Category: 4983-28-2

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.

b) 7.2 g (59 mmol) R-2,2-difluoro-cyclopropanecarboxylic acid are added to 100 mL THF, chilled to 0°C and 35 mL (77 mmol) lithium aluminum hydride solution (2.2 M in 2-methyltetrahydrofuran) are added dropwise. The mixture is stirred at r.t. over night. After that the mixture is chilled to 0°C and quenched by the addition of 3 ml water and 3 ml aq. NaOH solution (c= 4 mol/L) slowly. The resulting mixture is stirred for 30 min, filtered, washed with THF and the filtrate is concentrated by evaporation. The residue is added to Et2O, dried over Na2SO4, filtered and the solvent is removed in vacuo. C4H4F2O(M= 108.1 g/mol) Rt (GC):15.4 min (method a) c) ) 2.16 g (20.0 mmol) of the above mentioned product, 2.75 g (20 mmol) 1-chloro-5- hydroxypyrimidine and 6.56 g (25 mmol) triphenylphosphine are added to 20 ml THF and cooled to 0 °C. Then 11.5 mL (25 mmol) diethylazocarboxylate (40 percent in toluene) are added carefully at constant temperature. Then cooling is removed and the mixture is stirred at r.t. for 3 h. Afterwards the solvent is removed in vacuo, diethylether is added and the mixture is filtered. The solvent is removed in vacuo and the residue is purified by flash chromatography (silica gel, PE/EtOAc) C8H7CIF2N2O (M= 220.60 g/mol) ESI-MS: 221 [M+Hf Rt (HPLC): 0.91 min (method I)

According to the analysis of related databases, 4983-28-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; FLECK, Martin; HEIMANN, Annekatrin; HEINE, Niklas; NOSSE, Bernd; ROTH, Gerald Juergen; WO2014/170197; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 4983-28-2 , The common heterocyclic compound, 4983-28-2, name is 2-Chloro-5-hydroxypyrimidine, molecular formula is C4H3ClN2O, 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 stirred solution of 2-chloropyrimidin-5-ol (1.50 g, 1 1.6 mmol) in dichloromethane (20 mL) was added 4-fluorophenylboronic acid (3.30 g, 23.2 mmol), copper(II) acetate (2.49 g, 13.9 mmol) and triethylamine (8.0 mL, 57 mmol). The mixture was left open to the air and stirred overnight. The suspension was then filtered through a pad of Celite and concentrated. The residue was purified by flash chromatography over silica using a hexane/ethyl acetate eluant to afford 2-chloro-5-(4-fluorophenoxy)pyrimidine as a light yellow solid (0.400 g, 17percent). Exchanging 2-chloro-4-(4-fluorophenyl)pyrimidine for this intermediate, ethyl piperidine-4-carboxylate for ethyl 4-fluoropiperidine-4-carboxylate hydrochloride and Intermediate 5 for Intermediate 1 , the final three steps of Example 41 were used to prepare the title compound. 1H NMR (400 MHz, CD3OD) delta 8.20 (s, 2H), 7.09-6.99 (m, 4H), 4.70-4.66 (m, 2H), 3.33-3.16 (m, 3H), 2.90-2.83 (m, 5H), 2.30-2.01 (m, 3H), 1.92-1.89 (m, 4H), 1.70-1.50 (m, 5H) ppm. 13C NMR (100 MHz, CD3OD) delta 172.4, 172.2, 159.8, 158.5, 157.4, 154.4, 150.0, 143.3, 1 18.2, 1 18.1 , 1 16.1 , 1 15.8, 95.7, 93.8, 60.7, 52.8, 45.6, 45.5, 39.6, 31.5, 31.4, 31.3, 31.2, 29.3, 23.0, 21.8, 21.3 ppm. Purity: > 99percent LCMS (214 nm & 254 nm); retention time 1.39 min; (M+H+) 458.0.

The synthetic route of 4983-28-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GENZYME CORPORATION; BOURQUE, Elyse; CABRERA-SALAZAR, Mario, A.; CELATKA, Cassandra; CHENG, Seng, H.; HIRTH, Bradford; GOOD, Andrew; JANCSICS, Katherine; MARSHALL, John; METZ, Markus; SCHEULE, Ronald, K.; SKERLJ, Renato; XIANG, Yibin; ZHAO, Zhong; LEONARD, John; NATOLI, Thomas; MAKINO, Elina; HUSSON, Herve; BESKROVNAYA, Oxana; WO2014/43068; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 4983-28-2, 2-Chloro-5-hydroxypyrimidine, 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, SDS of cas: 4983-28-2, blongs to pyrimidines compound. SDS of cas: 4983-28-2

General procedure: A mixture of (2,6-difluoro-3,5-dimethoxy-phenyl)methyl methanesulfonate (440 mg, 1.56 mmol, 1.00 eq) , 2-chloropyrimidin-5-ol (203 mg, 1.56 mmol, 1.00 eq) and Cs2CO3 (762 mg, 2.34 mmol, 1.50 eq) in CH3CN (8.0 mL) was heated to reflux for 2 hours. LC-MS showed reaction was complete. The reaction mixture was quenched by addition of water (5 mL) at 0 C, and then extracted with ethyl acetate (10 mL × 2). The combined organic layers were washed with brine (10 mL), dried over Na2SO4, filtered and concentrated under reduced pressure to give a residue. The residue was purified by flash silica gel chromatography (ISCO;12 g SepaFlash Silica Flash Column, Eluent of 0~20% Ethyl acetate/Petroleum ethergradient 30 mL/min).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,4983-28-2, 2-Chloro-5-hydroxypyrimidine, and friends who are interested can also refer to it.

Reference:
Article; Wang, Yikai; Chen, Zhengxia; Dai, Meibi; Sun, Peipei; Wang, Chunqiu; Gao, Yang; Zhao, Haixia; Zeng, Wenqin; Shen, Liang; Mao, Weifeng; Wang, Tian; Hu, Guoping; Li, Jian; Chen, Shuhui; Long, Chaofeng; Chen, Xiaoxin; Liu, Junhua; Zhang, Yang; Bioorganic and Medicinal Chemistry Letters; vol. 27; 11; (2017); p. 2420 – 2423;,
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

Reference of 4983-28-2, 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.4983-28-2, name is 2-Chloro-5-hydroxypyrimidine, molecular formula is C4H3ClN2O, molecular weight is 130.53, as common compound, the synthetic route is as follows.

0.80 mg (6.13 mmol) 2-chloro-5-hydroxypyrimidine, 1.26 g (9.19 mmol) 1-bromo-2-methylpropane and 1.69 g (12.26 mmol) K2CO3 are added to 10 mL DMF and stirred at 80° C. over night. Afterwards the reaction is quenched by the addition of water and extracted with EtOAc. The org. layers are combined, dried over MgSO4, filtered and the solvent is removed in vacuo.C8H11ClN2O (M=186.6 g/mol)ESI-MS: 187 [M+H]+Rt (HPLC): 1.04 min (method D)

The chemical industry reduces the impact on the environment during synthesis 4983-28-2, I believe this compound will play a more active role in future production and life.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; FLECK, Martin; HEIMANN, Annekatrin; HEINE, Niklas; NOSSE, Bernd; ROTH, Gerald Juergen; US2014/315882; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 4983-28-2 ,Some common heterocyclic compound, 4983-28-2, molecular formula is C4H3ClN2O, 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 (R)-tert-butyl 2-(hydroxymethyl)morpholine-4-carboxylate (605 mg, 2.79 mmol) in THF (5 mL) was added 2-chloropyrimidin-5-ol (200 mg, 1.532 mmol), triphenylphosphine (548 mg, 2.089 mmol) and DIAD (0.406 mL, 2.089 mmol) and the reaction was stirred at 20 ¡ãC under an atmosphere of nitrogen for 5 hours. The reaction was concentrated and resuspended in 1 mL DMSO, then was subjected directly to purification by flash chromatography (60g pre-packed C-18 SNAP cartridge: 35percent to 90percent acetonitrile (0.1percent formic acid) in water (0.1percent formic acid)). The desired fractions were combined and concentrated to afford the title compound (410 mg, 1.24 mmol, 89 percent yield). LCMS Method A RT= 1.01 min, ES+ve 274 (M+H-tBu).

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. 4983-28-2, 2-Chloro-5-hydroxypyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; CASILLAS, Linda N.; HARLING, John David; MIAH, Afjal Hussain; SMITH, Ian Edward David; RACKHAM, Mark David; (204 pag.)WO2017/182418; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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

Preparation Example 19 To a mixture of 2-chloro-5-hydroxypyrimidine (4.38 g), potassium carbonate (9.27 g), and N,N-dimethylformamide (79 mL), 2,6-difluoro-3,5-dimethoxybenzyl methanesulfonate (7.89 g) was added followed by stirring at 60 C. for 1 hour. To the reaction mixture, water was added, and the resulting solid was collected by filtration, washed with water, and then dried under reduced pressure to give 2-chloro-5-[(2,6-difluoro-3,5-dimethoxybenzyl)oxy]pyrimidine (8.53 g).

The synthetic route of 4983-28-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KOTOBUKI PHARMACEUTICAL CO., LTD.; Astellas Pharma Inc.; Kameda, Minoru; Kuriwaki, Ikumi; Iikubo, Kazuhiko; Hisamichi, Hiroyuki; Kawamoto, Yuichiro; Moritomo, Hiroyuki; Suzuki, Tomoyuki; Futami, Takashi; Suzuki, Atsushi; Tsunoyama, Kazuhisa; Asaumi, Makoto; Tomiyama, Hiroshi; Noda, Atsushi; Iwai, Yoshinori; Tokuzaki, Kazuo; Okada, Haruki; Miyasaka, Kozo; US2014/142084; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

The reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature. Computed Properties of C4H3ClN2O, 4983-28-2, Name is 2-Chloro-5-hydroxypyrimidine, SMILES is ClC1=NC=C(C=N1)O, in an article , author is Cao, Xinxin, once mentioned of 4983-28-2.

Systemic characteristics of biomarkers and differential metabolites of raw and ripened pu-erh teas by chemical methods combined with a UPLC-QQQ-MS-based metabolomic approach

Pu-erh tea is one of the most popular beverages in China and Southeast Asia, however, influences from fermentation and storage on its chemical profile and quality are unclear. Thus, bioactivities and metabolomes of raw (17-raw) and ripened teas (17-rip through 06-rip) were assessed using chemical methods and a UPLC-QQQ-MS-based metabolomic approach. Results evidence that chemical components and antioxidant activities of 17-rip through 06-rip were similar but lower than those of 17-raw. Subsequently, 842 metabolites were identified from 17-raw, 17-rip and 06-rip, of which 20 and 19 metabolites were biomarkers for discerning 17-rip from 17-raw and 06-rip, respectively. Between 17-raw and 17-rip, 536 differential metabolites were identified, and 17-rip contained higher levels of gallic acid, acetyl amino acids, purine alkaloids, pyrimidine alkaloids and non glycoside flavonoids and lower levels of sour compounds, quinic acid derivatives, amino acids, flavonoids glycosides, and flavan-3-ols; all of them were found to be positively but gallic acid and acetyl amino acids negatively correlated with two tested bioactivities. Between 17-rip and 06-rip, 175 differential metabolites were identified, among which alkaloids positively correlated to the two bioactivities. Overall, this study identified biomarkers distinguishing teas with different fermentation processes and storage times and different metabolites affecting their tastes and bioactivities.

But sometimes, even after several years of basic chemistry education, it is not easy to form a clear picture on how they govern reactivity! 4983-28-2, you can contact me at any time and look forward to more communication. Computed Properties of C4H3ClN2O.

Reference:
Pyrimidine | C4H4N2 – PubChem,
,Pyrimidine – Wikipedia

Chemistry, like all the natural sciences, HPLC of Formula: C4H3ClN2O, begins with the direct observation of nature¡ª in this case, of matter.4983-28-2, Name is 2-Chloro-5-hydroxypyrimidine, SMILES is ClC1=NC=C(C=N1)O, belongs to pyrimidines compound. In a document, author is Kraszewski, Adam, introduce the new discover.

H-Phosphonate Chemistry in the Synthesis of Electrically Neutral and Charged Antiviral and Anticancer Pronucleotides

In this review a short account of our work on the synthesis and biological activity of electrically neutral and charged anti-HIV and anticancer pronucleotides, presented on the background of the contemporary research in this area, is given.

Note that a catalyst decreases the activation energy for both the forward and the reverse reactions and hence accelerates both the forward and the reverse reactions. you can also check out more blogs about 4983-28-2. HPLC of Formula: C4H3ClN2O.

Reference:
Pyrimidine | C4H4N2 – PubChem,
,Pyrimidine – Wikipedia

One of the major reasons for studying chemical kinetics is to use measurements of the macroscopic properties of a system, such as the rate of change in the concentration of reactants or products with time. 4983-28-2, Name is 2-Chloro-5-hydroxypyrimidine, formurla is C4H3ClN2O. In a document, author is Rezvanian, Atieh, introducing its new discovery. Formula: C4H3ClN2O.

Sequential four-component protocol for the synthesis of pyrido[1,2-a]pyrimidin-6-one derivatives in water

A highly efficient and environmentally benign synthesis of N-fused heterocyclic compounds including pyrido[1,2-a]pyrimidine-6-one moiety is successfully achieved via a sequential four-component reaction. The process involves the formation of diversely substituted 9-nitro-1,2,3,4,7,8-hexahydro-6H-pyrido[1,2-a]pyrimidin-6-ones from the reaction of Meldrum’s acid, benzaldehydes, 1,1-bis(methylthio)-2-nitroethylene and various diamines in the presence of p-toluene sulfonic acid (PTSA) as an acidic catalyst in water as a green solvent. The salient features of the present methodology are easily available starting materials, the use of water as environmentally benign solvent, simple execution, applicable to a wide range of starting materials and good to excellent yields.

If you are hungry for even more, make sure to check my other article about 4983-28-2, Formula: C4H3ClN2O.

Reference:
Pyrimidine | C4H4N2 – PubChem,
,Pyrimidine – Wikipedia