Month: May 2021

Application of 884495-39-0, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 884495-39-0 as follows.

To 5-bromo-2-(methyloxy)-3-pyridinamine (18.93 g) in a round-bottom flask was added nitrogen-purged 1 ,4-dioxane (500 ml) followed by 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bi- 1 ,3,2-dioxaborolane (47.4 g), potassium acetate (27.5 g) and Pd(dppf)CI2-CH2Cl2 adduct (7.61 g). The mixture was then stirred at 80 C under nitrogen for 2 h. The reaction mixture was allowed to cool then partitioned between ethyl acetate and water. The mixture was filtered through a celite pad and the aqueous layer extracted twice with ethyl acetate. The combined organics were washed with water, brine and dried over magnesium sulphate overnight. The residue was purified on 1.5 Kg Silica cartridge, using a 0 – 50 % ethyl acetate:DCM gradient over 10 column volumes. The appropriate fractions were combined and evaporated to dryness. The residue was triturated with cyclohexane, filtered and dried in vacuo to give the title compound as a light pink solid, 1 1.1 g. A second crop was obtained from the filtrate and after drying gave a further portion of the title compound as a light pink solid, 2.95g. LCMS (method B); Rt 0.91 = min, MH+ = 251 .

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,884495-39-0, its application will become more common.

Reference:
Patent; GLAXO GROUP LIMITED; BALDWIN, Ian Robert; DOWN, Kenneth David; FAULDER, Paul; GAINES, Simon; HAMBLIN, Julie Nicole; JONES, Katherine Louise; JONES, Paul Spencer; LE, Joelle; LUNNISS, Christopher James; PARR, Nigel James; RITCHIE, Timothy John; ROBINSON, John Edward; SIMPSON, Juliet Kay; SMETHURST, Christian Alan Paul; WO2011/67365; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 19337-97-4 ,Some common heterocyclic compound, 19337-97-4, molecular formula is C8H7NO2, 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 mixture of (E)-3-(pyridin-3-yl)acrylic acid (37 mg, 0.25 mmol) in DMF (2 mL) was added EDCI (78 mg, 0.41mmol), HOBt (41 mg, 0.31 mmol), triethylamine (0.06mL, 0.41mmol), and compound 40a (65 mg, 0.2 mmol), and the reaction mixture was stirred for 4 h at room temperature. DMF was evaporated under reduced pressure. The residue was extracted with ethyl acetate (4 mL × 3). The combined organic layers were washed with saturated aqueous NaHCO3 solution, saturated aqueous NH4Cl solution and brine, dried over anhydrous Na2SO4, filtered, and concentrated under reduced pressure. The resulting mixture was purified by silica column chromatography to give the target compound 19 as white solid (45 mg, 50percent). 1H NMR (400 MHz, CDCl3) delta 8.76 (s, 1H), 8.57 (d, J = 4.2 Hz, 1H), 7.81 (d, J = 8.0 Hz, 1H), 7.65 (d, J = 15.7 Hz, 1H), 7.60 (s, 1H), 7.52 (s, 1H), 7.30 (t, J = 9.1 Hz, 3H), 7.23 (d, J = 7.7 Hz, 3H), 7.12 (d, J = 6.5 Hz, 3H), 6.47 (d, J = 15.7 Hz, 1H), 5.78 (s, 1H), 3.37 (dd, J = 13.2, 6.8 Hz, 2H), 2.63 (t, J = 7.3 Hz, 2H), 1.60 ? 1.52 (m, 4H), 1.30 (dt, J = 15.4, 7.6 Hz, 2H). 13C NMR (125 MHz, CDCl3) delta 165.4, 150.3, 149.1, 143.5, 139.1, 137. 7, 136.9, 134.6, 133.1, 130.7, 129.3, 128.9, 127.0, 125.4, 124.7, 123.8, 122.7, 122.1, 39.7, 35.1, 30.2, 29.3, 25.9. HRMS(ESI) m/z calculated for C25H28N3O3S [M + H]+: 450.1846, found 450.1846.

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. 19337-97-4, trans-3-(3-Pyridyl)acrylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Zhang, Kuojun; Ni, Yong; Chen, Jiaxuan; Tu, Zhengchao; Wu, Xiaoxing; Chen, Dong; Yao, Hequan; Jiang, Sheng; Bioorganic and Medicinal Chemistry Letters; vol. 29; 12; (2019); p. 1502 – 1506;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 108281-79-4, 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. 108281-79-4, name is 6-Bromo-[1,2,4]triazolo[4,3-a]pyridine, molecular formula is C6H4BrN3, 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.

In a 5 mL vial 6-bromo-[1,2,4]triazolo[4,3-a]pyridine (93 mg), 4-trifluoromethoxyphenylboronie acid (115 mg), and potassium carbonate (187 mg) were suspended in DMF (2 mL) that was previously degassed with nitrogen. Tetrakis(triphenylphosphine) palladium (20 mg) was added and the reaction mixture was heated in a microwave reactor at 150 C. for 30 min, filtered, and concentrated. The residue was subjected to gradient chromatography (MeOH/dichloromethane) to produce white powder, 56.4 mg (43% yield).1H NMR (400 MHz, CDCl3): delta 8.89 (s, 1H), 8.27 (br s, 1H); 7.89 (d, J=9.2 Hz, 1H); 7.59 (d, J=8.4, 2H); 7.52 (d, J=9.6 Hz, 1H); 7.36 (d, J=7.6, 2H).MS (ES+, m/z) 280.0 (base peak, M+H+); 581.0 (2M+Na+).

According to the analysis of related databases, 108281-79-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Gilead Palo Alto, Inc.; US2011/21521; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 72830-09-2, 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.72830-09-2, name is 2-Chloromethyl-3,4-dimethoxypyridinium chloride, molecular formula is C8H11Cl2NO2, molecular weight is 224.08, as common compound, the synthetic route is as follows.

4-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)phenol (100 mg, 0.454 mmol), 1-1 (85 mg, 0.454 mmol), and 2C03 (157 mg, 1.136 mmol) were combined in a 50-mL round bottom flask with a stirbar. DMF (3.03 mL) was added, and the reaction mixture was heated to 90 C for 4 h. The reaction mixture was diluted with EtOAc (30 mL), and washed sequentially with sat. aq. NaHC03 (30 mL) and brine (30 mL). The combined organics were dried over MgS0 , filtered, and concentrated in vacuo to afford the title compound as a tan solid (155 mg, 78%, >85% pure), which was used in the subsequent step without further purification.

Statistics shows that 72830-09-2 is playing an increasingly important role. we look forward to future research findings about 2-Chloromethyl-3,4-dimethoxypyridinium chloride.

Reference:
Patent; MERCK SHARP & DOHME CORP.; BRESLIN, Michael, J.; COX, Christopher, D.; RAHEEM, Izzat, T.; WO2011/53559; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 113682-56-7, name is 1,4-Di(pyridin-4-yl)benzene. A new synthetic method of this compound is introduced below., Recommanded Product: 1,4-Di(pyridin-4-yl)benzene

CoCl2 (0.2 mmol), 1,3,5-Tris (4-carboxyphenyl) benzene (0.05 mmol) [BTB], 1,4-Di(4-pyridyl)benzene (0.05 mmol) [DPB] were dissolved in the solvent mixture (6 mL milli-Q water + 4 mL DMF) and it’s pH was 5.0. This reaction mixture was sonicated for 5 min then transferred into a Parr Teflon-lined vessel (23 mL). The vessel was sealed in an autoclave then heated at 120C for 3 days in a programmable oven. Purple coloured needle-shaped crystals of compound 3 were formed. Crystals were washed with milli-Q water and dried under vacuum for further use. Elemental Analysis: The yield of compound 3 is 92% (based on the cobalt metal). Elemental Analysis: Co1.5C46H29N3O8 (840.00), Calculated C, 65.75; H, 3.45; N, 3.52; Experimental C, 65.01; H, 3.70; N, 3.61.

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, 113682-56-7, 1,4-Di(pyridin-4-yl)benzene.

Reference:
Article; Mani, Prabu; Mukharjee, Prashanta; Hegde, Nagabhushan G.; Nath, Ramesh Chandra; Mandal, Sukhendu; Journal of Solid State Chemistry; vol. 265; (2018); p. 123 – 128;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1702-18-7 ,Some common heterocyclic compound, 1702-18-7, molecular formula is C6H2Cl2N2, 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 1 Preparation of 6-chloro-3-methylthio-2-pyridinecarbonitrile and 3-chloro-6-methylthio-2-pyridinecarbonitrile 69.2 Grams (g) of 3,6-dichloro-2-pyridinecarbonitrile was dissolved in 250 milliliters (ml) of THF and chilled to about 10 C. Methanethiol (19.2 g) was added and the whole mixture was cooled to about 5 C. While the temperature was maintained at about 0 to 5 C., 44.9 g of t-BuOK in 550 ml of THF was added slowly. After the addition of t-BuOK was complete, the reaction mixture was allowed to warm to room temperature, and was stirred for 3 hours and then poured onto ice, forming a precipitate which was collected by filtration. The precipitate was dissolved in CH2 Cl2, dried, concentrated and diluted with hexane to give 24.7 g of white crystalline material which was subsequently identified by NMR to be 6-chloro-3-methylthio-2-pyridinecarbonitrile. The filtrate from the above-described filtration was then concentrated leaving a solid which was recrystallized twice and filtered (retaining the filtrates after each recrystallization). The solid obtained was identified as 6-chloro-3-methylthio-2 -pyridinecarbonitrile (14.5 g). The retained filtrates were combined and concentrated to give 17.5 g of a mixture of 6-chloro-3-methylthio-2-pyridinecarbonitrile and 3-chloro-6-methylthio-2-pyridinecarbonitrile in a ratio of about 3:1, respectively. The isomers were then separated on a Waters Prep LC500 instrument using 15% ethyl acetate in hexane. The melting point of the 6-chloro-3-methylthio-2-pyridinecarbonitrile isomer was found to be 115-118 C., while 3-chloro-6-methylthio-2-pyridinecarbonitrile was found to have a melting point (m.p.) of 76-80 C.

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. 1702-18-7, 3,6-Dichloropicolinonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; The Dow Chemical Company; US4558134; (1985); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 4548-45-2 ,Some common heterocyclic compound, 4548-45-2, molecular formula is C5H3ClN2O2, 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.

Step 1 To a solution of 2-chloro-5-nitropyridine (LVII) (2.0 g, 12.6 mmol) in EtOH (20 mL) was added tert-butyl piperazine-1-carboxylate (LXXII) (7.05 g, 37.9 mmol). The reaction was headed at 70 C. for 16 h. The reaction was concentrated under vacuum and then dissolved in EtOAc. The EtOAc was washed with 1 M NaOH, brine and then dried over MgSO4 to give tert-butyl 4-(5-nitropyridin-2-yl)piperazine-1-carboxylate (LXXIII) as a yellow solid (4.94 g). ESIMS found for C14H20N4O4 m/z 309.0 (M+H).

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. 4548-45-2, 2-Chloro-5-nitropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Samumed, LLC; Hood, John; Kumar KC, Sunil; Wallace, David Mark; Mittapalli, Gopi Kumar; Hofilena, Brian Joseph; Mak, Chi Ching; Bollu, Venkataiah; Eastman, Brian; US2015/266825; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1052271-60-9 , The common heterocyclic compound, 1052271-60-9, name is 8-Bromoimidazo[1,5-a]pyridine, molecular formula is C7H5BrN2, 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 12; 8-(2-methoxyphenyl)H-imidazo[1,5-a]pyridine8-bromo-H-imidazo[1,5-a]pyridine (0.1 g, 0.5 mmol, 1 eq) was dissolved in 10 mL of DME and kept under an argon atmosphere. To that solution [Pd(PPh3)4] (0.025 mmol, 0.05 eq), 2-methoxyphenyl boronic acid (0.114 g, 0.75 mmol, 1.5 eq) and an aqueous NaOH solution (0.2M, 5 mL) were added under stirring. The resulting mixture was refluxed for 24 h. After cooling, the mixture was diluted with water and the aqueous layer was extracted with CHCl3. The organic layers were dried (Na2SO4), filtered and evaporated under reduced pressure. Semi-preparative HPLC-chromatography afforded the pure product.Yield: 0.061 g (55%), 1H-NMR, 500 MHz, CDCl3: delta 3.73 (s, 3H); 6.95-7.04 (m, 4H); 7.28-7.30 (m, 1H); 7.38-7.43 (m, 2H); 8.10-8.12 (m, 1H); 9.07 (s, 1H), MS: m/z 225.3 [M+H]+; HPLC: Method [B]. (214 nm), rt: 4.24 min (97%)

The synthetic route of 1052271-60-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PROBIODRUG AG; US2008/234313; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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.6345-27-3, name is Isonicotinimidamide hydrochloride, molecular formula is C6H8ClN3, molecular weight is 157.6, as common compound, the synthetic route is as follows.Computed Properties of C6H8ClN3

General procedure: In a 50 mL R.B. flask, chalcone (3, 2 mmol) and amidine ( 5, 2 mmol) in the presence of base NaH (3 mmol) were stirred in DMF (10 ml) at 135-140 oC. After the completion of reaction, reaction mixture was poured in cold water with vigorous stirring and neutralized it with N/5 HCl solution. The precipitate was filtered and dried. The crude was purified by column chromatography with a mixture of chloroform-methanol to give the desired product 6.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6345-27-3, Isonicotinimidamide hydrochloride, and friends who are interested can also refer to it.

Reference:
Article; Pathak, Vinay; Maurya, Hardesh K.; Sharma, Sandeep; Srivastava, Kishore K.; Gupta, Atul; Bioorganic and Medicinal Chemistry Letters; vol. 24; 13; (2014); p. 2892 – 2896;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 6937-03-7, Methyl 2-aminoisonicotinate, 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, name: Methyl 2-aminoisonicotinate, blongs to pyridine-derivatives compound. name: Methyl 2-aminoisonicotinate

Example (Ik-129) 5-Chloro-2-({[1-methyl-3-(pentafluoroethyl)-4-(trifluoromethyl)-1H-pyrazol-5-yl]carbonyl}amino)isonicotinic acid 1.50 g (9.85 mmol) of methyl 2-aminoisonicotinate (commercially available) are stirred in 15 ml of dimethylformamide and admixed at a temperature of -18 C. in portions with 1.83 g (13.8 mol) of N-chlorosuccinimide. The mixture is then stirred for a further hour at -18 C. For work-up, the total reaction mixture is taken up in ethyl acetate and shaken against an aqueous sodium thiosulphate solution. The organic phase is then washed with water, dried over sodium sulphate and concentrated by evaporation in vacuo. The remaining residue is purified by means of column chromatography on silica gel using the eluent mixture cyclohexane:acetone (gradient). This gives 383 mg of methyl 2-amino-5-chloroisonicotinate (16%). 1H-NMR (400 MHz, d6-DMSO): delta=8.00 (s, 1H), 6.78 (s, 1H), 6.25 (br. s, 2H), 3.85 (s, 3H) ppm. HPLC-MSa): log P=1.30; mass (m/z)=187 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6937-03-7, Methyl 2-aminoisonicotinate, and friends who are interested can also refer to it.

Reference:
Patent; Bayer CropScience AG; US2011/301181; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem