Tag: M.W:100-200

Application of 60186-15-4, 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. 60186-15-4, name is 2,4-Difluoro-5-nitropyridine, molecular formula is C5H2F2N2O2, 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 2,4-difluoro-5-nitropyridine (335 mg, 2.093 mmol) in THF (10 mL) at – 40C, was added via cannula 2-methylmorpholine (80 mg, 0.791 mmol) dissolved in THF (1 mL) followed by Et3N (0.583 mL, 4.19 mmol). The cloudy yellow mixture was stirred at -40 C for 1 h and was allowed to warm to 0C. After stirring an additional 2 h, TLC (50% ethyl acetate in hexanes) showed a more polar spot with a small amount of starting material remaining. The mixture was concentrated. The product was purified by column chromatography on silica gel (20%? 50% ethyl acetate in hexanes; 25 g column) to afford 4-(2-fluoro-5-nitropyridin-4-yl)-2-methylmorpholine (264 mg, 1.094 mmol, 52% yield) as a yellow oil: NMR (400MHz, CDCh) delta 8.63 (s, 1H), 6.42 (s, 1H), 4.04 – 3.95 (m, 1H), 3.89 – 3.76 (m, 2H), 3.26 – 3.17 (m, 3H), 2.87 (dd, J=12.8, 10.0 Hz, 1H), 1.24 (d, J=6.3 Hz, 3H); 19 F NMR (376MHz, CDCh) delta -61.49 (s, IF); LC/MS (ESI) m/e 242.1 [(M+H)+, calcd for C10H13FN3O3 242.1].

According to the analysis of related databases, 60186-15-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; HARTZ, Richard A.; AHUJA, Vijay T.; SIVAPRAKASAM, Prasanna; DUBOWCHIK, Gene M.; MACOR, John E.; (104 pag.)WO2018/98411; (2018); 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.53636-70-7, name is 6-Methyl-2,3-pyridinedicarboxylic acid, molecular formula is C8H7NO4, molecular weight is 181.1455, as common compound, the synthetic route is as follows.Quality Control of 6-Methyl-2,3-pyridinedicarboxylic acid

6-Methyl-2,3-pyridinedicarboxylic acid (10.0 g, 0. [055] mol) and [AC20] [(50] mL) were heated at [120 C] for 4 h, cooled, and concentrated to a brown oil. Isopropanol was added to the brown oil and the solution heated at [80 C] overnight. The volatiles were removed in vacuo and the residue gave, after washing with diethyl ether, 6- [METHYLPYRIDINE-2,] 3-dicarboxylic acid 2-isopropyl ester as a straw-coloured solid (8.8 g, [71%).-IH] NMR [(CDC13)] : 5 8.24 (d, [J=8.] 2, [1] H), 7.34 (d, [J=8.] 2,1 H), 5.34 [(SEP,] [J=6.] 2, [1 H),] 2.68 (s, 3 H), 1.39 (d, [J=6.] 2, [6 H).]

At the same time, in my other blogs, there are other synthetic methods of this type of compound,53636-70-7, 6-Methyl-2,3-pyridinedicarboxylic acid, and friends who are interested can also refer to it.

Reference:
Patent; Prana Biotechnology Limited; WO2004/31161; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 917364-11-5, 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.917364-11-5, name is 5,6,7,8-Tetrahydroimidazo[1,2-a]pyridine-2-carboxylic acid, molecular formula is C8H10N2O2, molecular weight is 166.18, as common compound, the synthetic route is as follows.

Example 12 (S)-N-(1-(3-(3-Chloro-4-cyano-5-fluorophenyl)-1H-pyrazol-1-yl)propan-2-yl)-5,6,7,8-tetrahydroimidazo[1,2-a]pyridine-2-carboxamide The title compound was prepared using the procedure described in Example 3(h) starting from 5,6,7,8-tetrahydroimidazo[1,2-a]pyridine-2-carboxylic acid (2.58 mmol, 428 mg) and (S)-4-(1-(2-aminopropyl)-1H-pyrazol-3-yl)-2-chloro-6-fluoro-benzonitrile (1.717 mmol, 479 mg). DMF (10 ml) was used as the solvent. The reaction mixture was diluted with water and extracted three times with DCM. The combined organics were washed twice with water. The organic phase was evaporated. The crude product was purified by flash chromatography. 515 mg of the title compound was obtained. 1H-NMR (400 MHz, DMSO-d6): delta 1.07 (d, 3H), 1.78-1.94 (m, 4H), 2.76 (t, 2H), 3.95 (t, 2H), 4.24-4.31 (m, 1H), 4.33-4.46 (m, 2H), 7.01 (d, 1H), 7.43 (s, 1H), 7.84 (d, 1H), 7.90-7.95 (m, 1H), 8.00 (s, 1H), 8.08 (d, 1H).

The chemical industry reduces the impact on the environment during synthesis 917364-11-5, I believe this compound will play a more active role in future production and life.

Reference:
Patent; ORION CORPORATION; Toermakaengas, Olli; Wohlfahrt, Gerd; Salo, Harri; Ramasurbamanian, Rathna Durga; Patra, Pranab Kumar; Martin, Arputharaj Ebenezer; Heikkinen, Terhi; Vesalainen, Anniina; Moilanen, Anu; Karjalainen, Arja; US2014/94474; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 33252-28-7, 6-Chloronicotinonitrile, 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, Product Details of 33252-28-7, blongs to pyridine-derivatives compound. Product Details of 33252-28-7

Reference example 13:; 2-Amino-N-(5-cyano-2-pyridyl)-2-methylpropylamine[0216] To a solution of 6-chloronicotinonitrile (3.50 g, 25.3 mmol) in 1,4-dioxane (10 mL) were added potassium carbonate (5.24 g, 37.9 mmol) and 1,2-diamino-2-methylpropane (3.97 mL, 37.9 mmol), and the mixture was refluxed for 4 hours. The reaction mixture was, concentrated and crystals were allowed to precipitate. The deposited crude crystals were washed with toluene to obtain the title compound (4.03 g, 21.2 mmol) as white crystals.yield: 84%APCIMS (m/z): 191 (M + H)<+>

The synthetic route of 33252-28-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KYOWA HAKKO KOGYO CO., LTD.; EP1354882; (2003); 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. 1254473-66-9, name is 1-(3,5-Dichloropyridin-4-yl)ethanol, molecular formula is C7H7Cl2NO, 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. Safety of 1-(3,5-Dichloropyridin-4-yl)ethanol

Separate the mixture of stereoisomers obtained in Preparation 1 on a CHIRALPAK AD-H column eluting with 90% heptanes/10% ethanol. Peak 2 is the desired enantiomer. To establish the absolute configuration dissolve a sample of the product in CDCl3 (final concentration 100 mg/mL). Obtain the vibrational circular dichroism (VCD) and infra red (IR) spectra with a resolution of 4 cm-1 using a ChiralIR FT VCD spectrometer (BioTools Inc) with an IR cell equipped with BaF2 windows and a path length of 100 mm. Collect the VCD and IR for 6 hours with 150 muL of the sample. Present the data without smoothing or further data processing. Obtain vibrational frequencies and absorption and VCD intensities by optimizing the lowest energy conformer by Gaussian at the B3PW91/6-31G** level on a Linux cluster, and simulate the corresponding spectra using a Lorentzian bandwidth of 6 cm-1 vibrational circular dichroism. The above analysis shows the product to be the S-isomer. Yield: 84.37 g (27%). MS (ES) m/z 192 [M+1]+.

With the rapid development of chemical substances, we look forward to future research findings about 1254473-66-9.

Reference:
Patent; ELI LILLY AND COMPANY; US2012/83511; (2012); 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. 709652-82-4, name is 2-Amino-5-bromonicotinonitrile. A new synthetic method of this compound is introduced below., Safety of 2-Amino-5-bromonicotinonitrile

6-bromo-2-(4-(dimethyIamino)phenyl)indolizine-8-carbonitrile (L14).; 2-Bromo-l-(4-(dimethylamino)phenylethanone (11) (1.21 g; 5.00 mmol) and 2-amino-5- bromonicotinonitrile (7j) (1.03 g; 5.2 mmol) were used to give 12j (0.77 g; yield 45 %); mp: 240-246 0C; 1H NMR (400 MHz, DMSO-J6) delta 9.12 (d, 4JHH = 1.8 Hz, IH, Ar-H), 8.32 (s, IH, Ar-H), 8.13 (d, 4JHH = 1.8 Hz, IH, Ar-H), 7.81 (d, 3JHH= 8.9 Hz, 2H, Ar-H), 6.79 (d, 3JHH = 8.9 Hz, 2H, Ar-H), 2.96 (s, 3H, CH3). 13C NMR (100 MHz, DMSO-J6) delta 150.6, 147.4, 141.3, 133.6, 131.1, 127.0 (s, 2C, Ar), 119.9, 114.8, 112.1 (s, 2C, Ar), 109.0, 103.5, 99.9, 39.9 (s, 2C, NCH3). m/z (ES-MS): 443.9 (4%), 441.9 (3%), 344.0 (11%), 343.0 (98%), 342.0 (11%), 341.0 (100%, [M+H]+). HRMS m/z (TOF+): CaIc. C16Hi4N4Br = 341.0402. Found: 341.0389. Error (ppm): – 3.8.

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, 709652-82-4, 2-Amino-5-bromonicotinonitrile.

Reference:
Patent; THE GOVERNMENT OF THE UNITED STATES, as represented by the secretary of HEALTH AND HUMAN SERVICES; WO2007/124345; (2007); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 96630-88-5, 4-Chloro-3-hydroxypyridine, 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, 96630-88-5, blongs to pyridine-derivatives compound. Safety of 4-Chloro-3-hydroxypyridine

This compound was reacted with NaH in DMSO at 50, the reaction mixture cooled and treated with 4-nitrobenzyl bromide for 1 hour. The reaction mixture was worked up with water and ether and the product treated with HCl/ether to give 4-chloro-3-(4-nitrobenzyloxy)pyridine hydrochloride.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,96630-88-5, its application will become more common.

Reference:
Patent; ICI Pharma; US4678781; (1987); A;,
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. 868551-30-8, name is Methyl 4-methyl-5-nitropicolinate, the common compound, a new synthetic route is introduced below. HPLC of Formula: C8H8N2O4

Methyl 4-[(1E)-2-(dimethylamino)ethenyl]-5-nitro-2-pyridinecarboxylate (0628) (0629) 86.4 g (0.73 mmol) of 18 N,N-dimethylformamide O,O-dimethyl acetal were added to a solution of 65 g (0.33 mol) of 19 methyl 5-methyl-6-nitro-3-pyridinecarboxylate (Y. Morisawa et al., J. Med. Chem. 21, 194-199, 1978) in 415 ml of 20 N,N-dimethylformamide. The reaction mixture was then stirred at 90 C. for 6 hours. The solvent was then removed under reduced pressure and the residue that remained was purified by column chromatography. This gave 56 g (yield 66.7% of theory) of 21 methyl 4-[(1E)-2-(dimethylamino)ethenyl]-5mitro-2-pyridinecarboxylate.

The synthetic route of 868551-30-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bayer CropScience Aktiengesellschaft; JESCHKE, Peter; ARLT, Alexander; CEREZO-GALVEZ, Silvia; VOERSTE, Arnd; FUESSLEIN, Martin; FISCHER, Reiner; BRETSCHNEIDER, Thomas; ILG, Kerstin; MALSAM, Olga; LOESEL, Peter; GOERGENS, Ulrich; (74 pag.)US2017/325458; (2017); 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. 863878-22-2, name is 6-Chloro-4-methyl-3-nitropyridin-2-amine. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C6H6ClN3O2

2-Amino-6-chloro-4-methyl-3-nitropiridine (1.2 g, 6.40 mmol) synthesized according to the method described in WO98/02442 was dissolved in ethanol (65 mL), and tin(II) chloride dihydrate (4.33 g, 19.2 mmol) was added, followed by stirring at 75C for 2 hours. The reaction mixture was diluted with ethyl acetate and was added with 3 mol/L aqueous sodium hydroxide solution. The unsoluble material was filtered out through Celite, and washed with ethyl acetate. The filtrate was sequentially washed with water, saturated brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. Next, polyphosphoric acid (15.3 g) and acetic acid (1.72 mL, 30.0 mmol) was added to the residue, and was stirred for 80C for 3 hours. The reaction mixture was moved to ice water and sodium carbonate (11.4 g, 0.108 mol) was added in a little portion while stirring. Then, 28% aqueous ammonia solution was added to the residue to control the pH to 9 and the mixture was stirred for 1 hour. Precipitated crude crystals were collected by filtration, and werewashed with water, and the obtained crystals were dried in vacuo at 40C overnight to obtain Compound P38 (395 mg, 34%). ESI-MS: m/z 182 [M + H]+ 1H NMR (DMSO-d6)delta(ppm): 2.49 (s, 3H), 3.33 (s, 3H), 7.07 (s, 1H), 12.74 (brs, 0.5H), 12.76 (brs, 0.5H).

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, 863878-22-2, 6-Chloro-4-methyl-3-nitropyridin-2-amine.

Reference:
Patent; KYOWA HAKKO KOGYO CO., LTD.; EP1724271; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 62734-08-1, 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.62734-08-1, name is 2-(Chloromethyl)-4-methoxypyridine hydrochloride, molecular formula is C7H9Cl2NO, molecular weight is 194.06, as common compound, the synthetic route is as follows.

Example 11; N-cyclopropyl-3-({3-[(4-methoxypyridin-2-yl) methoxy] benzoyl} amino)-4- methylbenzamide To a stirred solution of N-cyclopropyl-3-[(3-hydroxybenzoyl) amino] -4- methylbenzamide (200 mg, 0.65 mmol) in acetonitrile (50 mL) was added anhydrous potassium carbonate (220 mg, 1.59 mmol) and 4-methoxy-2-chloromethyl-pyridine hydrochloride (150 mg, 0.75 mmol). The mixture was stirred at reflux for 16 hours, then filtered and the solvent evaporated at reduced pressure to give a gum, which was dissolved in ethyl acetate/methanol (19: 1,20 mL) and purified by chromatography on silica, eluting with ethyl acetate/methanol (9: 1) to give the compound as a white solid (250mg, 90%); NMR Spectrum : (CDC13) 0.60 (m, 2H), 0. 80 (m, 2H), 2.32 (s, 3H), 2.86 (m, 1H), 3.85 (s, 3H), 5.19 (s, 2H), 6.67 (s, 1 H), 6.75 (dd, 1H), 7.04 (d, 1H), 7.17 (dd, 1H), 7.21 (d, 1H), 7. 38 (dd, 1H), 7.48 (d, 1H), 7.54 (m, 2H), 8. 02 (s, 1H), 8. 14 (s, 1H), 8. 40 (d, 1H) ; Mass spectrum: M+H+ 432.

Statistics shows that 62734-08-1 is playing an increasingly important role. we look forward to future research findings about 2-(Chloromethyl)-4-methoxypyridine hydrochloride.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2005/61465; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem