Tag: M.W:100-200

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 91717-22-5, name is 2-Amino-4-piperidino-6-methylpyrimidine, the common compound, a new synthetic route is introduced below. Recommanded Product: 91717-22-5

General procedure: Briefly, 4-methyl-6-(piperidin-1-yl)pyrimidin-2-amine 1 (0.30 mmol), benzaldehyde 2a (0.30 mmol), 10 equiv of dimethyl malonate 3a (3 mmol), and chiral catalyst Q4(10 mol%) were added to capped vials at 60C and stirred for 36 h. After completion of the reaction, as observed by TLC, the mixture was directly purified by column chromatography on silica gel (EtOAc/hexane=8:1), affording the product (R)-4a. However, the product (S)-4a was obtained using the Q5 catalyst. Enantiomeric excess of the product was determined by HPLC analysis using a Chiralpak IA column.

The synthetic route of 91717-22-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Bai, Song; Liu, Shan; Zhu, Yunying; Zhao, Kunhong; Wu, Qin; Synlett; vol. 29; 14; (2018); p. 1921 – 1925;,
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.14080-59-2, name is 4-Chlorothieno[2,3-d]pyrimidine, molecular formula is C6H3ClN2S, molecular weight is 170.62, as common compound, the synthetic route is as follows.Recommanded Product: 4-Chlorothieno[2,3-d]pyrimidine

General procedure: alpha,beta-unsaturated tosylhydrazones 1 (0.11 mmol, 1.1 equiv), heteroaryl chlorides 2 (0.1 mmol, 1 equiv), Cs2CO3 (0.25 mmol, 2.5 equiv) and MeCN (1 mL) were added to a tube. The mixture was stirred at 60 C until the heteroaryl chlorides was completely disappeared for 4-8h. After cooling to room temperature, the mixture was quenched with NH4Cl (2 mL, saturated aqueous solution) and extracted with CH2Cl2 (3 × 2 mL). The combined organic phases were dried over Na2SO4 and solvents removed in vacuo. The residue was purified by flash column chromatography on silica gel with ethyl acetate/petroleum ether (1:10-1:4, V/V) as the eluent, affording the desired product 3 and 4.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,14080-59-2, 4-Chlorothieno[2,3-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Article; Zeng, Lin; Guo, Xiao-Qiang; Yang, Zai-Jun; Gan, Ya; Chen, Lian-Mei; Kang, Tai-Ran; Tetrahedron Letters; vol. 60; 33; (2019);,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 1439-09-4, 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.1439-09-4, name is 5-Bromo-4-methylpyrimidine, molecular formula is C5H5BrN2, molecular weight is 173.01, as common compound, the synthetic route is as follows.

Preparation 4A: 4-Methyl-5-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)pyrimidine[00135] Nitrogen was bubbled into a mixture of 5-bromo-4-methylpyrimidine (0.100 g, 0.578 mmol), 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bi(l,3,2-dioxaborolane) (0.191 g, 0.751 mmol), and potassium acetate (0.129 g, 1.316 mmol) in DMSO (2.89 mL) for 10 min. Then 1 , 1 ‘-bis(diphenylphosphino)ferrocene-palladium(II)dichloride dichloromethane complex (0.019 g, 0.024 mmol) was added and the reaction mixture was heated at 90 C overnight. The reaction was quenched with FLO. The reaction mixture was extracted with EtOAc (3X). The organic phases were combined, dried over Na2S04, filtered, and concentrated to afford the title compound (127 mg, 100%) as a dark brown residue.

Statistics shows that 1439-09-4 is playing an increasingly important role. we look forward to future research findings about 5-Bromo-4-methylpyrimidine.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; BALOG, James Aaron; HUANG, Audris; VELAPARTHI, Upender; LIU, Peiying; WO2013/49263; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 105806-13-1, name is 4,6-Dichloro-5-fluoro-2-methylpyrimidine, the common compound, a new synthetic route is introduced below. name: 4,6-Dichloro-5-fluoro-2-methylpyrimidine

Part A: 4-Chloro-6-[(2S)-2,4-dimethyl-1-piperazinyl]-5-fluoro-2-methylpyrimidine. To 4,6-dichloro-5-fluoro-2-methylpyiotamidine (0.309 g, 1.71 mmol) and triethylamine (0.83 ml_, 5.98 mmol) in THF (6.0 ml.) was added (3S)-1 ,3-dimethylpiperazine dihydrochloride (Example 64) (0.320 g, 1.71 mmol). MeOH (3 ml.) was added to improve solubility and the reaction was stirred for 4 days at room temperature. The solvent was removed in vacuo, and ether, THF and water were added to the resulting residue. The organics were dried (Na2SO4) and concentrated in vacuo to provide 4-chloro-6-[(2S)-2,4-dimethyl- 1-piperazinyl]-5-fluoro-2-methylpyrimidine as an orange solid (0.277 g, 63%). LCMS: (M+H)+ = 259.3.

The synthetic route of 105806-13-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2009/61879; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 213265-83-9, 4,6-Dichloro-5-fluoropyrimidine, 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, 213265-83-9, blongs to pyrimidines compound. category: pyrimidines

0.61 G OF sodium hydride (60% oil suspention) was suspended in 20 ml of tetrahydrofuran. 1 ml of tetrahydrofuran solution of 0.73 G OF 2-BUTYN-1-OL was added dropwise at 0C therein, and the mixture was stirred for 10 minutes. Into the mixture was added dropwise 5 ml of tetrahydrofuran solution of 1.75 g of 4,6-dichloro-5-fluoropyrimidine, and stirred for 90 minutes at 0C. The reaction mixture was poured into a saturated ammonium chloride aqueous solution, and the mixture was extracted with TERT-BUTYL methyl ether three times. The organic layers were washed with a saturated sodium chloride aqueous solution, dried over anhydrous magnesium sulfate and concentrated. The residue was subjected to silica gel column chromatography to obtain 1.8 g of 4- (2-BUTYNYLOXY)-6-CHLORO-5-FLUOROPYRIMIDINE. 1H-NMR : 1.79 (t, 3H), 5.00 (q, 2H), 8.29 (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,213265-83-9, its application will become more common.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; WO2004/99160; (2004); A1;,
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Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 5305-40-8, 4,6-Dichloropyrimidine-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, Formula: C5H2Cl2N2O, blongs to pyrimidines compound. Formula: C5H2Cl2N2O

4,6-dichloropyrimidine-5-carbaldehyde (16.95 mmol, 3 g) was dissolved in 20 ml of toluene,Ammonia gas through 30min,Stirred overnight at room temperature,Filtration gave a yellow solid,Column chromatography (eluent ethyl acetate: petroleum ether = 1: 3)A white solid was obtained in 60% yield.

The synthetic route of 5305-40-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shan Dong University; Zhao, Guisen; Lu, Jinjie; Wang, Guanjie; Yang, Dezhi; Zhang, Zhen; Jing, Yongkui; (32 pag.)CN106045918; (2016); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 51752-67-1 ,Some common heterocyclic compound, 51752-67-1, molecular formula is C7H4ClN3, 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.

EXAMPLE 43 (3-Chloro-phenyl-pyrido[3,4-d]pyrimidin-4-yl-amine Using a procedure analogous to that described in Example 5, this product was prepared in 37% yield from m-chloroaniline (1.8 eq.) and 4-chloropyrido[3,4-d]pyrimidine (1 eq.). MP 228 C.; LC-MS: 257 (MH+).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,51752-67-1, its application will become more common.

Reference:
Patent; Pfizer Inc; US6395733; (2002); B1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route 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.

A mixture of (4,6-dichloro-pyrimidin-5-yl)-acetadehyde (555 mg, 2.91 mmol), N-(trans-4- aminocyclohexyl)-carbamic acid 1 ,1-dimethylethyl ester (623 mg, 2.91 mmol) and DIEA (508 mu, 2.91 mmol) in EtOH (5 mL) was stirred for 18 h at reflux, allowed to cool at rt, concentrated and diluted with DCM/H20. The aqueous layer was extracted with DCM. The combined organic extracts were dried (Na2S0 ), filtered and concentrated. The residue was purified by silica gel column chromatography (hexane/ethyl acetate, 70:30) to afford to afford 348 mg of the title compound as a white soild: ES-MS: 351.1 [M+H]+; tR= 4.86 min (Method C), Rf = 0.29 (hexane/ethyl acetate, 70:30).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,16019-33-3, 2-(4,6-Dichloropyrimidin-5-yl)acetaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; NOVARTIS AG; IRM LLC; CHEN, Bei; FAIRHURST, Robin, Alec; FLOERSHEIMER, Andreas; FURET, Pascal; GUAGNANO, Vito; JIANG, Songchun; LU, Wenshuo; MARSILJE, Thomas, H.; MCCARTHY, Clive; MICHELLYS, Pierre-Yves; STAUFFER, Frederic; STUTZ, Stefan; VAUPEL, Andrea; WO2011/29915; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 7226-23-5 , The common heterocyclic compound, 7226-23-5, name is 1,3-Dimethyltetrahydropyrimidin-2(1H)-one, molecular formula is C6H12N2O, 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.

EXAMPLE 61 3-Cyclopentyl-2-(4-methanesulfinyl-phenyl)-N-thiazol-2-yl-propionamide A solution of diisopropylamine (3.2 mL, 23.16 mmol) in dry tetrahydrofuran (10.3 mL) and 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone (3.4 mL) was cooled to -78 C. under nitrogen and then treated with a 10M solution of n-butyllithium in hexanes (2.3 mL, 23.16 mmol). The resulting reaction mixture was stirred at -78 C. for 30 min and then treated dropwise with a solution of 4-(methylthio)phenylacetic acid (2.01 g, 11.03 mmol) in dry tetrahydrofuran (10.3 mL) and 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone (3.4 mL). The reaction mixture was allowed to stir at -78 C. for 1 h, at which time, a solution of iodomethylcyclopentane (2.55 g, 12.13 mmol) in a small amount of dry tetrahydrofuran was added dropwise. The reaction mixture was stirred at -78 C. for 30 min and then allowed to warm to 25 C. where it was stirred for 24 h. The reaction mixture was quenched with water and then concentrated in vacuo to remove tetrahydrofuran. The remaining aqueous phase was acidified to pH=2 with a 10% aqueous hydrochloric acid solution and then extracted with ethyl acetate (1*200 mL). The organic layer was washed with a saturated aqueous sodium chloride solution (1*100 mL), dried over sodium sulfate, filtered, and concentrated in vacuo. Flash chromatography (Merck Silica gel 60, 70-230 mesh, 3/1 hexanes/ethyl acetate) afforded 3-cyclopentyl-2-(4-methylsulfanyl-phenyl)propionic acid (1.01 g, 35%) as a cream solid: mp 91-93 C.; EI-HRMS m/e calcd for C15H20O2S (M+) 264.1184, found 264.1177.

The synthetic route of 7226-23-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bizzarro, Fred Thomas; Corbett, Wendy Lea; Grippo, Joseph Francis; Haynes, Nancy-Ellen; Holland, George William; Kester, Robert Francis; Sarabu, Ramakanth; US2001/39344; (2001); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 5018-38-2, 4,6-Dichloro-5-methoxypyrimidine, 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, 5018-38-2, blongs to pyrimidines compound. category: pyrimidines

Example 8 4-chloro-5,6-dimethoxypyrimidine Following a modified form of the process described by Bretschneider et al., Monatsh Chem. 96 , 1661-1669 (1965), to 6 g (0.11 mol) of sodium methoxide in 150 ml of methanol were added at 0C 17.9 g (0.1 mol) of 4,6-dichloro-5-methoxypyrimidine. The mixture was held at 0C with stirring for 1 hour. It was allowed to rise to room temperature (25C), the salts formed were filtered. The filter liquors were concentrated to dryness. The residue was treated with 100 ml of distilled water and extracted with 3 x 100 ml of CH2Cl2. The extracts were dried and concentrated, thereby yielding 16.1 g of a completely pure white solid. (92.2%). 1H-NMR: (DMSO-d6, ppm): 8.41 (s, 1H); 4.03 (s, 3H) 3.88 (s, 3H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5018-38-2, its application will become more common.

Reference:
Patent; VITA-INVEST, S.A.; EP714896; (1996); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia