Tag: M.W:200-300

Application of 1979-96-0, 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. 1979-96-0, name is 4,6-Dichloro-2-(methylthio)-5-nitropyrimidine. A new synthetic method of this compound is introduced below.

Compound BTo a solution of compound A (2.46 g, 10.2 mmol) in THF (34 mL) at -20 C. was added Et3N (3.14 mL, 22.5 mmol) followed by a solution of NH3 (2.0 M in MeOH, 5.4 mL, 11 mmol). The mixture was stirred while warming to 0 C. for 1.5 h (LC/MS indicated consumption of starting materials). The reaction mixture was taken forward without work-up.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1979-96-0, 4,6-Dichloro-2-(methylthio)-5-nitropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Gilead Sciences, Inc.; US2010/143301; (2010); 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. 160199-05-3, name is 2,4-Dichlorobenzo[4,5]thieno[3,2-d]pyrimidine, the common compound, a new synthetic route is introduced below. Product Details of 160199-05-3

2000 mL round bottom flask 25.0 g intermediate A ( 98.5 mmol ) , phenyl-3 – Boro Nick ester – carbazole 40.01 g (108.35 mmol, dealer : Beijing Green Technology Guardee) , potassium carbonate 34.04 g (246.26 mmol), Pd ( PPh3) 4(Tetrakis (triphenylphosphine)? Palladium (0)) 5.7 g (4.93 mmol) and 1,4- dioxane 600 mL , placed in 300 mL waterGave was then heated to reflux for 6 hours in a nitrogen stream . Inflicting a mixture obtained therefrom in 1500 mL of methanolAfter filtration over a solid crystallized , it was dissolved in monochlorobenzene , and filtered through a silica gel / Celite , an appropriate amount of an organic solventAfter removal , by re-crystallization with methanol to give the intermediate 16 – A ( 31.85 g , yield 70% ) .

The synthetic route of 160199-05-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Samsung SDI co . Ltd; Samsung Electronics Co., Ltd.; Kim, Byeong Gu; Jong, Ho Gook; Han, Soo Jin; Kwon, Oh Hyeon; Kim, Young-Gwon; Kim, Chang Woo; Kim, Heong Son; Seo, Ju Hui; Shin, Chang Joo; Yu, Eun Son; Lee, Seung-Jae; Choe, Byeong Gi; Hwang, Gyu Young; (229 pag.)KR2015/84657; (2015); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 183438-24-6, 5-Bromo-2-iodopyrimidine, 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: C4H2BrIN2, blongs to pyrimidines compound. Formula: C4H2BrIN2

Step 1: 5-Bromo-2-phenyl-pyrimidine To a degassed solution of phenylboronic acid (8.93 g, 73.22 mmol, 1.0 equiv; commercially available), 5-bromo-2-iodo-pyrimidine (20.86 g, 73.22 mmol, 1.0 equiv; commercially available) and tetrakis(triphenylphosphine) palladium(0) (0.85 g, 0.73 mmol, 0.01 equiv) in toluene (180 mL) was added Na2CO3 (15.52 g, 146.45 mmol, 2.0 equiv), dissolved in water (60 mL), and the reaction mixture heated to reflux. After 18 h, tetrakis(triphenylphosphine) palladium(0) (0.42 g, 0.37 mmol, 0.005 equiv) was added and the reaction mixture heated for an additional time period of 24 h. The solvent was removed under reduced pressure and the crude reaction product extracted from a sat. solution of NaCl (200 mL) with ethyl acetate (3*150 mL). The combined organic phases were dried over Na2SO4, concentrated by evaporation under reduced pressure and the crude material purified by silica column chromatography eluding with heptane/ethyl acetate (9:1) to provide 8.60 g (50percent) of the title compound.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,183438-24-6, 5-Bromo-2-iodopyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Christ, Andreas D.; Martin, Rainer E.; Mohr, Peter; US2008/64697; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 10244-24-3, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 10244-24-3 as follows.

Example 8: Preparation of Trianion of 5-bromo-4-(trifluoromethyl)pyridin-2-amine using 3.5 Equivalents of Isopropylmagnesium chloride, lithium chloride complexA reactor was charged with 5-bromo-4-(trifluoromethyl)pyridin-2-amine (1.000 g, 4.149 mmol) and tetrahydrofuran (7.72 ml). The mixture was sitrred for 10 minutes. The mixture was cooled to 0 C within 30 minutes. lsopropylmagnesiumcloride lithium chloride 1 .3M in THF (6.383 ml,8.298 mmol) was continuously added within a time period of 1.5 hours at 0 C. An additional1.5 equivalents of isopropylmagnesiumcloride lithium chloride 1 .3M in THF (4.788 ml, 6.224 mmol) was continuously added within a time period of 1 .5 hours at 0 C. An additional 0.5 equivalents of isopropylmagnesiumcloride lithium chloride 1 .3M in THF (1 .596 ml, 2.075 mmol) was continuously added within a time period of 1 hour at 0 C. The product was the trianion of 5-bromo-4-(trifluoromethyl)pyridin-2-amine, as determined by HPLC and LCMS.Example 9: Preparation of 5-(2,6-Di-4-morpholinyl-4-pyrimidin-4-yl)-4- (trifluoromethyl)pyridin-2-amine (Compound A)The compound 4,4?-(6-chloropyrimidine-2,4-diyl)dimorpholine (0.40g, 1.405 mmol), 1,1?- Bis(diphenylphosphino)ferrocene (0.040g, 0.070 mmol) and Palladium acetate (0.016g, 0.070 mmol) and 2 mL of tetrahydrofuran were placed in an inertized reactor. The reactor is evacuated to 100 mbar and flushed with nitrogen two times. lsopropylmagnesiumcloride lithium chloride 1 .3M in THF (1.405 mmol) was added at 30 C followed by an equivalent amount of the trianion of 5-bromo-4-(trifluoromethyl)pyridin-2-amine (1.405 mmol). The suspension was stirred for 0.5 hours. The product was 5-(2,6-Di-4-morpholinyl-4-pyrimidin-4-yl)-4- (trifluoromethyl)pyridin-2-amine, as determined by HPLC and LCMS.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,10244-24-3, its application will become more common.

Reference:
Patent; NOVARTIS AG; FLUBACHER, Dietmar; BIERI, Nicole; ACEMOGLU, Murat; MICHEL, Pascal; MOSE, Rasmus; STETTLER, Hans; TESTA, Maria Caterina; BROZIO, Joerg; SCHAEFER, Frank; WO2014/64058; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 1032452-86-0, 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. 1032452-86-0, name is 3-(2-Chloropyrimidin-4-yl)-1-methyl-1H-indole, molecular formula is C13H10ClN3, 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.

4-Methylbenzenesulfonic acid hydrate (8.7 g) was added in one portion to 3-(2- chloropyrimidin-4-yl)-1-methylindole (9.3 g) and 4-fluoro-2-methoxy-5-nitroaniline (7.1 g) in nbutanol (200 mL). The resulting mixture was stirred at reflux for 1 h. The mixture was cooled to room temperature. The precipitate was collected by filtration, washed with n-butanol (50 mL), and dried under vacuum to afford N-(4-fluoro-2-methoxy-5-nitrophenyl)- 4-(1- methylindol-3- yl)pyrimidin-2-amine as a yellow solid (CompoundS, 15.5 g).

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 1032452-86-0, 3-(2-Chloropyrimidin-4-yl)-1-methyl-1H-indole.

Reference:
Patent; NEUFORM PHARMACEUTICALS, INC.; CHAORAN, Huang; CHANGFU, Cheng; (85 pag.)WO2017/117070; (2017); 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. 145783-15-9, name is 4,6-Dichloro-2-(propylthio)pyrimidin-5-amine. A new synthetic method of this compound is introduced below., Safety of 4,6-Dichloro-2-(propylthio)pyrimidin-5-amine

4,6-Dichloro-2-(propylthio)pyrimidin-5-amine (0.5 g, 2.1 mmol) was dissolved in methanol (2 mL) and supplemented with te/t-butylamine (460.0 mg, 6.3 mmol). The reaction mixture was introduced in a sealed vessel and heated at 100C for 24 h. After concentration of the reaction mixture to dryness under vacuum, the residue was purified by silica gel column chromatography. Yield: 88%. Melting point: 88-89C. *H NMR (DMSO -d6) d 0.95 (t, J=7.3 Hz, 3H, SCH2CH2C/ ,), 1.43 (s, 9H, NHC(C/ ,)3), 1.62 (h, J=7.3 Hz, 2H, SCH2CH2CH3), 2.95 (t, J=7.3 Hz, 2H, SCH2CH2CH3), 4.91 (bs, 2H, NH2), 6.19 (s, 1H, NHC(CH3)3). 13C NMR (DMSO -d6) d 13.3 (SCH2CH2CH3), 22.9 (SCH2CH2CH3), 28.5 (NHC(CH3)3), 31.9(SCH2CH2CH3), 51.9 (NHC(CH3)3), 120.3 (C-5), 137.6 (C-6), 152.1 (C-4), 154.5 (C-2).

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, 145783-15-9, 4,6-Dichloro-2-(propylthio)pyrimidin-5-amine.

Reference:
Patent; UNIVERSITE DE LIEGE; LANCELLOTTI, Patrizio; OURY, Cecile; PIROTTE, Bernard; (140 pag.)WO2019/158655; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 941685-26-3, 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. 941685-26-3, name is 4-Chloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine. A new synthetic method of this compound is introduced below.

4- chloro-7 – ((2- (trimethylsilyl) ethoxy) methyl) -7H-pyrrolo [2,3-d] pyrimidine (Compound A, 500mg, 1.25mmol, 1.0eq) and5- (4,4,5,5-tetramethyl-1,3,2-dioxaborolane hetero-pentyl 2-yl) -7-tosyl–7H- pyrrolo [2,3-d] pyrimidine(Compound B, 392mg, 1.38mmol, 1.1eq) was dissolved in DME (10mL) mixture / 2M sodium carbonate solution (5mL) was added Pd (PPh3) 4 (144mg, 0.125mmol, 0.1eq) under N2 atmosphere, after addition was complete the reaction was warmed to reflux for 3h. TLC monitored the reaction was complete (Rf = 0.1, PE: EA = 3: 1), cooled to room temperature and added to H2O (30mL) and EA (50 mL) separated, aqueous phase extracted with EA three times, the combined organic phase was washed with saturated brine once, after the organic phase was dried over anhydrous magnesium sulfate, and column chromatography (PE: EA = 3: 1-1: 1) give 224 mg of a pale yellow solid (compound C).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,941685-26-3, 4-Chloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Jiangsu Kefeiping Pharmaceutical Co., Ltd.; Nanjing Kefeipingshenghui Pharmaceutical Co., Ltd.; Nanjing Kefeiping Pharmaceutical Co., Ltd.; Qin Yinlin; Su Mei; Jin Qiu; Chen Tao; Wu Xianzhi; Jiang Jianhua; (15 pag.)CN105524067; (2016); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 10244-24-3, 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.10244-24-3, name is 4,4′-(6-Chloropyrimidine-2,4-diyl)dimorpholine, molecular formula is C12H17ClN4O2, molecular weight is 284.74, as common compound, the synthetic route is as follows.

Step 1. To a solution of 4,4′-(6-chloropyrimidine-2,4-diyl)dimorpholine (1.0 equiv.) and Intermediate A (1.1 equiv.) in DME and 2M sodium carbonate (3:1, 0.2 M) was added PdCl2(dppf)-DCM adduct (0.500 equiv.) in a microwave vial equipped with a stir bar. The reaction was heated to 120 C. for 20 min in the microwave. The organic phase was dried with sodium sulfate, filtered and concentrated. The crude material was purified via preparative reverse phase HPLC. Upon lyophilization of the pure fractions, N-(3-(2,6-dimorpholinopyrimidin-4-yl)-4-methylphenyl)-3-(trifluoromethyl)benzamide was isolated as the TFA salt in 37% yield. LCMS (m/z) (M+H)=528.3, Rt=0.80 min, 1H NMR (400 MHz, ) delta ppm 2.21-2.35 (m, 3H) 3.68 (br. s., 8H) 3.71 (d, J=4.30 Hz, 8H) 6.50 (br. s., 1H) 7.34 (d, J=8.22 Hz, 1H) 7.70-7.89 (m, 3H) 7.97 (d, J=7.83 Hz, 1H) 8.26 (d, J=7.83 Hz, 1H) 8.29 (s, 1H) 10.59 (br. s., 1H).

The chemical industry reduces the impact on the environment during synthesis 10244-24-3, I believe this compound will play a more active role in future production and life.

Reference:
Patent; NOVARTIS AG; Barsanti, Paul A.; Burger, Matthew; Lou, Yan; Nishiguchi, Gisele; Polyakov, Valery; Ramurthy, Savithri; Rico, Alice; Setti, Lina; Smith, Aaron; Taft, Benjamin; Tanner, Huw; DiPesa, Alan; Yusuff, Naeem; US2014/275003; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 10397-13-4, 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. 10397-13-4, name is 4-(4,6-Dichloropyrimidin-2-yl)morpholine, molecular formula is C8H9Cl2N3O, 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.

Step 1.1: (S)-3-(6-Chloro-2-morpholin-4-yl-pyrimidin-4-yl)-4-methyl-oxazolidin-2-one To a solution of (S)-4-methyl-2-oxazolidinone (432 mg, 4.19 mmol) in DMF (10 mL) was slowly added NaH (60% mineral oil, 201 mg, 5.02 mmol) under an argon atmosphere and the suspension was stirred at rt for 30 min. The reaction mixture was cooled to 0 C. and the intermediate A (1 g, 4.19 mmol) was added. The mixture was stirred at RT for 4 h. The reaction mixture was diluted with EtOAc and extracted with H2O. The organic layer was washed with H2O and brine, dried (Na2SO4), filtered and concentrated. The residue was purified by flash chromatography (hexane/EtOAc, 97:3?1:1) to afford the title compound (605 mg, 47%). tR: 1.00 min (LC-MS 1); ESI-MS: 299.2/301.2 [M+H]+ (LC-MS 1).

According to the analysis of related databases, 10397-13-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; CARAVATTI, Giorgio; FAIRHURST, Robin Alec; FURET, Pascal; STAUFFER, Frederic; SEILER, Frank Hans; MCCARTHY, Clive; RUEEGER, Heinrich; US2013/225574; (2013); A1;,
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, Safety of 2,4-Dichloro-7,7-dimethyl-5,7-dihydrofuro[3,4-d]pyrimidine, blongs to pyrimidines compound. Safety of 2,4-Dichloro-7,7-dimethyl-5,7-dihydrofuro[3,4-d]pyrimidine

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.

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:
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