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. 89364-04-5, name is 3-Bromo-4-nitropyridine. A new synthetic method of this compound is introduced below., Recommanded Product: 89364-04-5

DMF (100 mL) was degased by vacuum/nitrogen filling cycles. 3-Bromo-4-nitropyridine (4.01 g, 19.74 mmol), 5-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)thiazole (5 g, 23.69 mmol), cesium fluoride (7.50 g, 49.3 mmol), copper(l) iodide (0.376 g, 1.974 mmol) and Pd(Ph3P)4 (1.140 g, 0.987 mmol) were added and the crude was heated at 90C for 18 h. The reaction was cooled to room temperature and diluted with ethyl acetate. The organic phase was washed several times with water and brine, dried over Na2S04, filtered and concentrated under reduced pressure. The residue was purified by chromatography on silica using a Biotage Isolera system employing dichloromethane/methanol (98/2) to afford the desired product (3.80 g, 93 %). (0176) 1H NMR (400 MHz, DMSO-d6) d 9.32 (s, 1 H), 9.02 (s, 1 H), 8.96 (d, 1 H), 8.16 (s, 1 H), 8.08 (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, 89364-04-5, 3-Bromo-4-nitropyridine.

Reference:
Patent; AC IMMUNE SA; LIFE MOLECULAR IMAGING SA; BERNDT, Mathias; MUeLLER, Andre; ODEN, Felix; SCHIEFERSTEIN, Hanno; SCHMITT-WILLICH, Heribert; KROTH, Heiko; MOLETTE, Jerome; (49 pag.)WO2019/145291; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 75806-86-9 ,Some common heterocyclic compound, 75806-86-9, molecular formula is C5H2BrClN2O2, 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 sodium hydride [(1 .52 g, 63.17 mmol (95%)] in DMSO (20.0 mL) at 0 00 diethylmalonate (10.11 g, 63.17 mmol) was added and kept for reflux at 100 00for 1 h. The reaction mixture was cooled to room temperature before drop wise addition of intermediate 32b (10.0 g, 42.11 mmol) in DMSO (20 mL) . The resultingmixture wasrefluxed at 100 00 for 3 h. The reaction mixture was quenched with ice water and extracted by using Ethyl acetate washed with water, and dried over anhydrous Na2SO4. The solvent was removed under vacuo to yield the title compound (10.0 g, 75.00%) as a brown oily product. LOMS: (M-H) = 315.0

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. 75806-86-9, 2-Bromo-5-chloro-3-nitropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; MADANAHALLI RANGANATH RAO, Jagannath; GURRAM RANGA, Madhavan; PACHIYAPPAN, Shanmugam; WO2014/202528; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 28733-43-9 , The common heterocyclic compound, 28733-43-9, name is 5-Bromonicotinamide, molecular formula is C6H5BrN2O, 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: 3-Amino-5-bromopyridine To a ice-cold solution of 31.8 g (0.79 mol) of Sodium hydroxide and 40.7 g (0.255 mol) of Bromine in 340 ml of water were added 42.0 g (0.209 mol) of commercially available 5-Bromonicotinamide. The mixture was allowed to warm up to room temperature and then heated for 1 h at 70 C. The resulting brown suspension was allowed to cool to room temperature. The aqueous phase was saturated with brine and extracted three times with a 1:1 mixture of THF and t-Butyl-methyl ether. The combined organic phases were dried over magnesium sulfate, filtered and concentrated in vaccuo. Concentration in vaccuo yielded 39.1 g of a dark brown residue which was purified by flash chromatography (heptane/ethyl acetate 1:1) to yield the title compound as a brown solid (total 70.2 g, 70%), MS (ISP): m/e=173.1, 175.1 (M+H+).

The synthetic route of 28733-43-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jaeschke, Georg; Kolczewski, Sabine; Porter, Richard Hugh Philip; Vieira, Eric; US2006/199960; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 69045-78-9 ,Some common heterocyclic compound, 69045-78-9, molecular formula is C6H3Cl4N, 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.

The obtained 2-chloro-5-trichloromethylpyridine 46.2 g,After adding the catalyst, the temperature is raised to 150-160C.Slowly dry the chlorine gas for heavy chlorination.After 6 hours of reaction, dilute the reaction solution with benzene, wash with water and dry the organic phase.After evaporating the benzene under reduced pressure,After distillation, 50.3 g of oily product was obtained.That is the intermediate 2,3-dichloro-5-trichloromethylpyridine,The yield was 90% and the content was 95%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,69045-78-9, its application will become more common.

Reference:
Patent; Shandong Eastern Countries Nong Pharmaceutical Ji Industrial Co., Ltd.; Yu Lexiang; Li Yuan; Liu Weihua; Sun Meixin; Sun Fujiang; (7 pag.)CN106748985; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 153034-88-9, 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 153034-88-9, name is 2-Chloro-4-iodo-3-methylpyridine. This compound has unique chemical properties. The synthetic route is as follows.

A suspension of 2-chloro-4-iodo-3-methyl-pyridine (1.25 g, 4.88 mmol), acetic anhydride (2.31 mL, 24.5 mmol), lithium chloride (1.03 g, 24.2 mmol), Pd2(dba)3 (90 mg, 0.1 mmol), Hnig’s base (1.71 mL, 9.8 mmol) in DMF is heated at 160 0C in the microwave for 20 min. The reaction is partitioned between EtOAc and saturated NaHCOs(aq). The organics layer was collected and washed with brine, dried over Na2SO4 and stripped down in vacuo. The crude product is purified by silica column chromatography eluting with 20% EtOAc: Hexanes giving l-(2-chloro-3-methyl-pyridin-4-yl)-ethanone (408 mg, 2.41 mmol) as a clear oil. 1H NMR (400 MHz, CDCl3) delta 2.46 (s, 3H), 2.59 (s, 3H), 7.28 (d, IH), 8.36 (d, IH); MS m/z 170.2 (M + 1).

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 153034-88-9, 2-Chloro-4-iodo-3-methylpyridine.

Reference:
Patent; NOVARTIS AG; WO2008/79933; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 934279-60-4, name is 2-Chloro-5-(trifluoromethyl)nicotinaldehyde, the common compound, a new synthetic route is introduced below. Recommanded Product: 934279-60-4

To a solution of 2-chloro-5- (trifluoromethyl)nicotinaldehyde (272 mg, 1.30 mmol) in THF (2 ml) was added methylmagnesium bromide (0.865 ml, 2.60 mmol). The reaction was stirred at 20 C for 1hour, then quenched with water (10 mL) and extracted with EtOAc (10 mL x 3). The combined organic layers were washed with brine (30 mL), dried (Na2SO4), filtered. The filtrate was evaporated under reduced pressure to give the title compound, which was used+directly in the next step without purification. MS(ESI) m/z: 226.0 [M+Hj H NMR(400MHz, CDC13): oe = 8.56 (br. s., 1H), 8.23 (s, 1H), 5.31 – 5.22 (m, 1H), 1.54 (d, J 6.4Hz, 3H)

The synthetic route of 934279-60-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MILLER, Michael; CHOBANIAN, Harry, R.; HE, Shuwen; HAO, Jinsong; PIO, Barbara; GUO, Yan; XIAO, Dong; (213 pag.)WO2018/118670; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 74134-42-2, 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 74134-42-2 as follows.

NBS (131 mg, 0.735 mmol) was added to a stirred solution of 2-bromo-6- (methylthio)pyridine (100 mg, 0.490 mmol), cyanamide (26.8 mg, 0.637 mmol) and potassium teit-butoxide (66.0 mg, 0.588 mmol) in methanol (3.0 mL) at RT under nitrogen. After 20 h, the reaction mixture was concentrated in vacuo, partitioned between DCM and satd. sodium thiosulfate (aq) solution, separated, extracted using DCM (x 2), dried (Phase Separator), and the solvents were removed in vacuo to give the title compound (crude, 124 mg) as a pale yellow oil that was used directly in the next step without purification.LCMS (Method A): RT = 0.65 mi mlz = 244, 246 [M+H]

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,74134-42-2, its application will become more common.

Reference:
Patent; ALMAC DISCOVERY LIMITED; BURKAMP, Frank; ROUNTREE, James Samuel Shane; TREDER, Adam Piotr; (155 pag.)WO2018/11569; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 886365-47-5 ,Some common heterocyclic compound, 886365-47-5, molecular formula is C7H5BrClNO, 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.

Starting material l-(5- bromo-2-chloropyridin-3-yl)ethanone (5.8 g, 24.7 mmol) and 100 ml anhydrous hydrazine was charged into 500 ml round bottom flask and the resulting mixture was allowed to stir at room temperature for overnight. After removing the excess hydrazine via rotatory evaporation under reduced pressure, the remaining residue was diluted with distilled water and solid was appeared. After filtering the water, the resulting solid was taken up in ethylacetate and saturated aqueous sodium bicarbonate and was extracted by ethylacetate twice. The combined organic layer was washed with water and brine and dried over sodium sulfate. The crude product was eluted through a short silica gel column (3 inch in length) with ethylacetate as a white solid (4.0 g, y=77%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,886365-47-5, its application will become more common.

Reference:
Patent; AMGEN, INC.; WO2006/44860; (2006); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 195044-14-5, name is 2-Bromo-6-tert-butylpyridine, the common compound, a new synthetic route is introduced below. COA of Formula: C9H12BrN

Preparative Example P1Step 1 : Methyl 6-(tert-butvhpicolinate (P1a)To the solution of 2-bromo-6-(tert-butyl)pyridine (20.0 g, 93.9 mmol) in MeOH (100 mL) was added dppp (3.86 g, 9.39 mmol), Pd(OAc)2 (6.32 g, 9.39 mmol) and TauEpsilonXiAlpha (28.5 g, 281 mmol) and then the mixture was stirred under CO (4 MPa) at 70C for 12 h. The reaction mixture was filtered, concentrated and purified by CC (RhoEpsilonXi/EpsilonAlpha = 40/1) to give compound P1a (12.0 g, 66%) as a colorless oil.

The synthetic route of 195044-14-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PHENEX PHARMACEUTICALS AG; STEENECK, Christoph; KINZEL, Olaf; GEGE, Christian; KLEYMANN, Gerald; HOFFMANN, Thomas; WO2012/139775; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 116355-18-1, 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 116355-18-1 as follows.

The compound of example 146 (10 g, 47.4 mmol) was treated with pyridin-3-ylboronic acid (6.41 g, 52.1 mmol) in the presence of [1 ,1 ‘-bis(diphenylphosphino)- ferrocene]dichloropalladium(ll) complex with dichloromethane (0.77 g, 0.948 mmol) and sodium carbonate (7.53 g, 71 .1 mmol) according to the procedure for the preparation of the compound of example 2 to afford the title compound. Yield: 8.2 g (83 %); 1H NMR (DMSO-de, 300 MHz): delta 2.2 (s, 3H, CH3), 7.49-7.57 (m, 3H, Ar), 7.70-7.84 (d, 1 H, J=8.1 Hz Ar), 7.90-7.92 (d, 1 H, J=7.5 Hz, Ar), 8.5 (s, 1 H, Ar), 8.6 (s, 1 H, Ar), 8.9 (s, 1 H, Ar); MS (ES+): m/e 210.1 (M+1 ).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,116355-18-1, its application will become more common.

Reference:
Patent; PIRAMAL ENTERPRISES LIMITED; SHARMA, Rajiv; GHOSH, Usha; MORE, Tulsidas; KULKARNI, Mahesh; BAJAJ, Komal; BURUDKAR, Sandeep; RIZVI, Zejah; WO2014/80241; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem