Tag: M.W:200-300

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. 51940-64-8, name is Ethyl 2,4-Dichloro-5-pyrimidinecarboxylate. A new synthetic method of this compound is introduced below., category: pyrimidines

a) (S)-Ethyl 2-chloro-4-(1 -(5-fluoropyridin-2-yl)ethylamino)pyrimidine-5- carboxylateA solution of ethyl 2,4-dichloropyrimidine-5-carboxylate (prepared as described in WO2009/131687, 0.29 g, 1.31 mmol), (S)-1 -(5-fluoropyridin-2-yl)ethanamine hydrochloride (prepared as described in WO2006/1231 13, 0.28 g, 1.59 mmol) and diisopropylethylamine (0.69 ml_, 3.96 mmol) in acetonitrile (3 mL) was stirred overnight at ambient temperature. Water was then added and the reaction mixture was extracted with diethyl ether. The organic phase was washed with water and brine, dried (MgS04), filtered and the solvents evaporated under reduced pressure to yield the title compound (0.49 g, 85%) as an oil.LRMS (m/z): 325 (M+1 )+.1H-NMR delta (CDCIs): 1 .41 (t, 3H), 1 .58 (d, 3H), 4.39 (q, 2H), 5.42-5.55 (m, 1 H),7.31 (dd, 1 H), 7.39 (dd, 1 H), 8.49 (d, 1 H), 8.69 (s, 1 H), 9.37 (d, 1 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, 51940-64-8, Ethyl 2,4-Dichloro-5-pyrimidinecarboxylate.

Reference:
Patent; ALMIRALL, S.A.; EASTWOOD, Paul Robert; BACH TANA, Jordi; PAGES SANTACANA, Lluis Miquel; WO2013/17461; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 18740-39-1, 2,4-Dichlorothieno[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, 18740-39-1, blongs to pyrimidines compound. Computed Properties of C6H2Cl2N2S

Under a nitrogen stream 2,4-dichlorothieno [2,3-d] pyrimidine (4.2 g, 20.5 mmol), phenylboronic acid (2.5 g,Pd (PPh3) 4 (1.2 g, 5 molpercent) and potassium carbonate (8.5 g, 61.5 mmol)Toluene / H 2 O / Ethanol (80 ml / 40 ml / 40 ml) was added thereto, and the mixture was stirred at 110 ° C for 4 hours.After completion of the reaction, the organic layer was separated using methylene chloride, and water was removed using MgSO4. Solvent in organic layerThe residue was purified by column chromatography to obtain the target compound TP-1 (3.0 g, 12.3 mmol, yield 60percent).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,18740-39-1, its application will become more common.

Reference:
Patent; Doosan Corporation; Kim, Hong Suk; Sim, Jae Uii; Kim, Tae Hyung; Lee, In Hyuk; La, Jong Gyu; Kim, Uhn Jin; Baek, Young Mi; (56 pag.)KR2015/36982; (2015); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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 83410-16-6, name is 4-Chloro-5-iodo-2,6-dimethylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C6H6ClIN2

Reference Example 94-Chloro-2,6-dimethyl-5-{[4-(trifluoromethyl)phenyl]ethynyl}pyrimidine4-Chloro-2,6-dimethyl-5-iodopyrimidine and 4-ethynyl-alpha,alpha,alpha-trifluorotoluene were reacted in toluene in the presence of dichlorobis(triphenylphosphine)palladium, cuprous iodide and triethylamine while stirring under room temperature to heating to obtain a target substance. The target substance was subjected to e.g., proton nuclear magnetic resonance spectrometry (1H-NMR) and mass spectrometry (MS) and confirmed as the titled compound. Furthermore, MS measurement result is shown.Mass spectrum: 311,313.

With the rapid development of chemical substances, we look forward to future research findings about 83410-16-6.

Reference:
Patent; Nishio, Tetsuya; US2011/319618; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 10397-13-4 ,Some common heterocyclic compound, 10397-13-4, molecular formula is C8H9Cl2N3O, 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.

Reference Example 2 6-Chloro-2-morpholin-4-vH4,5′]bipyrimidinyl-2′- ylamine (Intermediate B)Intermediate Al (140 mg, 0.60 mmol) and 2-aminopyrimidine-5-boronic acid pinacol ester (1.0 equiv., 83mg) were taken up in acetonitrile (3ml). To this were added sodium carbonate (3 equiv., 191mg) as a solution in water (ImI) and PdCl2(PPh3)2 (0.05 equiv.). The reaction mixture was heated in microwave at 14O0C for 30 min. Purification using SCX-2 cartridge, flash chromatography and diethyl ether trituration gave 6-chloro-2-morpholin-4-yl-[4,5′]bipyrimidinyl-2′-ylamine (53mg). The following compound was also isolated from the reaction mixture by flash chromatography purification: 2′-Mthetaphiholin-4-yl-[5,4′;6l,5″]terpyrimidine-2,2″-diamine.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,10397-13-4, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; WO2009/66084; (2009); 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.905856-70-4, name is 2-Bromo-5-iodopyrimidine, molecular formula is C4H2BrIN2, molecular weight is 284.88, as common compound, the synthetic route is as follows.Quality Control of 2-Bromo-5-iodopyrimidine

5) In a 250 ml three-necked flask, 0.03 mol of intermediate 4-4 was added under nitrogen protection.0.036 mol of 2-bromo-5-iodopyrimidine, 150 ml of toluene, stirred and mixed, and then added 0.045 mol of sodium t-butoxide.0.0015 mol Pd2 (dba) 3, 0.0015 mol of tri-tert-butylphosphine, heated to 115 C with stirring.The reaction was refluxed for 24 hours, and the spot plate was sampled, indicating that no intermediate 4-4 remained, and the reaction was complete;Naturally cooled to room temperature, filtered, and the filtrate was evaporated to dryness under reduced pressure and passed through a neutral silica gel column.Intermediate 4-5 was obtained with HPLC purity of 99.3%, yield 68.9%

At the same time, in my other blogs, there are other synthetic methods of this type of compound,905856-70-4, 2-Bromo-5-iodopyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Jiangsu March Optoelectric Technology Co., Ltd.; Tang Dandan; Zhang Zhaochao; Li Chong; Zhang Xiaoqing; (66 pag.)CN108203416; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 1337532-51-0, Adding some certain compound to certain chemical reactions, such as: 1337532-51-0, name is 5-Bromo-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine,molecular formula is C7H7BrN4, 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 1337532-51-0.

To a stirred solution of 3-benzyl-7-bromo-8-fluoroisoquinoline (0.13 g, 0.41 1 mmol, 1 equiv) in 1 ,4-dioxane (10 mL) was added bis(pinacolato)diboron (0.10 g, 0.41 1 mmol, 1 equiv), and potassium acetate (0.12 g, 1 .23 mmol, 3 equiv). The reaction mixture was degassed with N2 for 10 minutes. PdCl2(dppf)-CH2Cl2 adduct (0.0167 g, 0.02 mmol, 0.05 equiv) was added and the mixture was degassed with N2 for 5 minutes. The reaction mixture was stirred for 12 hour at 100 C in a sealed vessel. The reaction was cooled to room temperature. 5-bromo-7-methyl-7/-/-pyrrolo[2,3-c ]pyrimidin-4-amine (0.094 g, 0.41 1 mmol, 1 .0 equiv), saturated aqueous NaHC03 (3 mL) and PdCI2(dppf)-CH2Cl2 adduct (0.0167 g, 0.02 mmol, 0.05 equiv) was added and the reaction mixture was degassed with N2 for 5 minutes. The vessel was sealed and the reaction mixture was stirred for 8 hour at 100 C. The mixture was filtered through celite and the filtrate was evaporated to obtain crude product, which was purified by silica gel flash column chromatography. The compound eluted out in 3 % MeOH:DCM. The fractions containing product were evaporated to obtain 5-(3-benzyl-8-fluoroisoquinolin-7-yl)-7-methyl-7H^yrrolo[2,3-c ]pyrimidin-4-amine (0.012 g, 8 %) as an off-white solid. LCMS (ES) m/z = 384.2 [M+H]+. NMR (400 MHz, DMSO-d6) delta ppm 3.76 (s, 3H), 4.26 (s, 2H), 6.13 (br.s., 2H), 7.19 (t, J=6.8 Hz, 1 H), 7.27 – 7.35 (m, 4H), 7.42 (s, 1 H), 7.70 (t, J=8.0 Hz, 1 H), 7.78 – 7.80 (m, 2H), 8.15 (s, 1 H), 9.41 (s, 1 H).

According to the analysis of related databases, 1337532-51-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; AXTEN, Jeffrey; KETHIRI, Raghava Reddy; KRISTAM, Rajendra; VENKATESHAPPA, Chandregowda; (162 pag.)WO2018/15879; (2018); 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.138274-14-3, name is 5-(Benzyloxy)-2-chloropyrimidine, molecular formula is C11H9ClN2O, molecular weight is 220.66, as common compound, the synthetic route is as follows.HPLC of Formula: C11H9ClN2O

To a 50 mL single-mouth bottle was added 5-benzyloxy-2-chloro-pyrimidine 34b (0.21 g, 0.95 mmol), morpholine (1.0 mL, 11 mmol), water (1 mL) and potassium carbonate (0.27 g, 1.9 mmol) The resulting reaction solution was stirred at 100 C for 19 hours.After the reaction solution was cooled to room temperature, the reaction solution was adjusted to pH = 3 with hydrochloric acid (1 mol/L).The mixture was extracted with EtOAc (EtOAc) (EtOAc)The title compound 46a (0.25 g, yield 96%) obtained as white solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,138274-14-3, 5-(Benzyloxy)-2-chloropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Gu Zheng; Li Jianhao; Li Zheng; Wang Weihua; Tan Haoxiong; Wang Xuli; Cui Yunzeng; Xie Zeqiang; Zhang Yingjun; (101 pag.)CN109251166; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 10244-24-3, 4,4′-(6-Chloropyrimidine-2,4-diyl)dimorpholine, 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: 10244-24-3, blongs to pyrimidines compound. SDS of cas: 10244-24-3

A solution of 40 g of 2,4-[bis-morpholino]-6-chloropyrimidine and 34 g of piperazine in 60 g of pyridine is heated at 100 for 24 h. The mixture is partitioned between methylene chloride and aqueous potassium carbonate. The organic phase is filtered through sodium sulfate and concentrated. The residue is chromatographed (methylene chloride to 4% methanol/1% ammonium hydroxide/methylene chloride) to give the title compound, NMR (CDCl3) 2.90, 3.50, 3.75, 3.80 and 5.10 delta.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,10244-24-3, 4,4′-(6-Chloropyrimidine-2,4-diyl)dimorpholine, and friends who are interested can also refer to it.

Reference:
Patent; Upjohn Company; US5099019; (1992); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 36082-50-5, 5-Bromo-2,4-dichloropyrimidine, 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 5-Bromo-2,4-dichloropyrimidine, blongs to pyrimidines compound. Safety of 5-Bromo-2,4-dichloropyrimidine

f) Production of methyl-N-(5-bromo-2-chloropyrimidin-4-yl)-D-alaninate 22.8 g (100 mmol) of 5-bromo-2,4-dichloropyrimidine and 14.0 g (100 mmol) of D-alanic acid methyl ester hydrochloride are dissolved in 300 ml of THF and 75 ml of DMF. The ice-cooled batch is mixed with 33.5 ml (240 mmol) of triethylamine and then slowly heated to room temperature. After 48 hours, the solvent is drawn off in a rotary evaporator, and the remaining residue is purified by chromatography (hexane/ethyl acetate: 4:1 – 2:1). 25.5 g (86.1 – mmol, corresponding to 86% of theory) of the product is obtained. 1H-NMR (CDCl3): 8.2 (s, 1 H), 6.1 (d, 1 H), 4.8 (m, 1 H), 3.8 (s, 3H), 1.6 (d, 3H).

The synthetic route of 36082-50-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Schering Aktiengesellschaft; EP1705177; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 71406-78-5 ,Some common heterocyclic compound, 71406-78-5, molecular formula is C7H8ClN3O2, 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 tert-butyl-N-tert-butoxycarbonyl-N-((2-(piperazin-1- yl)pyrimidin-5-yl)methyl)carbamate (8.3 g, 21.09 mmol, 1.0 equiv) in MeCN (100 mL) was added ethyl 4-amino-2-chloropyrimidine-5-carboxylate (4.04 g, 20.04 mmol, 0.95 equiv) and K2CO3 (8.75 g, 63.28 mmol, 3.0 equiv). The mixture was stirred at 80 C for 3 h. The reaction was then cooled to room temperature, DCM (150 mL) was added, and the reaction mixture was stirred for 30 min. The suspension was filtered, the filter cake was washed with DCM (3 x 100 mL), and the filtrate was concentrated under reduced pressure. Purification by silica gel chromatography (0%100% EtOAc/petroleum ether) afforded the desired product (8.35 g, 67% yield) as a white solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,71406-78-5, its application will become more common.

Reference:
Patent; REVOLUTION MEDICINES, INC.; PITZEN, Jennifer; GLIEDT, Micah James Evans; BURNETT, G. Leslie; AGGEN, James Bradley; KISS, Gert; CREGG, James Joseph; SEMKO, Christopher Michael; WON, Walter; WANG, Gang; LEE, Julie Chu-Li; THOTTUMKARA, Arun P.; GILL, Adrian Liam; MELLEM, Kevin T.; (484 pag.)WO2019/212990; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia