Tag: M.W:200-300

Electric Literature of 60186-89-2, Adding some certain compound to certain chemical reactions, such as: 60186-89-2, name is 4-Bromo-2,6-dimethoxypyrimidine,molecular formula is C6H7BrN2O2, 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 60186-89-2.

Into a 1-L 3-necked round-bottom flask purged and maintained with an inert atmosphere of nitrogen, was placed 4-bromo-2,6-dimethoxypyrimidine (23 g, 105.01 mmol, 1 equiv), tetrahydrofuran (250 mL), Diethyl ether (250 mL). And n-BuLi(2.5M) (46.2 mg, 0.72 mmol, 1.10 equiv) was added dropwise at -78 C. After stirred for 5 min at -78 C, ethyl 2,2,2-trifluoroacetate (16.4 g, 115.43 mmol, 1.10 equiv) was added dropwise. After stirred for 30 min at -78 C, the resulting solution was stirred for overnight at RT. The reaction was then quenched by the addition of 200 mL of saturated NH4CI. Sodium carbonate was employed to adjust the pH to 8. The resulting solution was diluted with 1 L of EA. The resulting mixture was washed with 3×500 mL of brine. The resulting mixture was concentrated under vacuum. The residue was applied onto a silica gel column with ethyl acetate/petroleum ether (1 : 100- 1 : 10). The collected fractions were combined and concentrated under vacuum. This resulted in 15 g (56%) of the title compound as an off-white solid. Analytical Data: LC-MS: (ES, m/z): RT = 0.739 min, LCMS 32: m/z = 255 [M+l].

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. 60186-89-2, 4-Bromo-2,6-dimethoxypyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; EPIZYME, INC.; CAMPBELL, John Emmerson; DUNCAN, Kenneth William; FOLEY, Megan Alene; HARVEY, Darren Martin; KUNTZ, Kevin Wayne; MILLS, James Edward John; MUNCHHOF, Michael John; (586 pag.)WO2017/181177; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 1266343-30-9, 5-Bromo-4-chloro-7-methyl-7H-pyrrolo[2,3-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, Recommanded Product: 5-Bromo-4-chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine, blongs to pyrimidines compound. Recommanded Product: 5-Bromo-4-chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine

5-bromo- 7-meth yl- 7H-p yrrolo[2, 3-d ID yrimidin-4-amineA suspension of 5-bromo-4-chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine (17 g, 69.0 mmol) in ammonium hydroxide (150 ml_, 3852 mmol) was stirred for 2 days at 100 C in a sealed vessel. The reaction was allowed to cool to room temperature and filtered. The collected solid was washed with Et20 to afford the product 5-bromo-7-methyl-7H-pyrrolo[2,3- d]pyrimidin-4-amine (12.5 g) as a white solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1266343-30-9, 5-Bromo-4-chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; GLAXOSMITHKLINE LLC; AXTEN, Jeffrey, Michael; GRANT, Seth, Wilson; HEERDING, Dirk, A.; MEDINA, Jesus, Raul; ROMERIL, Stuart, Paul; TANG, Jun; WO2011/119663; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 192869-80-0, 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.192869-80-0, name is 7-Benzyl-4-chloro-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine, molecular formula is C14H14ClN3, molecular weight is 259.73, as common compound, the synthetic route is as follows.

Step 4: 4-(dimethoxymethyl)-2-methoxypyrimidine, 60 is prepared as follows: 4-(dimethoxymethyl)-2-(propylthio)pyrimidine, 59, is dissolved in methanol (40 mL) and sodium methoxide (1.57 g) is added. The mixture is heated to 60 C. for 1 h, then the solvent removed in vacuo. The residue is partitioned between ethyl acetate and water, extracting the aqueous layer with further ethyl acetate. The combined organics are dried (magnesium sulfate), filtered and concentrated to give the title compound (4.53 g) as an oil. The compound obtained in this step shows the following mass spectral data: LC/MS: C8H12N2O3 requires 184.1; observed M/Z 185.2 [M+H]+. RT 2.57 min.

Statistics shows that 192869-80-0 is playing an increasingly important role. we look forward to future research findings about 7-Benzyl-4-chloro-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine.

Reference:
Patent; Griffin, John; Lanza, Guido; Yu, Jessen; US2005/261354; (2005); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 2908-71-6, Adding some certain compound to certain chemical reactions, such as: 2908-71-6, name is 5-(Bromomethyl)-2-methylpyrimidin-4-amine hydrobromide,molecular formula is C6H9Br2N3, 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 2908-71-6.

On the o ther hand, trisdibenzylieneacetone dipalladium (1.1 mg, 1.2 **mol) and the NMPsolution (200 muL) of triotolyl phosphine (5.8 mg, 19.1 **mol) were prepared for thereaction container of the sign synthesizer unit, and it installed in the room temperature. Thesolution in a reaction container was installed in 10 20 quota which blows a [ C] methyliodide. Then, a [ C] methyl iodide is blown into a reaction container by the gas mass flow of6080 mL/min, The NMP solution (100 muL) of the tin precursor 2 (5.0 mg, 11.9 **mol), CuBr(0.9 mg, 5.9 **mol), and CsF (2.3 mg, 14.9 **mol) was added there, and it heated for 3minutes at 100 degrees C. Then, the DMF solution (100 **L) of 4amino5(bromomethyl)2methylpyrimidine bromate (50 mg, 176.7 **mol) was added, and it heated for 7 minutes at150 degrees C, blowing nitrogen gas by the flow rate of 20 mL/min. After diluting the obtainedreaction solution with the washing liquid (acetonitrile: water =1:1) of 1.2 mL, it filtered usingthe filter. The fraction which presents preparative isolation HPLC with a filtrate (refer to Fig.1),and contains the Csign thiamin 4 isolated preparatively was concentrated in vacuum in theevaporator. Preparative isolation HPLC was again presented with the filtrate obtained bycarrying out filter filtration of the concentrate (refer to Fig.2). The fraction containing the 11C-thiamin 4 isolated preparatively was put into the membrane filter at the sterile vialthrough the concentrate obtained by concentrating in vacuum in an evaporator.

According to the analysis of related databases, 2908-71-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; RIKEN; Watanabe, Yasuyoshi; Suzuki, Masaaki; Doi, Hisashi; Nozaki, Satoshi; Kanazawa, Shomasaru; Mawatari, Aya; (25 pag.)JP6037330; (2016); B2;,
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. 74840-34-9, name is 4-Chloro-2-(methylthio)pyrimidine-5-carboxylic acid, the common compound, a new synthetic route is introduced below. Product Details of 74840-34-9

Preparation of Compound II:4-chloro2-methylthiopyrimidine-5-formic acidI (25.60g, 0.12mol)Suspended in 100 mL of tetrahydrofuran,Add oxalyl chloride (16.67 g, 0.13 mol),Add 2 drops of DMF,Stir at 35 degrees for 1 hour,Add to the reaction solution23mL 22percent ammonia solution,Stir for 15 hours under 15 degrees.An off-white solid precipitates, suction filtration,The filter cake was washed twice with 10 mL of water.After the filter cake is dried by phosphorus pentoxide,Obtained 25.21 g of a white solid compound II,The yield was 98.94percent.

The synthetic route of 74840-34-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Tierxi (Nanjing) Pharmaceutical Research And Development Co., Ltd.; Wu Wenchao; Song Dandan; Zhang Chi; Cui Xilin; (10 pag.)CN110117274; (2019); A;,
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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. 280582-23-2, name is 4-(2,4-Dichloro-5-pyrimidyl)morpholine. A new synthetic method of this compound is introduced below., Recommanded Product: 280582-23-2

[00468] 4- (2, 4-DICHLORO-PYRIMIDIN-5-YL)-MORPHOLINE (0.75 g, 3.2 mmol), 5-cyclopropyl- 1H-pyrazol-3-ylamine (0.47 g, 3.52 mmol) and triethylamine (0.90 mL, 6.41 mmol) in ethanol (10 mL) were refluxed for 4 d. After cooling, solvent was evaporated and the residue was purified by flash chromatography (SIOZ) eluted with 3: 97 methanol: dichloromethane to provide 2-CHLORO-5-MORPHOLINO-4-YL-PYRIMIDIN-4-YL)-(5-CYCLOPROPYL-LH-PYRAZOL-3-YL)- amine (0. 63 g, 61 % YIELD). 1H-NMR (500 MHz, DMSO-D6) 8 12.2 (s, 1H), 8.75 (s, 1H), 8.05 (s, 1H), 6.25 (s, 1H), 3.80 (m, 4H), 2.85 (m, 4H), 1.90 (m, 1H), 0.95 (m, 2H), 0.70 (m, 2H) ppm; MS (FIA) 321.1 (M+H), 319.2 (M-H); HPLC (method A) 2.888 min.

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, 280582-23-2, 4-(2,4-Dichloro-5-pyrimidyl)morpholine.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2004/37814; (2004); 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. 890094-38-9, name is 2-Chloro-N-isopropyl-5-nitropyrimidin-4-amine. A new synthetic method of this compound is introduced below., HPLC of Formula: C7H9ClN4O2

4-amino-3-fluoro-N-(4-methylpiperidin-1-yl)benzamide(5.0g) was added to a solution of Compound 2-3(4.3g) in n-butanol(150ml). The mixture was reacted at 90C for 4.0 hours, cooled to room temperature, filtered, washed and dried to obtain a yellow solid(6.3g) in a yield of 72.8%. MS m/z(ESI): 432[M+H]+.

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, 890094-38-9, 2-Chloro-N-isopropyl-5-nitropyrimidin-4-amine.

Reference:
Patent; Si Chuan University; CSPC Zhongqi Pharmaceutical Technology (Shijiazhuang) Co., Ltd.; YANG, Shengyong; WEI, Yuquan; EP2578584; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 31462-58-5, Adding some certain compound to certain chemical reactions, such as: 31462-58-5, name is 5-Iodopyrimidine,molecular formula is C4H3IN2, 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 31462-58-5.

General procedure: In a typical experiment, 0.75 mg (0.03 mol%) of 3 was added into a mixture of aryl halide (1.0 mmol), olefin (2 mmol), Et3N (3 mmol) in DMF (2 mL), and the reaction mixture was stirred at 130 C. The formation of coupling product was monitored byTLC/GC analyses. After disappeared of the aryl halide (checking by TLC/GC), the reaction mixture was cold at room temperature and diluted with water and ethyl acetate and the solid Pd(II) complex 3 was separated by filtration. The cross-coupling product was extracted from the aqueous layer with ethyl acetate (3 x 5 mL), dried over MgSO4 and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography (ethyl acetate/hexane) to give the corresponding cross-coupling product.

According to the analysis of related databases, 31462-58-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Sarkar, Shaheen M.; Rahman, Md. Lutfor; Chong, Kwok Feng; Yusoff, Mashitah Mohd; Journal of Catalysis; vol. 350; (2017); p. 103 – 110;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 31462-58-5, name is 5-Iodopyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Safety of 5-Iodopyrimidine

General procedure: To 3-{2-[(tert-butyldimethylsilyl)oxy]ethyl}-13-{4-[5-chloro-2-(lH-l,2,3-triazol- 1 -yl)phenyl]-6-oxo- 1 ,2,3,6-tetrahydropyridin- 1 -yl} -9-methyl-3,4,7, 15-tetraazatricyclo [12.3.1.02’6]octadeca-l(18),2(6),4,14,16-pentaen-8-one was added MeOH (0.7 ml) and cone. HC1 (0.05 ml, 0.60 mmol) and the reaction was stirred for 10 min. The crude product was purified by reverse phase preparative HPLC to yield 13-{4-[5-chloro-2-(lH- 1,2,3-triazol- l-yl)phenyl]-6-oxo- 1,2,3, 6-tetrahydropyridin-l-yl}-3-(2-hydroxyethyl)-9- methyl-3 ,4,7, 15 -tetraazatricyclo[ 12.3.1.02’6] octadeca- 1 ( 18),2(6),4, 14, 16-pentaen-8-one as a white solid (6 mg, 8.22 muiotaetaomicron, 22.2% yield). NMR (500MHz, CD3OD) delta 8.76 – 8.70 (m, 1H), 8.34 – 8.30 (m, 1H), 7.93 – 7.88 (m, 1H), 7.84 – 7.78 (m, 1H), 7.68 – 7.62 (m, 3H), 7.60 (s, 3H), 5.89 – 5.81 (m, 1H), 5.59 – 5.50 (m, 1H), 4.44 – 4.38 (m, 2H), 4.05 – 3.97 (m, 3H), 3.51 – 3.45 (m, 2H), 2.61 – 2.51 (m, 1H), 2.23 – 2.09 (m, 3H), 1.99 – 1.81 (m, 2H), 1.65 – 1.53 (m, 1H), 1.39 – 1.28 (m, 2H), 1.19 – 1.12 (m, 2H), 1.12 – 1.08 (m, 3H). MS(ESI) m/z: 587.5 (M+H)+. Analytical HPLC (Method A): RT = 5.33 min, purity = 96%; Factor XIa Ki = 5.5 nM, Plasma Kallikrein Ki = 140 nM.(9R, 135)- 13- {4- [3 -Chloro-2-fluoro-6-(trifluoromethyl)phenyl]-6-oxo- 1,2,3,6- tetrahydropyridin- 1 -yl} -9-methyl-4-(pyrimidin-5-yl)-3 ,4,7, 15 -tetraazatricyclo[ 12.3.1.026] octadeca- 1(1 8),2,5,14,1 6-pentaen-8-one trifluoroacetate (7.5 mg, 9.85 imol, 18% yield)was prepared according to the procedures described in Example 11 by substituting (2-bromoethoxy)Qert-butyl)dimethylsilane with 5-iodopyrimidine. ?H NMR (500MHz,DMSO-d6) oe 9.58 (s, 1H), 9.39 (s, 2H), 9.19 (s, 1H), 8.80 (s, 1H), 8.68 (d, J=4.9 Hz, 1H),7.85 (t, J=7.8 Hz, 1H), 7.76 (s, 1H), 7.70 (d, J=8.5 Hz, 1H), 7.60 (d, J=4.3 Hz, 1H), 7.266.97 (m, 1H), 5.92 (s, 1H), 5.71 (d, J=8.8 Hz, 1H), 3.97 (br. s., 1H), 3.67 (br. s., 1H), 3.443.36 (m, 1H), 2.73 (br. s., 1H), 2.19 (br. s., 1H), 2.06 (br. s., 1H), 1.76 (br. s., 1H), 1.56(br. s., 1H), 1.34 (br. s., 1H), 0.97 (d, J=6.7 Hz, 3H), 0.69 (br. s., 1H). MS(ESI) m/z:640.1 [M+H]. Analytical HPLC (Method B): RT = 1.84 mm, purity = 99.0%; Factor XIaKi = 5.4 nM, Plasma Kallikrein Ki = 13 nM.

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, 31462-58-5, 5-Iodopyrimidine.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; DILGER, Andrew, K.; CORTE, James, R.; DE LUCCA, Indawati; FANG, Tianan; YANG, Wu; WANG, Yufeng; PABBISETTY, Kumar Balashanmuga; EWING, William, R.; ZHU, Yeheng; WEXLER, Ruth, R.; PINTO, Donald, J.P.; ORWAT, Michael, J.; SMITH II, Leon, M.; WO2015/116882; (2015); 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. 1192711-71-9, name is 2,4-Dichloro-6-methyl-7H-pyrrolo[2,3-d]pyrimidine, the common compound, a new synthetic route is introduced below. HPLC of Formula: C7H5Cl2N3

General procedure: A mixture of 2,4-dichloro-7H-pyrrolo[2,3-d]pyrimidine 18a (51.3 g) and 1.36 L of 1 N NaOH was stirred at 80 C overnight. The solution was subsequently chilled and adjusted to pH 6 with AcOH. The resulting precipitate was collected, washed with water and dried to afford 19a as solid (37.3 g, yield: 80.7%).

The synthetic route of 1192711-71-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Xie, Hui; Zeng, Lili; Zeng, Shaogao; Lu, Xin; Zhang, Guicheng; Zhao, Xin; Cheng, Na; Tu, Zhengchao; Li, Zhiyuan; Xu, Hongjiang; Yang, Ling; Zhang, Xiquan; Huang, Min; Zhao, Junling; Hu, Wenhui; European Journal of Medicinal Chemistry; vol. 52; (2012); p. 205 – 212;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia