Category: 3934-20-1

Application of 3934-20-1 , The common heterocyclic compound, 3934-20-1, name is 2,4-Dichloropyrimidine, molecular formula is C4H2Cl2N2, 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 2, 4-dichloro-pyrimidine (5. 00 g) in THF (50 mL) was added 70% aqueous EtNH2 (5.40 g). The mixture was stirred at ambient temperature for 1 hr and concentrated under reduced pressure. The residue was dissolved in CHCl3 and the solution was poured into saturated aqueous NaHC03. The two layers were separated and the aqueous layer was extracted with CHC13 (twice). The combined organic layer was dried over MgS04, filtered, concentrated under reduced pressure, and purified by flash chromatography (silica gel, 17% to 50% EtOAc in hexane) to give (2-chloro-pyrimidin-4- yl) -ethyl-amine (3.69 g) and (4-chloro-pyrimidin-2-yl)-ethyl-amine (1.28 g). (2-chloro-pyrimidin-4-yl)-ethyl-amine ; ESI MS m/e 157, M ;’H NMR (500 MHz, CD13) 8 1.26 (t, J= 7.3 Hz, 3 H), 3.16-3. 62 (m, 2 H), 4.80-5. 95 (m, 1 H), 6.23 (d, J= 5.8 Hz, 1 H), 8.02-8. 22 (m, 1 H). (4-chloro-pyrimidin-2-yl)-ethyl-amine ; CI MS m/e 158, M + H+ ;’H NMR (500 MHz, CDCIs) 8 1.23 (t, J= 7.5 Hz, 3 H), 3.42- 3.49 (m, 2 H), 5.30-5. 62 (m, 1 H), 6.54 (d, J= 5.2 Hz, 1 H), 8.02-8. 22 (m, 1 H).

The synthetic route of 3934-20-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TAISHO PHARMACEUTICAL CO., LTD.; Arena Pharmaceuticals, Inc; WO2005/95357; (2005); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 3934-20-1, 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, Formula: C4H2Cl2N2, blongs to pyrimidines compound. Formula: C4H2Cl2N2

Example 90 Preparation of Intermediate 90 To a solution of 2,4-dichloropyrimidine (149 mg, 1 mmol) in THF (5 mL), tetrakis(triphenylphosphine)palladium (23 mg, 2 mol %) and 0.5M solution of phenylzinc bromide (2.1 mL, 1.05 mmol) in THF were added. The reaction mixture was stirred at 50 C. for overnight. Then it was added saturated ammonium chloride solution and extracted with EtOAc twice. The organic layers were combined, washed with water and dried (MgSO4). Filtration and concentration of solvent gave a yellow residue which was purified by Prep. HPLC to afford a yellowish oil as 2-chloro-4-phenyl-pyrimidine.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,3934-20-1, 2,4-Dichloropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Sin, Ny; Good, Andrew Charles; Venables, Brian Lee; Scola, Paul Michael; Meanwell, Nicholas A.; US2006/183694; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 3934-20-1 , The common heterocyclic compound, 3934-20-1, name is 2,4-Dichloropyrimidine, molecular formula is C4H2Cl2N2, 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.

A mixture of 2,4-dichloropyrimidine (50g, 336mmol), tert-butyl 4-methylpiperazine-1-carboxylate (67.2g, 336mmol), and toluene (500mL) was stirred at 110 C overnight. The mixture was poured into water, and extracted with EtOAc. The organic layer was washed with water, dried over anhydrous MgSO4, and concentrated in vacuo. The residue was purified by silica gel column chromatography (hexane-EtOAc) to give 10 (109g, 73%) as a colorless powder. 1H NMR (300MHz, CDCl3) delta: 1.49 (9H, s), 3.44-3.53 (4H, m), 3.75-3.84 (4H, m), 6.53 (1H, d, J=5.1Hz), 8.16 (1H, d, J=5.1Hz). MS (ESI): m/z 299 [M+H]+.

The synthetic route of 3934-20-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Kono, Mitsunori; Matsumoto, Takahiro; Imaeda, Toshihiro; Kawamura, Toru; Fujimoto, Shinji; Kosugi, Yohei; Odani, Tomoyuki; Shimizu, Yuji; Matsui, Hideki; Shimojo, Masato; Kori, Masakuni; Bioorganic and Medicinal Chemistry; vol. 22; 4; (2014); p. 1468 – 1478;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 3934-20-1, 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, 3934-20-1, blongs to pyrimidines compound. HPLC of Formula: C4H2Cl2N2

To a solution of 2,4-dichloropyrimidine (149 mg, 1 mmol) in THF (5 mL), tetrakis (triphenylphosphine) palladium (23 mg, 2 mol%) and 0.5M solution of phenylzinc bromide (2.1 mL, 1.05 mmol) in THF were added. The reaction mixture was stirred at50 C for overnight. Then it was added saturated ammonium chloride solution and extracted with EtOAc twice. The organic layers were combined, washed with water and dried(MgS04). Evaporation of solvent gave a yellow residue which was purified by Prep. HPLC to afford a yellowish oil as 2-chloro-4-phenyl- pyrimidine to carry on. To a solution of intermediate 2 (20 mg, 0.039 mmol) in DMF (3 mL), NaH (3.9 mg of 60% dispersion in mineral oil, 0.0975 mmol) was added at0 C. The reaction mixture was then warmed to rt. and stirred for 1 hr. Then 2-chloro-4-phenyl- pyrimidine prepared above (18 mg as crude) was added. The reaction mixture was stirred at rt. for overnight. It was then quenched with water and extracted with EtOAc. The organic layer was separated, washed with brine and dried(MgS04). Evaporation of solvent gave yellowish oil which was then purified by Prep. HPLC to give a thick colorless oil as final product (Compound 335) as TFA salt. (5.5 mg, 18% yield) ‘H NMR (CD30D, 300 MHz) 0.92-1. 12 (m, 11 H). 1.25 (m, 2 H), 1.44 (dd, J=9. 2, 5.5 Hz,1 H), 1.89 (dd, J=8. 1,5. 5 Hz, 1H), 2.17-2. 37 (m, 2 H), 2.57 (m, 1 H), 2.95 (m,1 H), 3.52 (s, 3 H), 4.14 (m,1 H), 4.24-4. 38 (m, 2 H), 4.51 (m,1 H), 5.13 (d, J=10. 2 Hz,1 H), 5.31 (d, J=17. 2 Hz,1 H), 5.77 (m,1 H), 5.86 (s,1 H), 7.48-7. 60 (m,3 H), 7.66 (d, J=5.3 Hz, 1 H), 8.18 (m,2 H), 8.60 (d, J=5.1 Hz, 1 H). LC-MS (retention time: 1.947 min. ), MS m/z 669(MH+).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3934-20-1, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2003/99274; (2003); A1;,
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 3934-20-1, name is 2,4-Dichloropyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 2,4-Dichloropyrimidine

General procedure: A mixture of 2,4-dichloropyrimidine (6.71 mmol), ary-boronic acid (6.71 mmol). DMF or dioxane (10 ml) was added to the above mixture followed by aqueous sodium carbonate (2 M, 6 ml,). The reaction mixture was degassed with argon for 15 min. Pd(PPh3)4 (50 mg, 0.17 mmol) was added and again degassed 5 min. The reaction mixture was maintained at rt for 12 h. The mixture was subsequently filtered and the remaining solid was washed with EtOAc. The filtrate was washed again with water and brine. The organic layer was separated, dried with anhydrous Na2SO4 and filtered. The organic layer was purified by silica gel column chromatography to give the desired product.

With the rapid development of chemical substances, we look forward to future research findings about 3934-20-1.

Reference:
Article; Toviwek, Borvornwat; Suphakun, Praphasri; Choowongkomon, Kiattawee; Hannongbua, Supa; Gleeson, M. Paul; Bioorganic and Medicinal Chemistry Letters; vol. 27; 20; (2017); p. 4749 – 4754;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 3934-20-1, 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. 3934-20-1, name is 2,4-Dichloropyrimidine, molecular formula is C4H2Cl2N2, 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.

(1) Tert-butyl 4-(4-chloropyrimidin-2-yl)piperazine-1-carboxylate To a solution of 2,4-dichloropyrimidine (50.0 g, 0.338 mol) in ethanol (500 ml) was added tert-butyl piperazine-1-carboxylate (62.8 g, 0.338 mol) and sodium hydrogencarbonate (56.8 g, 0.676 mol) and heated under reflux for 1.5 hours. The reaction was filtered and the filtrate was concentrated. To the residue was added methylene chloride and water followed by extracted. The extract was washed with saturated brine, dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (petroleum ether:ethyl acetate=10:1) to obtain the title compound (6.30 g, 6%). 1H NMR (CDCl3) delta: 1.49 (9H, s), 3.45-3.52 (4H, m), 3.75-3.83 (4H, m), 6.53 (1H, d, J=4.8 Hz), 8.16 (1H, d, J=4.8 Hz).

According to the analysis of related databases, 3934-20-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; US2009/163508; (2009); A1;,
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 3934-20-1, name is 2,4-Dichloropyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 2,4-Dichloropyrimidine

A round bottom flask containing 10 g (67.1 mmol) of the compound B-12 was charged with 9.8 g (80.5 mmol) of the compound B-11 and 2.33 g (2.01 mmol) of Pd(PPh3)4 was charged and filled with argon gas. 240 mL of toluene, 120 mL of ethanol and 120 mL of 2M K2CO3 were added and the mixture was refluxed and stirred for 4 hours. Cooled to room temperature, extracted with EA and washed with water. The obtained organic layer was dried and purified by silica column to obtain 11 g (86%) of Compound B-13.

With the rapid development of chemical substances, we look forward to future research findings about 3934-20-1.

Reference:
Patent; Rohm and Haas Electronic Materials Korea Co., Ltd.; LEE, SOO YONG; KIM, YOUNG GIL; CHO, YOUNG JUN; KWON, HYUK JOO; KIM, BONG OKH; KIM, SUNG MIN; YOON, SUNG SOO; (30 pag.)KR2015/34146; (2015); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 3934-20-1, 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. 3934-20-1, name is 2,4-Dichloropyrimidine. A new synthetic method of this compound is introduced below.

In a N2 atmosphere at 0 C for 10 minutes,CH3MgBr (3M in diethyl ether, 22.68 mL,68.03 mmol) was added dropwise to a stirred solution of 1-H-indole (7.97 g, 68.03 mmol) in 1,2-dichloroethane (250 mL).The resulting solution was stirred for 15 minutes and then 2,4-dichloropyrimidine (15.00 g, 100.69 mmol) was added in one portion. The resulting solution was allowed to warm to room temperature and stirred for additional 16 hours.The reaction was quenched by the addition of CH 3OH (25 mL) and then the mixture was concentrated in vacuo and applied to silica gel. Purification by FCC,Elution with 0-20% CH3OH in CH2Cl2,The title compound (7.17 g, 46%)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,3934-20-1, 2,4-Dichloropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Jiao Yuqi; (26 pag.)CN108929311; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 3934-20-1, Adding some certain compound to certain chemical reactions, such as: 3934-20-1, name is 2,4-Dichloropyrimidine,molecular formula is C4H2Cl2N2, 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 3934-20-1.

Into a 50-mL round-bottom flask, was placed 2,4-dichloropyrimidine (1.1 g, 7.38 mmol, 1.00 equiv.), methanamine hydrochloride (498 mg, 7.38 mmol, 1.00 equiv.), potassium carbonate (3.07 g, 22.21 mmol, 3.00 equiv.), N,N-dimethylformamide (10 mL). The resulting solution was stirred for 18 h at 20 C. The resulting solution was diluted with 60 mL of H2O. The resulting solution was extracted with 3×80 mL of ethyl acetate and the organic layers combined. The resulting mixture was washed with 3×100 mL of brine. The resulting mixture was concentrated under vacuum. The residue was applied onto a silica gel column with ethyl acetate/petroleum ether (1/2). This resulted in 0.67 g (63%) of 2-chloro-N- methylpyrimidin-4-amine as a white solid.

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. 3934-20-1, 2,4-Dichloropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; EPIZYME, INC.; CAMPBELL, John Emmerson; DUNCAN, Kenneth William; FOLEY, Megan Alene; HARVEY, Darren Martin; KUNTZ, Kevin Wayne; MILLS, James Edward John; MUNCHHOF, Michael John; (586 pag.)WO2017/181177; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 3934-20-1, 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. 3934-20-1, name is 2,4-Dichloropyrimidine, molecular formula is C4H2Cl2N2, 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.

To a solution of ethyl 3-methyl-iH-pyrazole-4-carbaldehyde (6.4 g, 58.0 mmol) in 60 mL of anhydrous N,N- dimethylformamide were added potassium carbonate (10.8 g, 77.8 mmol) and 2,4-dichloropyrimidine (8.64 g, 58.0 mmol) at room temperature. The resulting suspension was stirred for 14 hours at room temperature with monitoring a reaction with LC-MS or thin layer chromatography (TLC). The reaction mixture was diluted with ethyl acetate and washed with brine (x2). The collected organic layer was dried over anhydrous sodium sulfate and then concentrated in vacuo. The resulting residue was purified by silica gel chromatography using a mixture of heptanes and ethyl acetate to afford the desired intermediate 2 as a white solid (5.47 g, 42 %); MS (ESI) m/z 223 [M+H]+, 1H NMR (300 MHz, CDCls) delta 10.06 (s, 1H), 9.04 (s, 1H), 8.70 (d, 1H, / = 5.4 Hz), 7.87 (1H, d, / = 5.4 Hz), 2.59 (s, 3H).

According to the analysis of related databases, 3934-20-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GENOSCO; OSCOTEC, INC.; CHOI, Jang-Sik; HWANG, Hae-Jun; LEE, Eunho; LEE, Jaekyoo; SONG, Ho-Juhn; KIM, Se Won; KIM, Jung-Ho; KOH, Jong, Sung; CHANG, Sunhwa; LEE, Tae-im; CHOI, Yung-geun; HAN, Ik-hwan; LEE, Jaesang; WO2013/109882; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia