Day: April 21, 2022

Electric Literature of 63572-73-6, 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 63572-73-6, name is 5-Nitro-1H-pyrazolo[3,4-b]pyridine. This compound has unique chemical properties. The synthetic route is as follows.

5-Nitro–1H-pyrazolo[3,4-b]pyridine (prepared according to the procedure in Can. J. Chem. 1988, 66(3), 420) (133 mg, 0.81 mmol) was mixed with SnCI2 (1.0g) in EtOH/CH3Ph (4 mL/2mL) and heated at 70 0C for 3 hrs. The reaction was cooled to rt and concentrated to dryness. The residue was participated between 1.0 N NaOH (10 mL) and ethyl acetate (50 mL). The organic layer was washed with brine once, dried (MgSO4) and filtered. The filtrate was concentrated and the resulting crude was purified by prep. TLC using 10:2 CH2CI2/Methanol(2 N NH3). The title compound (15.0 mg) was isolated as a yellow solid.

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 63572-73-6, 5-Nitro-1H-pyrazolo[3,4-b]pyridine.

Reference:
Patent; SCHERING CORPORATION; WO2007/70398; (2007); 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.58539-65-4, name is 2-Methylnicotinamide, molecular formula is C7H8N2O, molecular weight is 136.1512, as common compound, the synthetic route is as follows.HPLC of Formula: C7H8N2O

Example 5 7-(4-hydroxy-3,5-dimethylphenyl)-1,6-naphthyridin-5(6H)-one I chloride (1.90 mL, 21.8 mmol) was added to 2-methyl nicotinic acid (1.50 g, 10.9 mmol) in anhydrous dichloromethane (20 mL) with triethylamine (1.6 mL, 11.5 mmol) and the reaction mixture was kept at room temperature overnight before the solvent was removed. THF was added to the residue and ammonia gas was bubbled through for 2 h. The THF was removed and the residue was dissolved into methanol and water and the pH was adjusted to 10.0 with potassium carbonate. The mixture was concentrated. After column chromatography the desired amide was isolated (1.10 g, 73.8%). NaH (0.428 g, 10.7 mmol, 60% in mineral oil) was added to 4-hydroxy-3,5-dimethylbenzonitrile (1.50 g, 10 mmol) in anhydrous DMF (8 mL). Benzyl bromide (1.83 g, 10.7 mmol) was added and the reaction was kept at room temperature overnight. The reaction mixture was poured into water. The isolated solid was further washed with hexane to yield the desired ether building block (2.0 g, 84.3%). It was used in the next reaction without further purification. The above amide (0.65 g, 4.77 mmol) in anhydrous THF (15 mL) was added drop-wise to BuLi (7.5 mL, 1.60 M) at -20 C. The reaction mixture was kept at this temperature for 1 h and then the above ether building block (1.13 g, 4.77 mmol) in THF (20 mL) was added drop-wise at -20 C. and the reaction was stirred for 1.5 h. The reaction temperature was increased to room temperature and continued for a further 1 h. Water (20 mL) was added and the mixture was stirred for a while before the solvent was removed and the residue was purified by column chromatography to yield the desired intermediate (0.50 g, 29.4%). A 50 mL flask was charged with the above described intermediate (0.50 g, 0.0014 mol) and pyridine hydrogen chloride (2.4 g, 0.014 mol) and the mixture was heated to 180 C. for 1.5 h. The mixture was cooled and poured into methanol (4 mL), then filtered. The collected solid was further washed with ethyl acetate and dried to give 7-(4-hydroxy-3,5-dimethylphenyl)-1,6-naphthyridin-5(6H)-one (350 mg, 82.7%) as an HCl salt. Selected data: MS (ES) m/z: 266; MP >350 C.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,58539-65-4, 2-Methylnicotinamide, and friends who are interested can also refer to it.

Reference:
Patent; RVX Therapeutics Inc.; McLure, Kevin G.; Young, Peter Ronald; US2013/281397; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 59290-82-3, 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 59290-82-3, name is 3-Nitroisonicotinic acid. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 3-nitroisonicotinic acid (1.75 g, 10.1 mmol), l-amino-2-methylpropan-2-ol (968 ul, 10.1 mmol), 2-(lH-benzotriazole-l-yl)-l,l,3,3-tetramethyluronium tetrafluoroborate (4.86 g, 15.1 mmol) and triethylamine (4.9 ml, 35.3 mmol) in tetrahydrofurane (60 ml) was stirred over the week-end at rt. The reaction mixture was diluted with ethyl acetate, washed with water, with brine, dried with magnesium sulfate and concentrated. The crude product was purified by silica gel chromatography using a CH2Cl2/MeOH gradient as eluent, providing the title compound as off-white solid (255 mg, 11%).MS: M = 240.0 (M+H)+

According to the analysis of related databases, 59290-82-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; BLEICHER, Konrad; FLOHR, Alexander; GROEBKE ZBINDEN, Katrin; GRUBER, Felix; KOERNER, Matthias; KUHN, Bernd; PETERS, Jens-Uwe; RODRIGUEZ SARMIENTO, Rosa Maria; WO2011/154327; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 55052-26-1, Adding some certain compound to certain chemical reactions, such as: 55052-26-1, name is 1H-Pyrrolo[2,3-b]pyridin-6-ol,molecular formula is C7H6N2O, 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 55052-26-1.

A mixture of 1H-pyrrolo[2,3-b]pyridin-6-ol (0.200 g, 1.49 mmol) and K2CO3 (1 g, 7.45 mmol) in acetone (30 mL) was stirred under N2 at room temperature for 1 h. MeI (0.166 g, 1.192 mmol) was added. The reaction mixture was stirred under N2 at 50 C. for 12 h and then filtered. The filtrate was concentrated to half its volume, diluted with water, and extracted with CH2Cl2. The organic layer was dried over anhydrous MgSO4, and evaporated to give a residue, which was purified on a column of silica gel eluting with EtOAc/hexane (1:4) to give 6-methoxy-1H-pyrrolo[2,3-b]pyridine (159 mg, 89%).

According to the analysis of related databases, 55052-26-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Hsieh, Hsing-Pang; Chao, Yu-Sheng; Liou, Jing-Ping; Chang, Jang-Yang; Tung, Yen-Shih; US2006/148801; (2006); 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 59020-10-9, name is 3-(Tributylstannyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 59020-10-9

A stirred solution of 3-amino-5-bromo-benzotrifuoride (Apollo, England ; 1.12 g, 5 [MMOL)] and 3- (tri-n-butylstannyl) pyridine (Maybridge Chemical Co. Ltd., England ; 2.0 g, 5.4 [MMOL)] in xylene (30 mL) was purged with argon for 10 minutes at [20C.] Tetrakis (triphenylphosphine)- palladium (0) (1. 16 g, 1.0 [MMOL)] is then added and the resulting mixture is heated at [140C] for 36 hours under an argon atmosphere. The mixture is then cooled, treated with an aqueous solution of sodium hydroxide (100 mL of 0.1 M) and purged with air for 2 hours. The resulting mixture is then diluted with ethylacetate (200 mL) and filtered. The orgainic phase is then sequentially washed with water (2 x 80 mL) and saturated aqueous sodium chloride (1 x 80 mL), dried (MgSO4), filtered and the solvent is evaporated off under reduced pressure to yield the crude product which is purified by column chromatography (silica gel, eluent ethyl acetate) to afford the title compound as a brown [OIL. 1H-NMR] (400 MHz, [DMSO-D6,] [8)] : 5.73 (br s, 2H), 6.83 (dd, 1 H), 6.99 (d, 1 H), 7.04 (d, 1 H), 7.39 (dd, 1 H), 7.64 (d, [1 H),] 8.42 (m, 1 H) and 8. 53 (dd, [1 H).]

With the rapid development of chemical substances, we look forward to future research findings about 59020-10-9.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2004/5281; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 866807-27-4, 3-Amino-6-chloropyridine-2-carboxylic acid, 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, SDS of cas: 866807-27-4, blongs to pyridine-derivatives compound. SDS of cas: 866807-27-4

3-amino-6-chloro-pyridine-2-carboxylic acid (50 mg)1-ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (72 mg) was added to a solution of N, N-dimethylformamide (0.50 mL)1-Hydroxybenzotriazole monohydrate (44 mg) and aniline (32 mg) were added and the mixture was stirred at room temperature for 1 hour.Purification by preparative H PLC (NM mode) gave the title compound (28 mg) as yellow amorphous.

The synthetic route of 866807-27-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TAISHO PHARMACEUTICAL COMPANY LIMITED; KAWABE, KENICHI; YAMAMOTO, KUMIKO; UNEUCHI, FUMITO; ASANUMA, YUTA; YAMAGUCHI, CHITOSE; USHIKI, YASUNOBU; SHIBATA, TSUYOSHI; OHTA, HIROSHI; (254 pag.)JP2018/83767; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 700811-29-6, 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. 700811-29-6, name is 2-Chloro-4-hydrazinopyridine, molecular formula is C5H6ClN3, 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 1.4 g of (2-Chloro-pyridin-4-yl) -hydrazine (9.79 MMOL, 1.51 equiv) in 30 mL of NMP was added sequentially 2.0 g of N-CYANO-N – (4-ETHOXYCARBONYLPHENYL)-O- phenylisourea (6.45 MMOL, 1.00 equiv) and 10 mL of Hunig’s base. The resulting solution was warmed to 220 C via microwave irradiation for 6 min. The reaction mixture was poured into 100 mL of water and the resulting solid was filtered, yielding 3.0 g of a wet solid, which was dissolved in 40 mL of THF. To the stirred reaction mixture was added 1.50 g of nitrosonium tetrafluoroborate (12.9 MMOL, 2.0 equiv). Rapid bubbling was observed and stirring was continued for 1 hr. 4- [L- (2-CHLORO-PYRIDIN-4-YL)-LH [1, 2,4] TRIAZOL-3-YLAMINO]-BENZOIC acid ethyl ester was filted out of the reaction mixture, yielding 2.0 g (5.83 MMOL, 90.4 % yield) as a yellow SOLID. H NMR (500 MHz, DMSO-d6) 8 10.20 (1 H, s), 9.40 (1 H, s), 8.52 (1 H, d), 8.02 (1 h, s), 7.91 (3 H, m), 7.74 (2 H, d), 7.15 (1 H, br s), 4.27 (2 H, q), 1.31 (3 H, t) ppm. LC/MS : 3.64 min/344.01 (M+1).

According to the analysis of related databases, 700811-29-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; LEDEBOER, Mark W.; DAVIES, Robert J.; WO2005/13982; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 201937-23-7, 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. 201937-23-7, name is 6-Chloronicotinimidamide hydrochloride. A new synthetic method of this compound is introduced below.

2-(6-chloropyridin-3-yl)-N-(l-methyl-lH-pyrazol-4-yl)-4-(propan-2-yloxy)-7,8-dihydropyrido- [4,3-d]pyrimidine-6(5H)-carboxamide (K-2)A mixture of unpurified K-I (12.5 g, 42.5 mmol), 6-chloropyridine-3- carboximidamide hydrochloride (12.2 g, 54.0 mmol), and K2CO3 (17.61 g, 127 mmol) was diluted with DMF (140 ml) and treated with 2-iodopropane (10.62 ml, 106 mmol) in a 1-L round bottom flask with stirring. The reaction mixture was heated to 65 ºC and stirred for 3 h. The mixture was removed from heat and treated with 1.5 L H2O in a 3 -L Erlenmeyer flask to precipitate desired product. The mixture was stirred vigorously for 1 h and filtered through a coarse scintered glass funnel. The wet paste was transferred to a 1-L round bottom flask with toluene (300 mL) and acetone (300 mL) and concentrated in vacuo. The resulting residue was subjected to a second toluene (400 mL) azeotrope. The solids were dried under high vacuum over the weekend. The solids were suspended in 800 mL chloroform and heated to 40 ºC with stirring for 1 hr. The hazy solution was filtered through Celite, and the filtrate was concentrated in vacuo. The resulting off white foam (-12.5 g) was diluted with EtOH (1 L) and stirred at 85 ºC for 1 hr until a clear solution persisted. The solution was cooled RT and concentrated to dryness. The solids were stirred vigorously in Et2O (750 mL) for 15 min, and the mixture was filtered through a large scintered glass funnel. The solids were washed with diethyl ether (3x 350 mL), air-dried under vacuum for 10 min, and then dried under high vacuum for 24 h with routine agitation to afford the title compound (11.5, 63%) as a white solid. Data for K-2: 1H NMR (500 MHz, CDCl3) delta 9.36 (d, J= 1.7, IH), 8.61 (dd, J= 8.3, 2.2 Hz, IH), 7.75 (s, IH), 7.41 (d, J= 8.3 Hz, IH), 7.40 (s, IH), 6.40 (s, IH), 5.60 (hept, J= 6.2 Hz, IH), 4.50 (s, 2H), 3.88 (s, 3H), 3.84 (t, J= 5.6 Hz, 2H), 3.01 (t, J= 5.6 Hz, 2H), 1.46 (d, J= 6.2 Hz, 6H); HRMS m/z (M+H) 424.1561 found, 424.1535 required.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,201937-23-7, its application will become more common.

Reference:
Patent; MERCK SHARP &; DOHME CORP.; BRESLIN, Michael, J.; COLEMAN, Paul, J.; COX, Christopher, D.; RAHEEM, Izzat, T.; SCHREIER, John, D.; WO2010/138430; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 179687-79-7, 2-((2-Chloro-4-nitrophenoxy)methyl)pyridine, 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, Quality Control of 2-((2-Chloro-4-nitrophenoxy)methyl)pyridine, blongs to pyridine-derivatives compound. Quality Control of 2-((2-Chloro-4-nitrophenoxy)methyl)pyridine

EXAMPLE 2 Preparation of 3-chloro-4-(2-pyridylmethoxy)aniline from the nitrobenzene product of Example 1 was accomplished with catalytic hydrogenation using platinum on carbon. A typical hydrogenation was done using 6 volumes of THF, 2% by weight of 5% Pt/C (50% water wet), at 25 psi and at 25-30 C. for approximately 4-6 hours. The reaction is slightly exothermic and the temperature will rise to about 30-35 C. Cooling is necessary to maintain the temperature below 30 C. As a specific example, a mixture of 3-chloro-4-(2-pyridylmethoxy)nitrobenzene (0.15 kg, 0.57 mole) and 2% (w/w) of 5% Pt/C (6.0 g) in tetrahydrofuran (0.90 L) was hydrogenated at 25 psi for at least 5 hours. The mixture was filtered through a celite pad and washed with tetrahydrofuran (0.60 L). The filtrate was distilled to a volume of about 0.75 L and ethanol (1.12 L) was added. Distillation was continued to a volume of about 0.75 L and ethanol (2.85 L) was added. The mixture may be used “as is” in the step of Example 3 below. Performing the hydrogenation in isopropyl alcohol (IPA), methanol (MeOH), or ethanol (EtOH) may result in the product being contaminated with late eluting impurity that partially precipitates out on standing in solution. It was found that performing the hydrogenation in a solvent where both the product and starting material are soluble, such as tetrahydrofuran (THF), resulted in greater product purity and required much less solvent. Thus, THF is a preferred solvent for this step. Experimental results showing the effect of different reaction conditions are shown in Table 2. For the larger scale runs, the first aniline intermediate was not isolated (?NI?) before proceeding with the next step. TABLE 2 Hydrogenation to Form First Aniline Intermediate 5% Scale (g) Pt/C** Solvent Vol Time (h) Yield (%) 2.0 1 IPA 50 3 79.6 18 2.0 5 EtOH 60 3100* 10 1 THF 10 4 94.5 7 10 1 EtOH 10 3 95.6 30 1.05 THF 6.5 12 96.3 14 100 2 THF 6 4.5 97.1 400 2 THF 6 4 NI 500 2 THF 6 4 NI 100 2 THF 6 5 NI 150 2 THF 6 5 NI 7 *Solid impurities noted after reaction completion. **percent by weight of starting material.

The synthetic route of 179687-79-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; WYETH; US2006/270668; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 2897-43-0, 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 2897-43-0 as follows.

(C) 2,6-dichloropyridi ne-3,4-diami neTo a solution of 2,6-dichloro-3-nitropyridin-4-amine in ethanol (150 mL) was added iron powder (14.3 g, 0.255 mol), water (46 mL), and then concentrated HCI (28 mL). The reaction mixture was then stirred at 95 C for 16 hours, cooled to roomtemperature, and neutralized. The precipitates were collected by filtration and dried in vacuo. The crude product was then treated with water (200 mL) and extracted with EtOAc (3 x 200 mL). The combined extracts were dried over anhydrous Na2SO4, filtered, and concentrated to afford 7.85 g of the title compound (86.5% yield).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,2897-43-0, its application will become more common.

Reference:
Patent; HUTCHISON MEDIPHARMA LIMITED; SU, Wei-Guo; DENG, Wei; JI, Jianguo; WO2012/167733; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem