Day: April 15, 2022

Reference of 851484-95-2 ,Some common heterocyclic compound, 851484-95-2, molecular formula is C6H3ClFNO, 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 stirred solution of methyl 2-sulfanylbenzoate (2.5 g, 14.86 mmol) in DMF (30 ml)were added Cs2CO3 (7.267 g, 22.29 mmol) followed by 2-chloro-5-fluoropyridine-3-carbaldehyde (2.37 1 g, 14.86 mmol) and heated at 70C for 30 mm. The reaction mixture was diluted with water and extracted with ethyl acetate. The combined organic layers were washed with water, dried over anhydrous sodium sulfate and concentrated under vacuum. The crude thus obtained, was purified by silica gel column chromatography using ethyl acetate in n-hexane (0-6%) as an eluting solvent to afford methyl 2-[(5-fluoro-3-formylpyridin-2-yl)sulfanyl]benzoate (2.65 g, 61%) as off white solid. LC-MS: 292.0 [M+Hf?.

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. 851484-95-2, 2-Chloro-5-fluoronicotinaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; ALANINE, Alexander; BEIGNET, Julien; BLEICHER, Konrad; FASCHING, Bernhard; HILPERT, Hans; HU, Taishan; MACDONALD, Dwight; JACKSON, Stephen; KOLCZEWSKI, Sabine; KROLL, Carsten; SCHAEUBLIN, Adrian; SHEN, Hong; STOLL, Theodor; THOMAS, Helmut; WAHHAB, Amal; ZAMPALONI, Claudia; (623 pag.)WO2017/72062; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 190271-88-6, 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.190271-88-6, name is Methyl 2-chloro-5-nitronicotinate, molecular formula is C7H5ClN2O4, molecular weight is 216.58, as common compound, the synthetic route is as follows.

The fourth step of Scheme 4: To a 5 mL DMF solution of 2-chloro-5-nitronicotinic acid methyl ester (269 mg, 1.25 mmole) was added methyl thioglycolate (111 muL, 1.25 mmole) followed by potassium carbonate (428 mg, 3.1 mmole) and the mixture was stirred at room temperature overnight. The reaction mixture was then poured into 50 mL water and extracted with CH2Cl2. The aqueous phase was acidified with 2N HCl and extracted with CH2Cl2. Combined organic phases were washed with water and dried over MgSO4. The solids were removed by filtration and the solvent was evaporated under reduced pressure to give 240 mg (76%) 3-hydroxy-5-nitro-thieno[2,3-b]pyridine-2-carboxylic acid methyl ester as a tan colored solid. 1H NMR (400 MHz, CHLOROFORM-D) delta ppm 4.02 (s, 3H) 9.01 (d, J=2.53 Hz, 1H) 9.52 (d, J=2.53 Hz, 1H) 10.19 (s, 1H).

Statistics shows that 190271-88-6 is playing an increasingly important role. we look forward to future research findings about Methyl 2-chloro-5-nitronicotinate.

Reference:
Patent; Lee, Jinbo; Kirincich, Steve J.; Smith, Michael J.; Wilson, Douglas P.; Follows, Bruce C.; Wan, Zhao-Kui; Joseph-McCarthy, Diane M.; Erbe, David V.; Zhang, Yan-Ling; Xu, Weixin; Tam, Steve Y.; US2005/203081; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 116548-04-0, 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. 116548-04-0, name is 2-Oxo-6-(trifluoromethyl)-1,2-dihydropyridine-3-carbonitrile, molecular formula is C7H3F3N2O, 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.

2-Oxo-6-(trifluoromethyl)-1,2-dihydropyridine-3-carbonitrile 1 (5.0 g, 0.03 mol) and potassium carbonate (7.3 g, 0.05 mol) were taken in dry acetone(50 mL), stirred for 30 minutes at RT, followed by the addition of propargyl bromide (3.1 g, 0.03 mol) then catalytic amount of sodium iodide (NaI) was added. The mixture was continuously stirred for 6 h at RT. The progress of the reaction was monitored by TLC, and after completion of the reaction, acetone was removed under reduced pressure. The residue was treated with ice cold water (40 mL) and the aqueous layer was extracted twice with ethyl acetate (2 × 40mL). The combined organic phases were dried over Na2SO4 and evaporated on rotavapor. The resulted residue was purified using 60-120 mesh silica gel column chromatography. Yield 81% (Yellow liquid). FTIR (Neat): 2236 (CN), 2129 (C?C), 1583 cm-1(C=N); 1H NMR (CDCl3, 300 MHz): delta 2.48 (t, 1H, J = 2.26 Hz, C?C-H), 5.14 (d, 2H, J = 2.26 Hz, OCH2), 7.41 (d, 1H, J = 7.55 Hz, Ar-H), 8.10 (d, 1H, J = 7.55 Hz, Ar-H); 13C NMR (CDCl3, 75 MHz): delta 55.53 (O-CH2), 75.90 (Acetylene-C), 76.89 (Acetylene-C), 100.68 (C-CN) 113.51 (Ar-C), 113.80 (CN), 120.27 (q, J = 273.99 Hz) (CF3), 144.93 (Ar-C), 148.81 (q, J = 34.11 Hz) (C-CF3), 162.30 (Ar-C-O); ESI-MS: m/z 227 (M+1); HRMS: m/z Calcd for C10H6F3N2O ([M+H]+): 227.0124. Found: 227.0124.

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 116548-04-0, 2-Oxo-6-(trifluoromethyl)-1,2-dihydropyridine-3-carbonitrile.

Reference:
Article; Kumar, R. Naresh; Mallareddy; Nagender; Rao, P. Sambasiva; Poornachandra; Ranjithreddy; Kumar, C. Ganesh; Narsaiah; Indian Journal of Chemistry – Section B Organic and Medicinal Chemistry; vol. 55B; 11; (2016); p. 1361 – 1375;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 89488-30-2, 5-Bromo-3-methylpyridin-2(1H)-one, 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, Recommanded Product: 89488-30-2, blongs to pyridine-derivatives compound. Recommanded Product: 89488-30-2

To a mixture of compound 4b2 (2 g, 10.6 mmol) and CH2CI2 (100 mL) is added Ag2CO3 (8.8 g, 31.9 mmol) and CH3I (7 mL, 112 mmol). The reaction mixture is stirred at room temperature overnight, then filtered through diatomaceous earth (Celite). The filtrate is concentrated under reduced pressure to give compound4b3.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,89488-30-2, 5-Bromo-3-methylpyridin-2(1H)-one, and friends who are interested can also refer to it.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM PHARMA GmbH & CO KG; WO2008/67644; (2008); 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 131747-62-1, name is 3-(Trifluoromethyl)pyridine-2-carboxaldehyde. This compound has unique chemical properties. The synthetic route is as follows. category: pyridine-derivatives

To a solution of 170 (150 mg, 0.7769 mmol) in toluene 15 ml was added 66 (203.9 mg, 1.165 mmol). PTSA (443.06 mg, 0.2337 mmol) was added to the reaction mass, which was stirred at 120 C. for 6 h. The reaction mass was diluted with ethyl acetate and washed with water (3×25 ml). The organic layer was dried over sodium sulphate and concentrated to get the crude, used for the next step without further purification.

With the rapid development of chemical substances, we look forward to future research findings about 131747-62-1.

Reference:
Patent; Vankayalapati, Hariprasad; Yerramreddy, Venkatakrishnareddy; US2015/72980; (2015); 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. 16328-62-4, name is 1H-Imidazo[4,5-b]pyridin-2(3H)-one. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C6H5N3O

To a stirred solution of l,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one (2.0 g, 14.8 mmol) in 20.0 mL of DMF was added NaFl (0.592 g, 14.8 mmol) at 0 C followed by stirring for 1 hour at 0 C. To this reaction mixture was added Boc anhydride (3.23 g, 14.8 mmol) at 0 C followed by stirring for 12 h at RT. The reaction mixture was quenched with water and extracted with ethyl acetate. The organic layer was washed with water and brine solution and dried over anhydrous sodium sulphate. The organic layer was concentrated to give the title compound (1.20 g, 34.58 %). NMR [300 MHz, DMSO-d6]: d 11.90 (bs, 1H), 8.03 – 8.02 (d, 1H), 7.83 – 7.81 (d, 1H), 7.10 – 7.06 (m, 1H), 1.58 (s, 9H).

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, 16328-62-4, 1H-Imidazo[4,5-b]pyridin-2(3H)-one.

Reference:
Patent; AURIGENE DISCOVERY TECHNOLOGIES LIMITED; CHIKKANNA, Dinesh; PANIGRAHI, Sunil Kumar; SAMMETA, Srinivasa Raju; GERD, Wohlfahrt; MIKKO, Myllymaki; (157 pag.)WO2019/180628; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1235036-15-3, 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.1235036-15-3, name is tert-Butyl 3-bromo-6-chloropicolinate, molecular formula is C10H11BrClNO2, molecular weight is 292.56, as common compound, the synthetic route is as follows.

Example 1E tert-butyl 6-(8-(benzo[d]thiazol-2-ylcarbamoyl)-3,4-dihydroisoquinolin-2(1H)-yl)-3-bromopicolinate EXAMPLE 1D (0.736 g), EXAMPLE 1C (1.62 g), and Cs2CO3 (4.1 g) were stirred in 12 mL of anhydrous N,N-dimethylacetamide at 120 C. for 12 hours. The cooled reaction mixture was then diluted with ethyl acetate and 10% citric acid. The organic phase was washed three times with citric acid, once with water and brine, and dried over Na2SO4. Filtration and concentration afforded crude material, which was chromatographed on silica gel using 0-40% ethyl acetate in hexanes to provide the title compound.

The chemical industry reduces the impact on the environment during synthesis 1235036-15-3, I believe this compound will play a more active role in future production and life.

Reference:
Patent; AbbVie Inc.; WANG, LE; Doherty, George; Wang, Xilu; Tao, Zhi-Fu; Bruncko, Milan; Kunzer, Aaron R.; Wendt, Michael D.; Song, Xiaohong; Frey, Robin; Hansen, Todd M.; Sullivan, Gerard M.; Judd, Andrew; Souers, Andrew; US2013/96120; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 878197-68-3, 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 878197-68-3, name is 5-Bromoimidazo[1,2-a]pyridine-2-carbaldehyde. This compound has unique chemical properties. The synthetic route is as follows.

The reactor is charged with N-methylpiperazine (3.1 Kg, 31 mol ) and tetrahydrofuran (10 Liters) and stirred under nitrogen while cooling to negative 20 0C. n-Butyl lithium (10.4 L, 26.0 mol) is added to the reaction at a rate to maintain the negative 200C temp and the contents are stirred for 15 to 30 minutes. A slurry of 5- bromoimidazo[1 ,2-a]pyridine-2-carbaldehyde (2.79 Kg, 12.4 mol) in tetrahydrofuran (10 Liters) is added at a rate to maintain the reaction at ?0C. The slurry is washed in with additional tetrahydrofuran (6 Liters). The reaction is stirred for 30 minutes and warmed to approximately negative 100C. The reaction is quenched by addition of 6N HCI solution to achieve pH 4.0 while maintaining at ? 150C. The reaction is diluted with heptane (14 Liters) and the layers allowed to separate. The lower aqueous layer is drained and the upper organic layer is washed with 1N HCI (2 x 1.5 Liters). The combined aqueous layers are stirred at 20 degrees and adjusted to pH 9 with 4N NaOH solution. The Aqueous layer is extracted with 10% iPrOH/CH2CI2 (3 x 28 Liters) and the combined organic layers are washed with saturated NaHCO3 solution (14 Liters) and evaporated at <250C to approximately 3 volumes, lsopropanol (28 Liters) is added and reaction again concentrated under reduced pressure to approximately 8.5 Liters, lsopropanol (17 Liters) is added and the reaction is treated with a solution of oxalic acid (1.0 Kg, 11.1 mol) in isopropanol (7 Liters) at a rate to maintain good stirring and temperature between approximately 25-4O0C. The reaction is stirred for 30 minutes and the solids are collected and washed with isopropanol (8.5 Liters) Solids are dried at 50 0C to yield 5-(4-methyl-1- piperazinyl)imidazo[1,2-a]pyridine-2-carbaldehyde, (2.25 Kg, 54% yield) 1H NMR (400 MHz, DMSO-D6) delta ppm 10.01 (s, 1 H) 8.47 (s, 1 H) 7.41 (m, 2 H) 6.65 (m, 1 H) 3.34 (s, 8 H) 2.78 (s, 3 H)

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 878197-68-3, 5-Bromoimidazo[1,2-a]pyridine-2-carbaldehyde.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2007/87549; (2007); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 6515-09-9, Adding some certain compound to certain chemical reactions, such as: 6515-09-9, name is 2,3,6-Trichloropyridine,molecular formula is C5H2Cl3N, 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 6515-09-9.

EXAMPLE 2 Preparation of 3,6-dichloro-2-(dichloromethyl)pyridine (Cpd. 2 of table) STR4 2,3,6-Trichloropyridine (1.0 g, 0.0055 mole) was combined with 4 g N-methylpyrrolidone, 4 g (0.033 mole) of chloroform, and 1.0 g of 50 percent aqueous sodium hydroxide (0.013 mole). The resulting mixture was stirred and warmed mildly for about 1 hour at which time the product was found to be present in the reaction mixture by gas chromatography and mass spectrometry using an authentic sample of the product as a standard. After standing overnight at ambient temperature the title compound represented about 1.7 percent of the pyridines in the mixture.

According to the analysis of related databases, 6515-09-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; The Dow Chemical Company; US4739070; (1988); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 951625-93-7, Methyl 4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylate, 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, HPLC of Formula: C9H7ClN2O2, blongs to pyridine-derivatives compound. HPLC of Formula: C9H7ClN2O2

To a solution of 4-chloro-1H-pyrrolo[2,3-bjpyridine-5-carboxylic acid methyl ester (0.65 g, 3.1 mmol) in DMF (6.0 mL) was added NaH (60%, 149 mg, 3.72 mmol) at 0C. The mixture was stirred at rt for lh. Mel (572 mg, 4.03 mmol) was added to the reaction and stirred at rt overnight. The reaction was quenched with sat. NH4C1 solution (10 mL) and separated between water (20 mL) and EA (30 mL). The organic layer was washed with water (10 mL) and brine (10 mL), dried over anhydrous Na2SO4. The solvent was removed to give 4-chloro-1-methyl-1H-pyrrolo[2,3-bjpyridine-5-carboxylic acid methyl ester (0.75 g, yield:quantitative) as yellow crystal.?HNMR (400 MI-Tz, CDC13): = 8.86 (s, 1H), 7.26 (overlap, 1H), 6.68 (d, J= 3.6 Hz, 1H), 3.97 (s, 3H), 3.91 (s, 3H).

The synthetic route of 951625-93-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SANFORD-BURNHAM MEDICAL RESEARCH INSTITUTE; PINKERTON, Anthony, B.; HASSIG, Christian, A.; JACKSON, Michael, R.; ARDECKY, Robert, John; PASS, Ian; (436 pag.)WO2016/123392; (2016); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem