Day: September 28, 2021

Synthetic Route of 5466-43-3, 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 5466-43-3 as follows.

A mixture of 2,4-dichloro-6,7-dihydro-5H-cyclopentapyrimidine (0.4 g, 2.1 mmol), N-benzyl-ethylamine (0.35 mL, 2.3 mmol) and diisopropylethylamine (0.4 mL, 2.1 mmol) in anhydrous ethanol (5 mL) was heated at a temperature in the range of 20 C. to 90 C. for 18 hours. After cooling to about 20 to 35 C., the reaction mixture was concentrated under reduced pressure. The crude residue was diluted with ethyl acetate, washed with water, brine, dried over sodium sulfate, filtered and concentrated under reduced pressure to afford a light pink liquid (0.60 g, 98% yield).1H NMR (CDCl3, 300 MHz): delta 7.44-7.08 (m, 5H), 4.80 (s, 2H), 3.62 (q, J=7.8 Hz, 2H), 3.28-2.76 (m, 4H), 2.24-2.08 (m, 2H), 1.26 (t, J=7.8 Hz, 3H).LC-MSD (ES+): (m/z) 288 [(M+H)+, 100].

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5466-43-3, its application will become more common.

Reference:
Patent; Dr. Reddy’s Laboratories Ltd.; US2010/144731; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 171887-03-9 , The common heterocyclic compound, 171887-03-9, name is N-(2-Amino-4,6-dichloropyrimidine-5-yl)formamide, molecular formula is C5H4Cl2N4O, 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.

2-Amino-4,6-dichloro-5-formamidopyrimidine (0.8g; 3.8mmol) and DIPEA (1.7mL; 10.0mmol) were added to a solution of 4-amino-3-hydroxy-1-trityloxymethylphospholane 1-oxide 18 (1.0g; 2.5mmol) in n-butanol (25mL). The reaction mixture was stirred for 16h at 130C and evaporated. The residue was treated 16h at 60C with concentrated hydrochloric acid/ methanol 1/ 10 (25mL), diluted with water (100mL) and treated with Dowex H+ (10g). The resin was filtered off and washed with methanol (100mL) and water (100mL). The product was washed off of the resin with 5% aqueous ammonia (100mL), evaporated, purified by preparative HPLC (isocratically water) and freeze-dried from water to yield 0.36g (48%) of white lyofilisate. HRMS (FAB) calcd for C10H15N5O4P (M+H)+ 300.0862, found 300.0861. IR numax (KBr) 3480, 3438, 3318, 3215, 3138, 3119, 2732, 1747, 1688, 1658, 1641, 1628, 1589, 1578, 1544, 1480, 1421, 1400, 1386, 1324, 1224, 1166, 1062, 1050, 1036, 778, 734, 634. NMR data-see Tables 2-4.

The synthetic route of 171887-03-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Pav, Ond?ej; Zbornikova, Eva; Bud??insky, Milo?; Rosenberg, Ivan; Tetrahedron; vol. 69; 43; (2013); p. 9120 – 9129;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 22536-61-4, 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.22536-61-4, name is 2-Chloro-5-methylpyrimidine, molecular formula is C5H5ClN2, molecular weight is 128.56, as common compound, the synthetic route is as follows.

Step 1 : To a solution of compound 184 (10.0 g, 77.79 mmol) in IMS (100 ml.) was added aqueous ammonia (35percent, 100 ml). The reaction mixture was transferred to a sealed bomb and heated at 200 °C for 4 h. The reaction mixture was allowed to cool to room temperature and was concentrated to remove most of the solvent and water (25 ml.) added. The solid obtained was filtered and dried under vacuum to give the desired compound 185 as off-white solid (7.85 g, 92percent yield).1H NMR (400 MHz, DMSO-d6) delta 8.06 (s, 2H), 6.30 (s, 2H), 2.03 (s, 3H). LCMS m/z 1 10 [M+H]+.

Statistics shows that 22536-61-4 is playing an increasingly important role. we look forward to future research findings about 2-Chloro-5-methylpyrimidine.

Reference:
Patent; PFIZER INC.; BAILEY, Simon; BURKE, Benjamin, Joseph; COLLINS, Michael, Raymond; CUI, Jingrong, Jean; DEAL, Judith, Gail; HOFFMAN, Robert, Louis; HUANG, Qinhua; JOHNSON, Ted, William; KANIA, Robert, Steven; KATH, John, Charles; LE, Phuong, Thi, Quy; MCTIGUE, Michele, Ann; PALMER, Cynthia, Louise; RICHARDSON, Paul, Francis; SACH, Neal, William; WO2013/132376; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 16019-33-3, 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. 16019-33-3, name is 2-(4,6-Dichloropyrimidin-5-yl)acetaldehyde. A new synthetic method of this compound is introduced below.

Step 5:To a stirred solution of 2-(4,6-dichloropyrimidin-5-yl)acetaldehyde (600 mg) in dry MeCN (10 mL), methyl hydrazine (154 mg) and sodium acetate (514 mg) were added. The reaction mixture was stirred at room temperature for 3 hours and solvents were removed under reduced pressure. The resulting oil was diluted with ethyl acetate(50 mL), washed with water (10 mL) and brine (10 mL). The organic layer was dried over anhydrous a2S04 and concentrated. The resulting crude product was purified by column chromatography using EtOAc/CHCi3 (0.4:9.6) as eluent to afford 5-chloro-l- methyl-l,4-dihydropyridazino[3,4-d]pyrimidine (310 mg) as white solid. lH NMR (DMSO-d6): delta 3.34 (s, 3H), 3.53-3.54 (d, 2H), 6.91-6.93 (t, 1H), 8.38 (s, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,16019-33-3, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WANG, Tao; KADOW, John, F.; MEANWELL, Nicholas, A.; HAMANN, Lawrence, G.; WO2013/138436; (2013); A1;,
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. 5305-59-9, name is 6-Chloropyrimidin-4-amine. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 5305-59-9

A mixture of 6-chloropyrimidin-4-amine (680 mg, 5.25 mmol), tert-butyl piperazine-1-carboxylate (1.17 g, 6.30 mmol) and D1PEA (2.6 mL. 16 mmol) in n-butanol (5 mL) was heated at 140C for 16 h. The reaction mixture was concentrated under reduced pressure and purified by column chromatography (silica gel, 10: 1 :0.1 DCM/ methanol/ammonium hydroxide) to afford tert-butyl 4-(6-aminopyrimidin-4-y]) piperazine- 1-carboxylate 194b (0.81 g, 55%) as an off-white solid. 1H NMR (400 MHz, CD3OD): delta 8.00 (s, 1H), 5.73 (s, i l l). 3.60-3.53 (m, 4H), 3.53-3.46 (m, 4H), 1.47 (s, 9H); ESI MS m/z 280 [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, 5305-59-9, 6-Chloropyrimidin-4-amine.

Reference:
Patent; ONCOTHERAPY SCIENCE, INC.; MATSUO, Yo; HISADA, Shoji; NAKAMURA, Yusuke; CHAKRABARTI, Anjan; RAWAT, Manish; RAI, Sanjay; SATYANARAYANA, Arvapalli, Venkata; DUAN, Zhiyong; TALUKDAR, Arindam; RAVULA, Srinivas; DECORNEZ, Helene; (491 pag.)WO2017/58503; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 1780-26-3 ,Some common heterocyclic compound, 1780-26-3, molecular formula is C5H4Cl2N2, 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.

Compound 32a is prepared according to the procedure described in US/2006/0004067A1 (Bang-Chi Chen, et al, published Jan. 05, 2006).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1780-26-3, its application will become more common.

Reference:
Patent; Bristol-Myers Squibb Company; US2007/219370; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 1146629-75-5, 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 1146629-75-5, name is (4-Chloro-7H-pyrrolo[2,3-d]pyrimidin-7-yl)methyl pivalate. This compound has unique chemical properties. The synthetic route is as follows.

In an airtight container, 6-(3-nitrophenyl)-1H-indole (100 mg, 0.42 mmol) and (4-chloro-7H-pyrrolo[2,3-d]pyrimidine-7-yl)methyl pivalate (112 mg, 0.42 mmol) were dissolved in 1,4-dioxane (5 mL), and then Cs2CO3 (270 mg, 0.83 mmol) was added. After removing the gas of solution using ultrasonic waves, Xantphos (CAS No. 161265-03-8; 49 mg, 0.084 mmol) and Pd (OAc)2 (9.4 mg, 0.042 mmol) were added continuously, and then the reaction solution was stirred at 120 C. for 2 hours. After cooling it to room temperature, ethyl acetate and water were added, and the water layers were extracted with ethyl acetate. The collected organic layers were washed with brine, dried over magnesium sulfate and concentrated under reduced pressure. The residue was purified by column chromatography (silica gel, 100% methylene chloride) to obtain (4-(6-(3-nitrophenyl)-1H-indole-1-yl)-7H-pyrrolo[2,3-d]pyrimidine-7-yl)methyl pivalate (177 mg, 0.377 mmol) as a white solid. MS m/z [M+1] 470.03; 1H NMR (400 MHz, DMSO-d6) delta 8.91 (s, 1H), 8.89 (s, 1H), 8.45 (s, 1H), 8.26 (d, J=3.53 Hz, 1H), 8.20 (d, J=8.23 Hz, 1H), 8.17 (d, J=7.30 Hz, 1H), 7.85 (d, J=7.65 Hz, 1H), 7.82 (d, J=3.62 Hz, 1H), 7.78 (t, J=7.97 Hz, 1H), 7.66 (dd, J=5.8, 6.71 Hz, 1H), 7.03 (d, J=3.79 Hz, 1H), 6.97 (d, J=3.50 Hz, 1H), 6.30 (s, 2H), 1.10 (s, 9H).

According to the analysis of related databases, 1146629-75-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; KOREA INSTITUTE OF SCIENCE AND TECHNOLOGY; SIM, Tae Bo; YOON, Ho Jong; HUR, Woo Young; NAM, Yun Ju; CHOI, Hwan Geun; (17 pag.)US2018/50036; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 22536-61-4, 2-Chloro-5-methylpyrimidine, 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, Product Details of 22536-61-4, blongs to pyrimidines compound. Product Details of 22536-61-4

A 3-necked 3 L RBF was fitted with a reflux condenser, a temperature controller and a septum and was charged with 2-chloro-5-methylpyrimidine (81 mL, 778 mmol), potassium vinyltrifluoroborate (156 g, 1167 mmol), triphenylphosphine (18.02 mL, 78 mmol), and cesium carbonate (156 mL, 1945 mmol). Water (1565 mL) was added, and the mixture was stirred for 2 min and then THF (244 mL) was added. Argon was sparged through the mixture for 5 min and then palladium (II) chloride (1.72 g, 38.9 mmol) was added. The reaction was further sparged with argon for 5 min. The temperature was raised to 62 °C and stirring was continued until completion. The reaction was cooled to RTand filtered through two Whatman GF/F filter cups, rinsing with diethyl ether. The mixture was transfered to a separatory funnel and the layers were separated. The aqueous layer was further extracted with diethyl ether (4X). The combined organic layers were dried over anhydrous magnesium sulfate and partially concentrated in vacuo at 20 °C and 115 torr for an extended period of time to give an orange liquid. The initial product was purified by Kugelrohr distillation to provide 405.01 (65.4 g, 70percent yield) as a light yellow oil. LCMS- ESI (pos.) m/z: 121.1 (M+H)+.

The synthetic route of 22536-61-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AMGEN INC.; CHEN, Ning; CHEN, Xiaoqi; CHEN, Yinhong; CHENG, Alan C.; CONNORS, Richard V.; DEIGNAN, Jeffrey; DRANSFIELD, Paul John; DU, Xiaohui; FU, Zice; HARVEY, James S.; HEATH, Julie Anne; HEUMANN, Lars V.; HORNE, Daniel B.; HOUZE, Jonathan; KALLER, Matthew R.; KAYSER, Frank; KHAKOO, Aarif Yusuf; KOPECKY, David J.; LAI, Su-Jen; MA, Zhihua; MEDINA, Julio C.; MIHALIC, Jeffrey T.; NISHIMURA, Nobuko; OLSON, Steven H.; PATTAROPONG, Vatee; SWAMINATH, Gayathri; WANG, Xiaodong; WANSKA, Malgorzata; YANG, Kevin; YEH, Wen-Chen; (700 pag.)WO2018/97945; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 252723-16-3, 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. 252723-16-3, name is 7-Benzenesulfonyl-4-chloro-6-methyl-7H-pyrrolo[2,3-d]pyrimidine. A new synthetic method of this compound is introduced below.

Step 3To the solution of 4-cMoro-6-methyl-7-(phenylsulfonyl)-7H-pyrrolo[2,3-d]pyrimidine(10 g, 32.5. mmol, 1.0 eq) in THF (400 mL), t-BuOK (18.23 g, 163.0 mmol, 5 eq) was added and stirred at RT for 12 h. Sat, MaHC03 (50 mL) was added and extracted with EtOAc. The organic layers were separated, dried and concentrated to afford 4-chloro-6-methyl-7H- pyrrolo[2,3-d]pyrimidine.as a brown solid (2.7 g, 50 % in yield).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,252723-16-3, its application will become more common.

Reference:
Patent; PRINCIPIA BIOPHARMA INC.; GOLDSTEIN, David Michael; BRAMELD, Kenneth Albert; WO2012/158795; (2012); 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.5466-43-3, name is 2,4-Dichloro-6,7-dihydro-5H-cyclopenta[d]pyrimidine, molecular formula is C7H6Cl2N2, molecular weight is 189.04, as common compound, the synthetic route is as follows.Computed Properties of C7H6Cl2N2

General procedure: A solution of compound 3 (1.7 g, 8.99 mmol), an appropriate pyrazol-3-amine (360 mg, 9.89 mmol) and triethylamine (1.88 ml, 13.49 mmol) in EtOH (25 ml) were stirred at room temperature for 48 h. Solvent was removed under reduced pressure and the residure was extracted in EtOAc. The organic layer was washed with water and dried over anhydrous sodium sulphate, filtered and concentrated to yield 4 and 5 as a solid. 4 and 5 were used without for further purification for the next step.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,5466-43-3, 2,4-Dichloro-6,7-dihydro-5H-cyclopenta[d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Article; Aware, Valmik; Gaikwad, Nitin; Chavan, Sambhaji; Manohar, Sonal; Bose, Julie; Khanna, Smriti; B-Rao, Chandrika; Dixit, Neeta; Singh, Kishori Sharan; Damre, Anagha; Sharma, Rajiv; Patil, Sambhaji; Roychowdhury, Abhijit; European Journal of Medicinal Chemistry; vol. 92; (2015); p. 246 – 256;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia