Day: September 26, 2021

Application of 1678-53-1, 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.1678-53-1, name is 3-Methyl-4-nitropyridine, molecular formula is C6H6N2O2, molecular weight is 138.12, as common compound, the synthetic route is as follows.

To a solution of 250 mg (1.86 mmol) of furopyridine 71, 618 mg (4.47 mmol) of nitropicoline 35 in 8 mL of THF was added 4.47 mL (4.47 mmol) of a 1 M solution of TBAF and 732 mg (5.59 mmol) of Huenig’s base. The mixture was stirred at 60 C for 5 days at which point a slurry had formed. The mixture was cooled to room temperature, filtered, and the product washed with 5 mL of THF and dried under vacuum/N2 sweep overnight to give 350 mg (59%) of dimeric furopyridine 72 as a colorless solid: mp 228e229 C; 1 H NMR (500 MHz, CDCl3) d 3.25 (dd, 2H, J 15.8 and 8.1 Hz), 3.72 (dd, 2H, J 15.8 and 9.6 Hz), 5.88 (dd, 2H, J 9.6 and 8.1 Hz), 6.84 (d, 2H, J 5.6 Hz), 7.42 (s, 4H), 8.40 (m, 4H); 13C NMR (125 MHz, CDCl3) d 35.5, 84.8, 105.6, 123.4, 126.1, 141.0, 145.9, 150.2, 166.0. Anal. Calcd. For C20H16N2O2: C, 75.93; H, 5.10; N, 8.86. Found: C, 75.88; H, 5.07; N, 8.89.

The chemical industry reduces the impact on the environment during synthesis 1678-53-1, I believe this compound will play a more active role in future production and life.

Reference:
Article; Kuethe, Jeffrey T.; Tetrahedron; vol. 75; 34; (2019);,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 84249-14-9, name is 2-Amino-4-bromopyridine, molecular formula is C5H5BrN2, 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. COA of Formula: C5H5BrN2

Step 1: N-(4-bromopyridin-2-yl)cyclopropanecarboxamide To a stirring solution of 4-bromopyridin-2-amine (200 g, 1160 mmol) in DCM (2000 mL) and pyridine (183 g, 2310 mmol) was added cyclopropanecarbonyl chloride (157 mL, 1500 mmol) dropwise at 0 C. under a nitrogen atmosphere. The reaction mixture was allowed to stir at 0 C. for 12 h then the reaction mixture was allowed to warm to rt. The reaction mixture was washed with 1N HCl solution (3*500 mL) and brine (500 mL). The organic solution was dried over Na2SO4, filtered and concentrated to give N-(4-bromopyridin-2-yl)cyclopropanecarboxamide (224 g, 80% yield) as a white solid. LCMS (FA): m/z=241.0 (M+H).

With the rapid development of chemical substances, we look forward to future research findings about 84249-14-9.

Reference:
Patent; MILLENNIUM PHARMACEUTICALS, INC.; Bharathan, Indu T.; Blackburn, Chris; Ciavarri, Jeffrey P.; Chouitar, Jouhara; Cullis, Courtney A.; D’Amore, Natalie; Fleming, Paul E.; Gigstad, Kenneth M.; Gipson, Krista E.; Girard, Mario; Hu, Yongbo; Lee, Janice; Li, Gang; Rezaei, Mansoureh; Sintchak, Michael D.; Soucy, Francois; Stroud, Stephen G.; Vos, Tricia J.; Wong, Tzu-Tshin; Xu, He; Xu, Tianlin; Ye, Yingchun; US2015/225422; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 193537-14-3 , The common heterocyclic compound, 193537-14-3, name is Ethyl 6-Boc-2-amino-4,7-dihydro-5H-thieno[2,3-c]pyridine-3-carboxylate, molecular formula is C15H22N2O4S, 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 6-tert-butyl 3-ethyl 2-amino-4,7-dihydrothieno[2,3-c]pyridine-3,6(5H)-dicarboxy- late from Example 9A (1.23 kg, 3.77 mol) in DMF (10.3 L) was added formamidine acetate (588 g, 5.65 mol). The mixture was heated to 1000C overnight. The solvent was removed in vacuo. The residue was stirred with ethyl acetate (3 L) for 2 h. The precipitate was collected by suction filtration and rinsed with ethyl acetate. The solid was dried to yield 1.02 kg (88%) of the title compound.1H-NMR (400 MHz, DMSOd6): delta = 1.43 (s, 9H), 2.91-2.96 (m, 2H), 3.62 (t, 2H), 4.58 (s, 2H), 8.05 (s, IH), 12.38 (br. s, IH).LC/MS (method 4): R, = 2.03 min; MS (ESIpos): m/z = 308 [M+H]+.

The synthetic route of 193537-14-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER HEALTHCARE AG; WO2009/33581; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 173435-32-0 ,Some common heterocyclic compound, 173435-32-0, molecular formula is C6H7FN2, 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.

2-Fluoro-4-methylpyridin-3-amine (1.0 g, 7.93 mmol) and 2 , 5-dimethoxytetrahydrofuran (1.08 mL, 1.05 equiv. ) were suspended in 3 mL of acetic acid and refluxed for 2 hours. The reaction was cooled down to room temperature. The solvents were removed and the residue was purified by silica gel chromatography (EtOAc/hexanes = 1:8, Rf = 0.3) to afford 1.0 g (72%) oil. XH NMR (400 MHz, CDC13) delta 8.10 (dd, J=0.8, 5.1 Hz, 1H) , 7.17 (d, J=5.1 Hz, 1H) , 6.74 (td, J=2.1, 0.9 Hz, 2H) , 6.40 (t, J=2.1 Hz, 2H) , 2.26 (s, 3H) . 13C NMR (101 MHz, CDC13) delta 160.2, 157.8, 149.6, 149.5, 145.5, 145.4, 123.80, 123.76, 122.1, 109.8, 17.29, 17.25. HRMS (m/z) calcd for Ci0Hi0F 2 (M+H) 177.0828; found 177.0827. Richards, et al. (2008) Bioorg. & Med. Chem. Lett. 18:4325-27.

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. 173435-32-0, 2-Fluoro-4-methylpyridin-3-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; UNIVERSITY OF KANSAS; THE SCRIPPS RESEARCH INSTITUTE; AUBE, Jeffrey; BOHN, Laura; PRISINZANO, Thomas, Edward; SCHOENEN, Frank, John; FRANKOWSKI, Kevin, John; WO2013/40321; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 55279-29-3, name is 3-Aminoisonicotinaldehyde. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 3-Aminoisonicotinaldehyde

tert-Butyl 4-({4-[(3-aminopyridin-4-yl)methyl]morpholin-2-yl}methyl)piperazine-1-carboxylate 3-Amino-pyridine-4-carbaldehyde (584 mg, 4.78 mmol) was dissolved in DCM (10 mL) and tert-butyl 4-(morpholin-2-ylmethyl)piperazine-1-carboxylate (1.50 g, 5.26 mmol) and NaBH(OAc)3 (1.11 g, 5.26 mmol) were added. The reaction mixture was heated in a microwave at 60 C. for 2.5 min, diluted with DCM (20 mL) and quenched with sat aq Na2CO3 (10 mL). The organic fraction was washed with sat aq NH4Cl (10 mL). The combined aq fractions were extracted with DCM (2*20 mL) and the combined organic fractions were dried (MgSO4) and concentrated in vacuo to give the crude title compound as a yellow gum (2.46 g). LCMS (ES+): 392.1 [MH]+.

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, 55279-29-3, 3-Aminoisonicotinaldehyde.

Reference:
Patent; PROXIMAGEN LIMITED; Carley, Allison; Simpson, Iain; US2014/275063; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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 131748-14-6, name is 4-Chloro-(2-trifluoromethyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C6H3ClF3N

To a solution of N-feri-butyloxycarbonyl-protected tyramine (130 g, 550 mmol), potassium carbonate (76 g, 550 mmol), and catalytic amounts of potassium iodide in N-methyl pyrrolidone (NMP, 400 ml.) that was stirred for 10 minutes at room temperature was added 4-chloro-2- trifluoromethylpyridine (100 g, 550 mmol). The reaction mixture was then heated to 160 C for 6 h, cooled, poured into water and extracted with methyl-feri-butylether (MTBE, 3x). The combined organic layers were washed with succesivly with 3 N NaOH and water, dried over Na2S04, and reduced in vacuo. The crude residue was purified by flash silica gel column chromatography to afford a 48% (102 g, 265 mmol) yield of N-tert-butyloxycarbonyl-protected 2-[4-[[2-(trifluoromethyl)-4-pyridyl]oxy]phenyl]ethanamine. To a solution of this material in dioxane (200 ml.) was added 4 M HCI in dioxane (250 ml_). The solution was left overnight to stir at room temperature, which resulted in precipitation of 2-[4-[[2-(trifluoromethyl)-4- pyridyl]oxy]phenyl]ethanamine hydrochloride. The reaction solution was evaporated and the residue was stirred with pentane and filtered to provide 100% (37 g, 104 mmol) of the desired amine hydrochloride.

With the rapid development of chemical substances, we look forward to future research findings about 131748-14-6.

Reference:
Patent; BASF SE; BASF SCHWEIZ AG; GRAMMENOS, Wassilios; CRAIG, Ian Robert; BOUDET, Nadege; MueLLER, Bernd; DIETZ, Jochen; LAUTERWASSER, Erica May Wilson; LOHMANN, Jan Klaas; MONTAG, Jurith; VRETTOU-SCHULTES, Marianna; WO2013/113778; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 122368-54-1, 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. 122368-54-1, name is 2-((4-Chlorophenyl)(piperidin-4-yloxy)methyl)pyridine. A new synthetic method of this compound is introduced below.

EXAMPLE 47 From 4-[(4-chlorophenyl)-2-pyridylmethoxy]piperidine and 5-chloro-2-pentanone, 5-[4-[(4-chlorophenyl)-2-pyridylmethoxy]-1-piperidyl]-2-pentanone was obtained in the same procedure as described in Example 26. Mass analysis value: EI-MS M+ no peak, CI-MS m/e=387(M+ +1). 1 H-NMR(CDCl3): delta(ppm)=1.60-1.95(6H,b,m), 2.08(2H,b), 2.14(3H,s), 2.27(2H,t), 2.43(2H,t), 2.70(2H,b), 3.44(1H,m), 5.59(1H,s), 7.11-7.71(7H,m), 8.50(1H,m).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,122368-54-1, its application will become more common.

Reference:
Patent; Ube Industries, Ltd.; US4929618; (1990); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 6313-54-8, name is 2-Chloroisonicotinic acid, molecular formula is C6H4ClNO2, 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. Recommanded Product: 2-Chloroisonicotinic acid

2-Chloro-N-(4-phenylpyridin-3-yl)isonicotinamide (alternative synthesis). To 4- phenylpyridin-3 -amine (0.5 g, 2.94 mmol) and 2-chloroisonicotinic acid (0.486 g, 3.08 mmol) in EtOAc (10 mL) was added DIEA (2.57 mL, 14.69 mmol) followed by T3P, 50% in EtOAc (2 mL, 3.43 mmol). The reaction was stirred at rt overnight. It was diluted with EtOAc and washed with water, brine and dried over sodium sulfate. The crude product was dissolved in a small amount of dichloromethane and charged to a 120 g silica gel cartridge which was eluted with 0-15% dichloromethane / methanol over a period of 40 mins. The desired fractions were combined and dried under vacuo to give 2-chloro-N-(4-phenylpyridin-3-yl)isonicotinamide (0.75g, 2.421 mmol, 82 % yield). MS (ESI) (m/z): 310.0(M+H)+.

With the rapid development of chemical substances, we look forward to future research findings about 6313-54-8.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; LUO, Guanglin; CHEN, Ling; DUBOWCHIK, Gene M.; JACUTIN-PORTE, Swanee E.; VRUDHULA, Vivekananda M.; PAN, Senliang; SIVAPRAKASAM, Prasanna; MACOR, John E.; WO2015/69594; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1480-87-1, 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 1480-87-1, name is 2-Fluoro-3-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows.

Example 32; Protocol for the preparation of terf-butyl 3-(3-(2-(methoxycarbonyl)-3- methylbenzo[b]thiophen-4-ylamino)pyridin-2-yloxy)azetidine-1-carboxylate; a) Preparation of terf-butyl 3-(3-nitropyridin-2-yloxy)azetidine-1-carboxylate; Sodium hydride (60 % dispersion in oil, 2.30 g, 57.64 mmol) was added portionwise into a solution of 1 -Boc-3-(hydroxy)azetidine (9.94 g, 57.64 mmol) in anhydrous THF (110 mL) at 0 C and stirred for 0.5 hour. A solution of 2-fluoro-3-nitro-pyhdine (7.80 g, 54.9 mmol) in anhydrous THF (15 mL) was added drop wise and the mixture allowed to warm to ambient temperature overnight. The mixture was cooled in an ice- bath and water (50 mL) added. The product was extracted with EtOAc, washed with water, brine and dried (Na2SO4). The product was purified by flash- column chromatography (petroleum ether (40-60 0C)/ DCM) to yield the title compound as a yellow solid (4.37 g, 27 %).1H NMR (400 MHz; CDCI3; 25 C): delta 8.36 (m, 1 H), 8.30 (d, 1 H), 7.09 (m, 1 H), 5.45 (m, 1 H), 4.35 (m, 2H), 4.06 (m, 2H), 1.45 (s, 9H). MS (ESI+): 296 (M+H). HPLC (10cm_esci_BICARB): Rt 3.47 min (HPLC purity 93 %).

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 1480-87-1, 2-Fluoro-3-nitropyridine.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; AUSTEN, Matthias; BLACK, Phillip; BLACKABY, Wesley; DANILEWICZ, John; LINNEY, Ian; SCHREITER, Kay; SCHNEIDER, Martin; WO2010/23181; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 58530-50-0, name is 2-(Pyridin-2-yloxy)acetic acid, molecular formula is C7H7NO3, 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. Recommanded Product: 58530-50-0

5-(4-Aminophenyl)-1H-naphtho[1,2-e][1,4]diazepin-2(3H)-one (82 mg, 0.531 mmol) obtained in Example 1, (1), 2-(pyridyl-2-yloxy)acetic acid (47 mg, 0.314 mmol), HATU (302 mg, 0.795 mmol), diisopropylethylamine (138 mg, 1.06 mmol), and dimethylformamide (10 mL) were mixed, and the mixture was stirred at room temperature for 16 hours under a nitrogen atmosphere. To the reaction mixture, saturated aqueous sodium hydrogencarbonate was added, and the resulting mixture was extracted with ethyl acetate. Purification was performed in a conventional manner to obtain the title compound (25 mg, yield 21%) as white solid. 1 H NMR (DMSO-d6, 400 MHz) delta: 3.76 (1H, d, J=10Hz), 4.55 (1H, d, J=10Hz), 4.95 (2H, s), 6.9-7.0 (2H, m), 7.29 (1H, d, J=9Hz), 7.51 (2H, d, J=8Hz), 7.6-7.7 (6H, m), 8.01 (1H, br s), 8.14 (1H, d, J=4Hz), 8.39 (1H, br s), 10.34 (1H, br s), 10.83 (1H, br s)

With the rapid development of chemical substances, we look forward to future research findings about 58530-50-0.

Reference:
Patent; Nippon Chemiphar Co., Ltd.; Kyushu University; SAKUMA, Shogo; KOBAYASHI, Kunio; USHIODA, Masatoshi; IMAI, Toshiyasu; INOUE, Kazuhide; (36 pag.)EP3020707; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem