmol) in propan-2-ol (3 mL) and DIEA (1.1 mL, 6.4 mmol). The mixture was sealed under nitrogen in a microwave vessel, heated to 120 0C for 0.5 h with microwave energy and then cooled to 25 0C. The solution was diluted with ethyl acetate (50 mL) and washed with 0.1 N HCI and saturated aqueous sodium bicarbonate (2 X 50 mL). The organic layer was dried over Na2SO4, then filtered through silica gel plug (5 mL) and concentrated to afford title product as a white solid (0.85g, 80%). HPLC Rt: 3.485 min. (98.5 %); 1H NMR (400 MHz, CDCI3), delta ppm: 1.49 (s, 9 H), 3.32 – 3.61 (m, 4 H), 3.64 – 3.95 (m, 4 H), 8.21 (s, 2 H); LRMS (ESI): mlz (M +H – t-Butyl): 227.1.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,62802-42-0, 2-Chloro-5-fluoropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; PFIZER INC.; WO2006/106423; (2006); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia