Tag: M.W:100-200

Synthetic Route of 1722-12-9 , The common heterocyclic compound, 1722-12-9, name is 2-Chloropyrimidine, molecular formula is C4H3ClN2, 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.

Ice cooled hydriodic acid (Wako Pure Chemical Industries, Ltd.) (14.7 ml, 57%) was added gradually to 3.68 g (32.0 mmoles) of 2-chloropyrimidine (Sigma-Aldrich Corporation), and the reaction mixture was agitated for fifty minutes at 0C. Ice cooled aqueous sodium carbonate solution was added to the reaction solution until the solution was neutral, and aqueous sodium sulfite solution was subsequently added. The product was extracted using diethyl ether, and the organic layer was dried using anhydrous sodium sulfate after it was washed once using a saturated aqueous sodium chloride solution. The solvent was removed, and the pale yellow oil remaining was dissolved in boiling hexane. The solution was left standing to cool, and 3.62 g (17.6 mmoles, 55%) of colorless needle-like crystals (Compound 2) was obtained. The analytical results for Compound 2 obtained (2-iodopyrimidene) are shown below. 1H-NMR (400 MHz, CDCl3, TMS, rt) delta 8.47 (2H, d, J = 4.8 Hz), 7.32 (1H, t, J = 4.9 Hz)

The synthetic route of 1722-12-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; National University Corporation Hokkaido University; EP2395055; (2011); A1;,
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Application of 1753-50-0, 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.1753-50-0, name is 2-Chloropyrimidine-5-carbonitrile, molecular formula is C5H2ClN3, molecular weight is 139.54, as common compound, the synthetic route is as follows.

To a stirred solution of compound NX (4.9 g, 18.14 mmol) and 2-chloropyrimidine-5-carbonitrile (2.5 g, 18.14 mmol) in EtOH (100 mL), DIPEA (9.8 mL, 54.42 mmol) was added and the reaction mixture was stirred at 80 C for 12 h. The progress of the reaction was monitored by TLC and LCMS. After completion of the reaction, the reaction mixture was concentrated under reduced pressure. The residue was diluted with water and extracted with EtOAc (200 mL x 3). The combined organic layer was dried over anhydrous Na2S04 and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography (15-30% EtOAc/hexane) to afford compound NY (5.0 g, 74.0%) as an off-white solid. LC-MS: m/z 374.15 [M+H]+.

Statistics shows that 1753-50-0 is playing an increasingly important role. we look forward to future research findings about 2-Chloropyrimidine-5-carbonitrile.

Reference:
Patent; VPS-3, INC.; YATES, Christopher, M.; (397 pag.)WO2018/165520; (2018); A1;,
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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. 23906-13-0, name is 2-Hydrazinyl-4,6-dimethylpyrimidine. A new synthetic method of this compound is introduced below., Computed Properties of C6H10N4

II) The control compound DYMDAB was obtained by refluxing an equimolar mixture of 4-dimethylaminobenzaldehyde with 3, 5-dimethyl 2-hydrazino pyrimidine (Scheme 2) in 10 mL methanol for 6 h, leading to light yellow shiny particles, which were filtered, washed with methanol and dried in vacuum.

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Reference:
Article; Makhal, Subhash Chandra; Bhattacharyya, Arghyadeep; Ghosh, Soumen; Guchhait, Nikhil; Journal of Photochemistry and Photobiology A: Chemistry; vol. 358; (2018); p. 138 – 146;,
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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. 89283-48-7, name is 4-Chloro-6-(methylthio)pyrimidine. A new synthetic method of this compound is introduced below., Recommanded Product: 4-Chloro-6-(methylthio)pyrimidine

mCPBA (5.6 g, 32.6 mmol) was added to a stirred mixture of 4-chloro-6- (methylthio)pyrimidine (3.5 g, 21.7 mmol) in DCM (100 mL). The resulting mixture was stirred for 1 hour at rt, quenched by the addition of aqueous NaHCCh (10%, 100 mL), and extracted with DCM (3 x 50 mL). The combined organic layers were washed with brine (50 mL), dried over anhydrous NaiSCL, filtered, and concentrated under vacuum. The residue was purified by column chromatograph (EA in PE from 0% to 20%) to afford 4-chloro-6- (methylsulfmyl)pyrimidine (2.8 g, 73% yield) as a yellow solid. LCMS (m/z) 177 (M+H)+, retention time: 0.345 min, LC/MS Method 20.

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Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; FOX, Ryan Michael; HARRIS, Philip Anthony; HOLENZ, Joerg; SEEFELD, Mark Andrew; ZHOU, Ding; (119 pag.)WO2019/130230; (2019); A1;,
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Synthetic Route of 684220-30-2, 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. 684220-30-2, name is 4,6-Dichloropyrimidine-2-carboxylic acid, molecular formula is C5H2Cl2N2O2, 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.

As shown in Scheme 3, a sealed pressure bottle containing compound 15(Aldrich, 1 g, 5.2 mmol), compound 16 ( 1.62 g, 5.4 mmol), PdCl2(PPh3)2 (290 mg, 0.41 mmol), and Cs2C03 (3.4 g, 10.4 mmol) in DME ( 16 mL), ethanol (8 mL), and H20 (16 mL) was heated at 60C for 3 h. After cooling, the mixture was diluted with EtOAc (200 mL) and brine (100 mL). After separation, the organic layer was dried with a2S04, filtered, and concentrated under reduced pressure to give compound 17 as yellow solid.

According to the analysis of related databases, 684220-30-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PURDUE PHARMA L.P.; SHAO, Bin; WO2013/72758; (2013); A1;,
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Adding a certain compound to certain chemical reactions, such as: 90905-32-1, 2-Methoxypyrimidine-5-carbaldehyde, 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, 90905-32-1, blongs to pyrimidines compound. SDS of cas: 90905-32-1

To a suspension of potassium t-butoxide (1.23 g) in methylene chloride (70 [ML,-30C)] was added a solution of [N-BENZYLOXYCARBONYL-A-PHOSPHONOGLYCINE] trimethyl ester (3.63 g) in methylene chloride (15 mL). The resulting solution was stirred 5 min and treated with the 2-methoxy-pyrimidine-5-carbaldehyde (1.0 g) in methylene chloride (15 mL). After stirring for 1.5 h, the reaction was warmed to [0C] and stirred 1 h. The reaction was quickly poured into a sep funnel containing ethyl acetate and water. Brine was added to aid in separation of the layers. The aqueous was extracted with ethyl acetate [(3X)] which were in turn washed with brine, dried over magnesium sulfate, and concentrated. The crude product was recrystallized from hot methanol to give 1.4g of pure material. Mass spec.: 344. [10] (MH) +.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,90905-32-1, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2003/104236; (2003); A1;,
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Related Products of 26452-81-3 , The common heterocyclic compound, 26452-81-3, name is 4-Chloro-6-methoxypyrimidine, molecular formula is C5H5ClN2O, 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.

ARBF containing 4-chloro-6-methoxy pyrimidine (3.13 g, 21.62 mmol), 4- chloro-2-(tetramethyl- 1,3 ,2-dioxaborolan-2-yl) aniline (7.31 g, 21.62 mmol), Na2CO3 (2.29 g, 21.62 mmol), DME (86 ml), EtOH (10.81 ml) and water (10.81 ml) was equipped with a condenser. The mixture was purged with Ar for several mm thenPd(dppf)C12.CH2C12 adduct (1.77 g, 2.16 mmol) was added. The reaction was heated at90 °C for 5 h. The reaction was cooled to rt, diluted with water and extracted withEtOAc. The organic layer was washed with brine, concentrated and purified by normalphase chromatography to give 4-chloro-2-(6-methoxypyrimidin-4-yl)aniline (2.86 g, 56.1percent yield) as yellow solid. MS (ESI) m/z. 236.0 (M+H)t ?H NMR (500MHz, CDC13) oe8.78 (d, J=1.1 Hz, 1H), 7.49 (d, J=2.5 Hz, 1H), 7.15 (dd, J=8.8, 2.5 Hz, 1H), 6.99 (d, J=1.1 Hz, 1H), 6.67 (d, J=8.8 Hz, 1H), 5.89 (br. s., 2H), 4.03 (s, 3H).

The synthetic route of 26452-81-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; SMITH II, Leon M.; PINTO, Donald J. P.; CORTE, James R.; EWING, William R.; (163 pag.)WO2016/205482; (2016); A1;,
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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. 10132-07-7, name is 4-Amino-2,6-dichloropyrimidine. A new synthetic method of this compound is introduced below., Recommanded Product: 4-Amino-2,6-dichloropyrimidine

Amino-2,6-dichloropyrimidine (DCAP, 4 g, 24.4 mmol)Suspended in acetic anhydride (80 mL, 860 mmol) and heated under reflux with stirring for 4 hours.After cooling, the reaction solution was concentrated in vacuo and the remaining acetic anhydride was removed by distillation after adding toluene.The residue was dissolved in ethyl acetate and water, and 10% NaHCO3 solution was added until the solution had a pH of 7.The organic layer was washed with saturated brine and the solvent was dissolved. The residue was dissolved in acetic anhydride (40 mL) and stirred at 0-5 C for 2 hours. The precipitate was collected by filtration and dried in vacuo at 40 C to afford intermediate (A). MS m / z (ESI): 206.0 [M + 1] +.

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Reference:
Patent; Shanghai Zhaoyu Pharmaceutical Technology Co., Ltd.; Zhong Yan; Cao Xirong; Wang Yonglin; (21 pag.)CN107286146; (2017); A;,
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Synthetic Route of 24415-66-5, 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 24415-66-5, name is 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

Adding 85 mg (about 0.5 mmol) to a 10 mL microwave reaction tube.7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine, 324 mg (about 1.5 mmol)1-(prop-2-yn-1-yl)-1H-indole, 14 mg (about 10 mol%) of the catalyst bistrifluoromethylsulfonimide and 1 mL of the solvent HFIP, and then the microwave reaction tube was sealed.Then, the reactant in the microwave reaction tube was stirred at 100 C for 6 hours, and the solvent was distilled off under reduced pressure.And purified by column chromatography using DCM / MeOH as eluent to give about 117 mg of pure product e23 as a green solid with a yield of 81%;

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 24415-66-5, 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine.

Reference:
Patent; Zhengzhou University; Liu Hongmin; Yu Bin; Yuan Shuo; Wang Shuai; Li Zhonghua; (21 pag.)CN109180684; (2019); A;,
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Adding a certain compound to certain chemical reactions, such as: 3764-01-0, 2,4,6-Trichloropyrimidine, 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 2,4,6-Trichloropyrimidine, blongs to pyrimidines compound. Safety of 2,4,6-Trichloropyrimidine

Reference Example 11; (6-Chloro-2-morpholin-4-vI-pyrimidm-4-yl)-(2-pyridin-3-yl- ethvD-amine; To a stirred solution of 2,4,6-trichloropyrimidine (10 ml; 87 mmol), and DIPEA (16 mL; 92 mmol) in dioxane (60 mL) at 5 C was added morpholine (8 ml; 91 mmol) over 5 minutes (a white solid separates during addition). The reaction mixture was stirred whilst allowing to warm to r.t. overnight (16 h). Volatiles were removed in vacuo, the resulting residue was redissolved (CH2Cl2) and evaporated onto silica and purified by flash chromatography (90:10 to 50:50 petrol/EtOAc as eluent) to afford the regioisomeric products: 4-(4,6-dichloro-pyrimidin-2-yl)-morpholine (2.46 g; 12 %); and 4-(2,6-dichloro-pyrimidin-4- yl)-morpholine (9.72 g; 48 %).

The synthetic route of 3764-01-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PIRAMED LIMITED; THE INSTITUTE OF CANCER RESEARCH; WO2008/125835; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia