Day: June 11, 2021

Related Products of 25193-95-7, 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 25193-95-7, name is 5-(Hydroxymethyl)pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

To the mixture of Compound 5 (150 mg, 0.51 mmol), DIAD (184.94 mg, 0.91 mmol) and pyrimidin-5-ylmethanol (100.71 mg, 0.91 mmol) in THF (5 mL) was added PPh3 (239.89 mg, 0.91 mmol) and the mixture was stirred at 20 C for 16 hours under N2. The mixture was concentrated, the residue was diluted with NH4C1 (20 mL) extracted with EtOAc (20 mL x 2). The combined organic phase was washed with brine (10 mL), dried over Na2SC>4, filtered, and concentrated to give a residue that was purified by Prep-HPLC (Waters Xbridge (150 mm x 25mm, 5 muiotaeta) A = H20 (10 mM NH4HCO3) and B = CH3CN); 40-70 %B over 10 minutes) to afford Compound 84 as a solid. 1H NMR (OMSO-d6 400MHz) deltaH = 9.14 (s, 1H), 8.92 (s, 2H), 7.81 – 7.74 (m, 3H), 7.51 – 7.44 (m, 4H), 5.19 (s, 2H). LCMS Rt = 1.19 min using Method A, MS ESI calcd. for C19H13F3N3O3 [M+H]+ 388.1, found 388.0.

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 25193-95-7, 5-(Hydroxymethyl)pyrimidine.

Reference:
Patent; PRAXIS PRECISION MEDICINES , INC.; REDDY, Kiran; MARTINEZ BOTELLA, Gabriel; GRIFFIN, Andrew, Mark; MARRON, Brian, Edward; (244 pag.)WO2018/148745; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 591-55-9, 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 591-55-9 as follows.

Example 203: Preparation of N4-cyclopropyI-N2-(pyrimidin-5-yl)-5-(trifluoromethyl) pyrimidine-2,4-diamin2-Chloro-N-cyclopropyl-5-(trifluoromethyl)pyrimidin-4-amine (0.070 g, 0.295 mmol) and pyrimidin-5-amine (0.028 g, 0.295 mmol) were mixed in Acetic Acid (1 ml). The mixture was microwaved at 120 C for 10 minutes and then concentrated. 3 mg of product was recovered after automated reverse phase chromatography (water-MeCN eluent). MS calcd for297.1 1 , found 296.90.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,591-55-9, its application will become more common.

Reference:
Patent; SALK INSTITUTE FOR BIOLOGICAL STUDIES; SANFORD-BURNHAM MEDICAL RESEARCH INSTITUTE; YALE UNIVERSITY; SHAW, Reuben J.; EGAN, Daniel F.; COSFORD, Nicholas; TURK, Benjamin; VAMOS, Mitchell; PANICKAR, Dhanya Raveendra; CHUN, Matthew; SHEFFLER, Doug; (315 pag.)WO2016/33100; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 4983-28-2, 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. 4983-28-2, name is 2-Chloro-5-hydroxypyrimidine, molecular formula is C4H3ClN2O, 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.

2-Chloropyrimidin-5-ol (Intermediate No.86 Step 2, 200 mg,. 1.5 mmol) was dissolved in THF (5 mL) and triphenylphosphine (600 mg, 23 mmol) and 1,4-dioxa- spiro[4.5]decan-8-ol (365 mg, 2.30 mmol) was added, followed by DIAD (0.45 mL, 2.3 mmol). The reaction mixture was stirred at ambient temperature overnight. The reaction mixture was diluted with EtOAc, washed with saturated NaHC03> and the aqueous phase was extracted with. EtOAc. The combined organic extracts were dried over Na2S04, filtered, dry loaded onto silica gel and the cpade residue was purified by flash chromatography (MPLC, 2-20percentDCM-hexane followed-by 5-60percent EtOAc-hexane) to give a crude residue which was further purified by reverse phase preparative HPLC (0-80percent MeCN-H20, 0.05percent TFA). Fractions containing the pure compound were collected and the free base was liberated by an EtOAc extraction and sat.NaHC03 wash to give 2-c oro-5-(l ,4-dioxaspiro[4.5]dec-8-yloxy)pyrimidine as a solid.LRMS (ESI) calc’d for C12H16C1N203 [M+H] +: 271 , Found: 271

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 4983-28-2, 2-Chloro-5-hydroxypyrimidine.

Reference:
Patent; MERCK SHARP & DOHME CORP.; YOUNG, Jonathan; CZAKO, Barbara; ALTMAN, Michael; GUERIN, David; MARTINEZ, Michelle; RIVKIN, Alexey; WILSON, Kevin; LIPFORD, Kathryn; WHITE, Catherine; SURDI, Laura; CHICHETTI, Stephanie; DANIELS, Matthew, H.; AHEARN, Sean, P.; FALCONE, Danielle; OSIMBONI, Ekundayo; WO2011/84402; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 14001-67-3, 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 14001-67-3 as follows.

To a 100 mL one neck round bottom flask was charged with 2-methylthio-5- bromopyrimidine (1 g, 4.88 mmol) along with pinacoldiborane (1.362 g, 5.36 mmol), potassium acetate (0.957 g, 9.75 mmol), Pd(dppf)CH2C12 (0.178 g, 0.244 mmol) and DMSO (10 ml). The flask was sealed with septum and connected to manifold through a syringe needle. The system was vacuumed and refilled with nitrogen three times and the mixture wasthen stirred and heated in an oil bath of 100 OC for 6 hr. The reaction mixture was black. LCMS showed complete consumption of starting material. After cooled to room temperature, the residue was diluted with ethyl acetate (100 mL) and water (50 ml). The organic layer was separated and the aqueous layer was extracted with ethyl acetate (3x). The combined organic phases were washed with water, dried over Mg504, filtered and concentrated. The residue waspurified by MPLC (24 g silica gel, 10 to 60% ethyl acetate in hexanes) to afford ligh yellow solid product 2-(methylsulfanyl)-5 -(4,4,5,5 -tetramethyl- 1,3 ,2-dioxaborolan-2-yl)pyrimidine. LC-MS (ES, m/z): C11H17BN2025: 252; Found: 253 [M+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,14001-67-3, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; DEVITA, Robert, J.; YU, Yang; LIU, Jian; HE, Shuwen; KRIKORIAN, Arto, D.; MILLER, Daniel, J.; WU, Zhicai; YANG, Ginger Xu-Qiang; HONG, Quingmei; LAI, Zhong; ZORN, Nicolas; TING, Pauline, C.; WO2013/130370; (2013); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 148550-51-0, 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 148550-51-0, name is Ethyl 2-(methylsulfonyl)pyrimidine-5-carboxylate. This compound has unique chemical properties. The synthetic route is as follows.

Using Procedure Y-3 (Table 5) with compound 473 the title compound 474 was obtained (85 mg, 18percent) as a clear oil. MS (m/z): 353.5 (M+3)

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 148550-51-0, Ethyl 2-(methylsulfonyl)pyrimidine-5-carboxylate.

Reference:
Patent; Forum Pharmaceuticals, Inc.; Rogers, Kathryn; Patzke, Holger; (315 pag.)US2017/749; (2017); 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.14080-50-3, name is Thieno[2,3-d]pyrimidin-4(3H)-one, molecular formula is C6H4N2OS, molecular weight is 152.1738, as common compound, the synthetic route is as follows.name: Thieno[2,3-d]pyrimidin-4(3H)-one

Example 307 Synthesis of 4-chlorothieno[2,3-d]pyrimidine DMF (1.53 ml, 19.7 mmol) in dichloromethane (50 ml) was cooled to 0 C. and oxalyl chloride (2.5 ml, 29.6 mmol) was added slowly forming a white gel. Thieno[2,3-d]pyrimidin-4(3H)-one (1.5 g, 9.86 mmol) was added and the reaction mixture was refluxed for 3 hours. The mixture was cooled down to room temperature and poured into water. The mixture was extracted with dichloromethane, dried over sodium sulfate and concentrated in vacuo. The crude residue was purified by silica gel chromatography (EtOAc/hexane 15:1) to yield the title compound as a white solid (1.61 g, 96%). 1H NMR (300 MHz, CDCl3, 25 C.): delta=8.88 (s, 1H, CH), 7.64 (d, J=6.0 Hz, 1H, CH), 7.47 (d, J=5.8 Hz, 1H, CH) ppm. HRMS: calcd for C6H4ClN2S 170.97837. found 170.97804.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,14080-50-3, Thieno[2,3-d]pyrimidin-4(3H)-one, and friends who are interested can also refer to it.

Reference:
Patent; Katholieke Universiteit Leuven, K.U. Leuven R&D; Herman, Jean; Louat, Thierry; US2014/88088; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 24391-41-1, 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 24391-41-1, name is 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 14b (0.132 mmol), 4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5- carbonitrile (24 mg, 0.132 mmol) and TEA (0.09 mL, 0.66 mmol) in n-BuOH (10 mL) was heated at reflux for 2 hours. The reaction mixture was concentrated purified by flash column chromatography eluting with MeOH/water to afford compound 107 as a slight yellow solid (17 mg, yield: 31%). MS (m/z): 420.7 (M+H)+. 1H-NMR (400 MHz, DMSO-d6) delta: 8.29 (s, 1H), 8.03 (s, 1H), 6.77 (t, J= 5.1 Hz, 1H), 6.16 (t, J= 4.0 Hz, 1H), 5.50 (m, 1H), 4.26 (m, 1H), 4.15 – 4.08 (m, 2H), 3.69 (m, 1H), 2.37 – 2.01 (m, 5H), 1.00 (d, J= 6.6 Hz, 3H), 0.93 (d, J= 6.5 Hz, 3H).

According to the analysis of related databases, 24391-41-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; HUTCHISON MEDIPHARMA LIMITED; SU, Wei-Guo; DAI, Guangxiu; XIAO, Kun; JIA, Hong; VENABLE, Jennifer Diane; BEMBENEK, Scott Damian; WO2014/15523; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 22276-95-5 , The common heterocyclic compound, 22276-95-5, name is 5-Bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine, molecular formula is C6H3BrClN3, 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.

To a solution of 5-bromo-4-cUoro-7H-pyrrolo[2 -d]pyrirnidine D3 (l.OOg) inDMF (10 mL) at 0 C was added sodium hydride (0.224 g, 5.59 mmol) and the mixture stirred for 20 minutes, Benzenesulfonyl chloride (0.66 mL, 5.16 mmol) was then added dropwise and the reaction mixture stirred in the cool bath for 1 hour. The mixture was poured onto water (140 mL) and the precipitate filtered, washed with water and dried in a vacuum oven to give D5 (1.60 g) as an off white solid, lH NMR (CDC13) delta 8.77 (1H, s), 8.23 (2H, dd), 7.85 (1H, s), 7.70 (1H, m), 7.59 (2H, ddd), MS(ES+) 372 [M(Ci2H779Br35Cl 302S)+H]+. The crude product was used without further purification into the preparation of D6..

The synthetic route of 22276-95-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CONVERGENCE PHARMACEUTICALS LIMITED; WITTY, David R.; NORTON, David; TIERNEY, Jason Paul; LORTHIOIR, Ghislaine; SIME, Mairi; PHILPOTT, Karen Louise; WO2012/80735; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 87591-74-0, 2-(Chloromethyl)-6-methyl-4H-pyrido[1,2-a]pyrimidin-4-one, 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-(Chloromethyl)-6-methyl-4H-pyrido[1,2-a]pyrimidin-4-one, blongs to pyrimidines compound. Safety of 2-(Chloromethyl)-6-methyl-4H-pyrido[1,2-a]pyrimidin-4-one

A solution of 1H-benzo[d]imidazole (58.9 mg, 0.499 mmol), 2-(chloromethyl)-6-methyl-4H-pyrido[1,2-a]pyrimidin-4-one (CAS 87591-74-0, 104.9 mg, 0.503 mmol), and powdered potassium carbonate (104.9 mg, 0.759 mmol) in DMF (2.50 mL) was stirred in a sealed tube at room temperature for 64 hours. The solution was diluted with methanol to 5 mL, filtered, and purified by reverse-phase HPLC to give 8 (32.07 mg, 22%) as a white solid. 1H NMR (400 MHz, DMSO-d6) ppm 2.88 (s, 3 H) 5.43 (s, 2 H) 5.81 (s, 1 H) 6.91 (d, J=6.82 Hz, 1 H) 7.19 – 7.27 (m, 2 H) 7.33 – 7.37 (m, 1 H) 7.54 – 7.59 (m, 1 H) 7.63 – 7.70 (m, 2 H) 8.35 (s, 1 H). HRMS: [M+H]+ calc. 291.124038, found 291.12374, error -1.02 ppm.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,87591-74-0, 2-(Chloromethyl)-6-methyl-4H-pyrido[1,2-a]pyrimidin-4-one, and friends who are interested can also refer to it.

Reference:
Article; Guo, Chuangxing; Linton, Angelica; Jalaie, Mehran; Kephart, Susan; Ornelas, Martha; Pairish, Mason; Greasley, Samantha; Richardson, Paul; Maegley, Karen; Hickey, Michael; Li, John; Wu, Xin; Ji, Xiaodong; Xie, Zhi; Bioorganic and Medicinal Chemistry Letters; vol. 23; 11; (2013); p. 3358 – 3363;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 10457-14-4, 2,4-Bis((trimethylsilyl)oxy)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, 10457-14-4, blongs to pyrimidines compound. SDS of cas: 10457-14-4

The reaction mixture of the compound 3 (18.0 g, 33.8 mmol) obtained in the step 2, 2,4-bis((trimethylsilyl)oxy)pyrimidine (15.2 g, 59.2 mmol) and silver trifluoromethanesulfonate (AgOTf) (13.0 g, 50.9 mmol) in acetonitrile (MeCN)/ 1,2-dichloroethene (DCE) (163 mL/163 mL) was stirred at 100 C for 5 h, cooled down to 25 C and quenched with brine. The precipitates were filtered off and the filtrate was extracted with DCM. The organic layer was dried over MgSO4, filtered and evaporated. The residue was purified by silica gel column chromatography (DCM : EtOAc = 5 : 1) to give the compound 4 (14.5 g, 64%) as a yellow solid. 1H NMR (400 MHz, CDC13) delta 8.47 (br s, 1 H), 8.07-7.92 (m, 6 H), 7.70 (d, J= 8.4 Hz, 1 H), 7.62-7.53 (m, 3 H), 7.48-7.34 (m, 6 H), 6.33 (d, J= 5.6 Hz, 1 H), 5.88 (t, J= 5.6 Hz, 1 H), 5.61 (d, J= 8.4 Hz, 1 H), 5.07-5.04 (m, 1 H), 4.93 (dd, J= 13.2, 2.8 Hz, 1 H), 4.58 (dd, J= 12.8, 3.2 Hz, 1 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,10457-14-4, its application will become more common.

Reference:
Patent; KAINOS MEDICINE, INC.; SHIN, Sunmi; KIM, Hyangmi; OH, Su-Sung; WO2015/72784; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia