Tag: M.W=0-100

Reference of 31575-35-6, 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. 31575-35-6, name is 2-Fluoropyrimidine. A new synthetic method of this compound is introduced below.

To a stirred solution of 1 -[(2E)-3 -(piperidin-4-yl)prop-2-enoyl] -5 ,6-dihydropyridin-2(111)-one TFA salt (100 mg, 0.29 mmol, 1 eq) in ethanol (5 mL) was added DIPEA (0.22 mL,1.28 1 mmol, 4.4 eq) and 2-fluoropyrimidine ( 45 mg, 0.469 mmol, 1.6 eq) and the reaction mixture was allowed to stir at 100C in microwave for 30 minutes. Progress of reaction was monitored by LCMS and TLC. After completion, reaction mixture was concentrated under reduced pressure to yield crude product which further purified by Combi-Flash on silica gelusing ethyl acetate-hexane as eluent to yield 1- { (2E)-3 -[1 -(pyrimidin-2-yl)piperidin-4-yl]prop-2-enoyl}-5,6-dihydropyridin-2(1I])-one (30 mg, 23 %).LCMS: 313 [M+H]1H NMR (400 MHz, CHC13) 5 8.29 (d, 2 H), 6.92 (m, 3 H), 7.00-6.80 (m, 3H), 6.42 (t, 1H), 6.00(d, 1H), 4.80-4.70 (m, 2H), 3.98 (t, 2H), 3.02-2.88 (m, 2H), 2.60-2.39 (m, 3H), 1.90-1.80 (m,2H), 1.63-1.40 (m, 2H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,31575-35-6, 2-Fluoropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; AURANSA INC.; PROTTER, Andrew, Asher; GREEN, Michael, John; CHANG, Hak, Jin; PHAM, Son, Minh; CHAKRAVARTY, Sarvajit; LUEDTKE, Gregory, R.; (254 pag.)WO2019/103897; (2019); 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. 109-12-6, name is Pyrimidin-2-amine. A new synthetic method of this compound is introduced below., Formula: C4H5N3

General procedure: To a Schlenk tube charged with Pd2(dba)3 (2 mol %) and Xantphos (3 mol %) was added 2-aminopyrimidine (1 mmol) and NaOtBu (1 mmol). The tube was evacuated and backfilled with Ar three times. Toluene (1 mL /mmol aryl halide) was then added via syringe followed by aryl bromide (0.5 mmol) by syringe.The mixture was heated to 95 C. Once deemed complete (TLC) the reaction mixture wascooled, filtered through a pad of Celite, washed with EtOAc (20 mL) and diluted with water (20ml), then extracted with EtOAc (3 x 20 mL). The organic layers were then combined, washedwith brine (50 mL), dried over MgSO4 and concentrated under reduced pressure. The product was then purified using column chromatography (hexanes: ethyl acetate, gradient from 20-70%ethyl acetate).

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, 109-12-6, Pyrimidin-2-amine.

Reference:
Article; Shaw, Julian W.; Grayson, David H.; Rozas, Isabel; ARKIVOC; vol. 2014; 2; (2014); p. 161 – 174;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 3438-46-8 , The common heterocyclic compound, 3438-46-8, name is 4-Methylpyrimidine, molecular formula is C5H6N2, 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.

The starting material was prepared as follows: A solution of 4-methylpyrimidine (2 g, 21.2 mmol), N-chlorosuccinimide (4.26 g, 31.9 mmol) and benzoyl peroxide (500 mg, 2.1 mmol) in carbon tetrachloride (100 ml) was heated at 80 C. for 2 hours. The mixture was allowed to cool, the insolubles were removed by filtration and the solvent was removed from the filtrate by evaporation. The residue was purified by column chromatography eluding with methylene chloride to give 4-chloromethylpyrimidine (257 mg, 10%). 1 H NMR Spectrum: (DMSOd6) 4.81(s, 2H); 7.70(d, 1H); 8.88(d,1 H); 9.21(s, 1H)

The synthetic route of 3438-46-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zeneca Limited; Zeneca Pharma S.A.,; US5962458; (1999); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 3438-46-8, Adding some certain compound to certain chemical reactions, such as: 3438-46-8, name is 4-Methylpyrimidine,molecular formula is C5H6N2, 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 3438-46-8.

To A SUSPENSION OF NAH (2. 26 G 50%, 47. 7 MMOL) IN DMF (92 ML) UNDER ARGON atmosphere and cooled to 0 C, 4-METHYLPYRIMIDINE (3. 00 G, 31. 9 MMOL) WAS added SLOWLY. THEN, ETHYL 4-FLUOROBENZOATE (6. 40 G, 38. 2 MMOL) WAS ADDED AND IT was stirred at room temperature overnight. Water was added and the solvent was evaporated. The residue was taken up in A mixture of ETOAC and brine. The phases were separated and the aqueous phase was REEXTRACTED with ETOAC. The combined organic PHASES WERE DRIED OVER NA2S04 AND CONCENTRATED TO DRYNESS. The crude PRODUCT OBTAINED BY CHROMATOGRAPHY ON SILICA GEL USING HEXANE-ETOAC mixtures OF INCREASING POLARITY AS ELUENT, TO AFFORD 3. 30 G OF THE DESIRED COMPOUND (YIELD : 48%). H NMR (300 MHZ, CDCI3) 8 (TMS) : 4. 11 (KETONE : S, 2 H), 5. 94 (ENOL : S, 1 H), 6. 94 (ENOL : D, J = 5. 4 HZ, 1 H), 7. 08-7. 16 (M, 2 H), 7. 37 (KETONE : D, J = 5. 1 HZ, 1 H), 7. 89 (ENOL : M, 2 H), 8. 08 (KETONE : M, 2 H), 8. 42 (ENOL : D, J = 5. 4 HZ, 1 H), 8. 69 (KETONE : D, J = 5. 1 HZ, 1 H), 8. 81 (ENOL : S, 1 H), 9. 17 (KETONE : S, 1 H).

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. 3438-46-8, 4-Methylpyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; J. URIACH Y COMPANIA S.A.; WO2004/76450; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 591-55-9, 5-Aminopyrimidine, 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, name: 5-Aminopyrimidine, blongs to pyrimidines compound. name: 5-Aminopyrimidine

Example 11 Preparation of Compound Nos. 7, 7a and 7b To a solution of 1-(4-(3-cyclopropyl-1H-pyrazol-5-ylamino)-6,7-dihydro-5H-cyclopenta[d]pyrimidin-2-yl)pyrrolidine-2-carboxylic acid (300 mg, 0.847 mmol) in DMF (4 mL) was added pyrimidin-5-amine (201 mg, 2.11 mmol), HATU (386 mg, 1.016 mmol) and DIPEA (0.24 mL, 1.4 mmol). The reaction mixture was allowed to stir at RT for 16 h. The reaction mixture was diluted with water (40 mL) and extracted with EtOAc (2*25 mL). The organic layer was washed with water (8*30 mL) and dried over anhydrous sodium sulfate. Removal of EtOAc under reduced pressure gave a crude product that was purified by reverse phase HPLC to afford 11 mg of 1-(4-(3-cyclopropyl-1H-pyrazol-5-ylamino)-6,7-dihydro-5H-cyclopenta[d]pyrimidin-2-yl)-N-(pyrimidin-5-yl)pyrrolidine-2-carboxamide as free base. 1H NMR (400 MHz, CD3OD, formate salt) delta (ppm): 0.58-0.67 (m, 2H), 0.80-0.94 (m, 2H), 1.70-1.78 (m, 1H), 2.09-2.21 (m, 4H), 2.22-2.42 (m, 2H), 2.78-2.81 (m, 2H), 2.82-2.95 (m, 2H), 3.60-2.70 (m, 1H), 3.78-3.88 (m, 1H), 4.78 (dd, 1H), 6.08 (s, 1H), 8.84 (s, 1H), 8.89 (s, 2H). Separation by chiral HPLC provided enantiomers 7a and 7b.

The synthetic route of 591-55-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MEDIVATION TECHNOLOGIES, INC.; CHAKRAVARTY, Sarvajit; RAI, Roopa; GREEN, Michael John; US2014/179668; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 3438-46-8, 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.3438-46-8, name is 4-Methylpyrimidine, molecular formula is C5H6N2, molecular weight is 94.1145, as common compound, the synthetic route is as follows.

[00125] In one example, Compound iii was prepared by reacting 4- (bis(hydroxyethyl)amino)benzaldehyde (234 mg, 1.12 mmol) with of -4-methylpyrimidine (112 mu,, 1.23 mmol) and of potassium tert-butoxide (376 mg, 3.35 mmol) in N,N-dimethyl formamide (10 mL) for 12 hours at 80 C. The resulting mixture was cooled to ambient temperature and filtered through celite and concentrated. Compound iii was isolated as the major component of a mixture by silica gel chromatography using an ethyl acetate/methanol/hexane solvent system. (E)-2,2′-{[4-(2-(pyrimidin-4- yl)vinyl)phenyl]azanediyl}diethanol (Compound iii): 1H NMR (MeOD, 600 MHz) delta 9.02 (d, J=1.2 Hz, 1H), 8.61 (d, J= 5.4 Hz, 1H), 7.88 (d, J= 15.6 Hz, 1H), 7.58 (d, J= 8.7 Hz, 2H), 7.53 (dd, J= 6.0, 1.2 Hz, 1H), 6.98 (d, J= 15.6 Hz, 1H), 6.88 (d, J= 8.7 Hz, 2H), 3.71 (t, J= 6.0 Hz, 4H), 3.57 (t, J= 6.0 Hz, 4H); 13C NMR (DMSO-d6, 150 MHz) delta 165.23, 159.17, 157.76, 149.72, 139.99, 130.84, 125.87, 121.64, 119.42, 113.66, 51.36, 50.08; HRMS clcd for C16H19N302+m/z (M+H)+ 286.1550, found 286.1546.

Statistics shows that 3438-46-8 is playing an increasingly important role. we look forward to future research findings about 4-Methylpyrimidine.

Reference:
Patent; TEXAS CHILDREN’S HOSPTIAL; ANNAPRAGADA, Ananth; TANIFUM, Eric A.; SRIVASTAVA, Mayank; (143 pag.)WO2016/57812; (2016); 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. 26456-59-7, name is Pyrimidin-5-ol. A new synthetic method of this compound is introduced below., Recommanded Product: Pyrimidin-5-ol

To a solution of 5-hydroxypyrimidine (9, 1.73 kg, 18.08 mol) in DMF (23.0 L,10 V), potassium carbonate (6.25 kg, 45.21 mol) was added followed by 4-chloro-6-methylpicolinonitrile (8, 2.3 kg, 15.07 mol) at 25-30 C. The reactionmass was heated at 75-80 C for 36 h. The reaction was monitored by HPLC 8NMT 2.0% by HPLC). Reaction mass was cooled to 25-30 C. The solid wasfiltered and washed the solid with DMF (4.6 L, 2.0 V). The filtrate was cooled to0-5 C and purified water (27.6 L, 12 V) was added drop wise over a period of1 h. The solid precipitated was filtered and washed with purified water (2.3 L,10 V) to afford 10 as off white solid (2.62 kg, 82.1%). 1H NMR (400 MHz, DMSOd6)d 9.17 (s, 1H), 8.85 (s, 2H), 7.74 (d, J = 2.4 Hz, 1H), 7.32 (d, J = 2.3 Hz, 1H),2.48 (s, 3H); 13C NMR (100 MHz, DMSO-d6) d = 164.04, 162.28, 155.51, 150.02,148.75, 133.54, 117.05, 115.59, 115.04, 23.82 ppm; LCMS (Method 1):RT = 0.535 min, m/z = 213.2 [M+H]+; HRMS, calc?d for C11H8N4O [M],212.0698; found 212.0697.

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, 26456-59-7, Pyrimidin-5-ol.

Reference:
Article; David, Thomas K.; Prashanth, Nayak K.; Rajendraswami; Pallalu, Devendrareddy; Castelhano, Arlindo L.; Kates, Michael J.; Blobaum, Anna L.; Jones, Carrie K.; Emmitte, Kyle A.; Conn, P. Jeffrey; Lindsley, Craig W.; Tetrahedron Letters; vol. 58; 36; (2017); p. 3554 – 3558;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 591-55-9, Adding some certain compound to certain chemical reactions, such as: 591-55-9, name is 5-Aminopyrimidine,molecular formula is C4H5N3, 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 591-55-9.

To a solution of 2-isocyano-2-methylpropane (2.033 mL, 17.98 mmol), S-phenyl benzenesulfonothioate (1800 mg, 7.19 mmol) and pyrimidin-5-amine (1026 mg, 10.79 mmol) in 2-methyltetrahydrofuran (2-MeTHF) (10 mL), copper(I) iodide (137 mg, 0.719 mmol) was added. The reaction mixture was stirred at 75C for 16 hrs. The reaction mixture was filtered through silica and the solvent was evaporated and the product purified by silica gel chromatography with hexane and ethyl acetate to obtain the title compound phenyl N-(tert- butyl)-N’-(pyrimidin-5-yl)carbamimidothioate (1.98 g, 6.91 mmol, 96 % yield). LC-MS m/z 287.2(M+H)+, 1.06 min (ret. Time).

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. 591-55-9, 5-Aminopyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; CALLAHAN, James Francis; COLANDREA, Vincent J.; COOPER, Anthony William James; GOODWIN, Nicole Cathleen; HUFF, Chelsea Ariane; KARPIAK, Joel; KERNS, Jeffrey K.; NIE, Hong; (404 pag.)WO2018/109647; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 591-55-9, 5-Aminopyrimidine, 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-Aminopyrimidine, blongs to pyrimidines compound. Recommanded Product: 5-Aminopyrimidine

To a solution of pyrimidin-5-amine (565 mg, 5.94 mmol) and diisopropylethylamine (1.046 g, 8.09 mmol) in dichloromethane (12 mL), was added a solution of ditrichloromethyl carbonate (601 mg, 2.03 mmol) in dichloromethane (6 mL). The resulting mixture was stirred at room temperature for 15 min, and 32-3 (500 mg, 1.49 mmol) and triethylamine (902 mg, 8.91 mmol, 6.00 equiv) were added sequencially. The reaction mixture was stirred at room temperature for 5 h and then the reaction was quenched by addition of methanol and then water. The reaction was extracted with dichloromethane, washed with water and brine, and dried over anhydrous sodium sulfate. After concentration, the residue was purified by silica gel column with ethyl acetate/petroleum ether (1/5) as the eluent to afford the desired product (570 mg, 84% yield).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,591-55-9, 5-Aminopyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; INVENTISBIO INC.; DAI, Xing; WANG, Yaolin; (187 pag.)WO2017/139414; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 591-55-9, 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. 591-55-9, name is 5-Aminopyrimidine, molecular formula is C4H5N3, 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.

A solution of X-Phos (0.04 equiv) and Pd2(dba)3 (0.02 equiv) in toluene (15 vol) was bubbled with nitrogen and heated to 60 C for 15 min. (2S,4R)-1-(2-(3-acetyl-5-bromo-1H-indol-1-yl)acetyl)-4-fluoro-N-(4-phenylbutyl)pyrrolidine-2-carboxamide (1 equiv), 5- aniinopyriniidine (1.2 equiv) and sodium tert-butoxide (1.4 equiv) was added to the reaction mixture and the reaction mixture was heated to 100 C for 16 h. After completion of the reaction, the reaction mixture was quenched with water. The resulting mixture was extracted with ethyl acetate. The organic layer was separated, dried over anhydrous Na2S04, filtered and then concentrated. The residue was purified by column chromatography on silica gel using DCM/MeOH to give (2S,4R)-1-(2-(3-acetyl-5-(pyrimidin-5-ylamino)-1H-indol-1-yl)acetyl)-4-fluoro-N-(4-phenylbutyl)pyrrolidine-2-carboxamide. H NMR (400 MHz, DMSO-d6) delta 8.57 (s, 1H), 8.48 – 8.45 (m, 3H), 8.22 (s, 1H), 8.02 – 8.00 (m, 2H), 7.43 (d, J = 8.8 Hz, 1H), 7.19 – 7.05 (m, 5H), 5.56 – 5.32 (m, 2H), 5.15 (d, J= 17.1 Hz, 1H), 4.38 – 4.34 (m, 1H), 4.16 – 4.11 (m, 1H), 3.95 – 3.83 (m, 1H), 3.07 – 2.99 (m, 4H), 2.40 (s, 3H), 2.38 – 2.34 (m, 1H), 2.01 – 1.98 (m, 1H), 1.56 – 1.48 (m, 2H), 1.41 – 1.33 (m, 2H).

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 591-55-9, 5-Aminopyrimidine.

Reference:
Patent; ACHILLION PHARMACEUTICALS, INC.; WILES, Jason, Allan; PHADKE, Avinash, S.; DESHPANDE, Milind; AGARWAL, Atul; CHEN, Dawei; GADHACHANDA, Venkat, Rao; HASHIMOTO, Akihiro; PAIS, Godwin; WANG, Qiuping; WANG, Xiangzhu; (319 pag.)WO2017/35351; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia