Day: May 28, 2021

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. 128071-98-7, name is 4-Bromo-2-fluoropyridine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 4-Bromo-2-fluoropyridine

LiHMDS (1M in toluene, 17.6 mL, 17.6 mmol, 3.1 eq) is added dropwise to a cold (-5 C.) mixture of 4-bromo-2-fluoro-pyridine [Marsais, F. et al, Journal of Organic Chemistry, (1992), 57, 565-573] (1 g, 5.7 mmol), cyclopropanecarbonitrile (1.25 mL, 17 mmol, 3 eq), 4 A molecular sieves and toluene (20 mL). The reaction mixture is allowed to warm to rt, stirred for 16 h, poured into H2O and filtered. The filtrate is diluted with EtOAc/H2O and extracted with EtOAc. The organic phase is washed with H2O and brine, dried (Na2SO4), filtered and concentrated. The residue is purified by silica gel column chromatography (Hex/EtOAc, 9:1), to afford 620 mg of the title compound as a white solid: ESI-MS: 223.1/225.1 [M+H]+; tR=4.22 min (System 1); TLC: Rf=0.25 (Hex/EtOAc, 9:1).

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, 128071-98-7, 4-Bromo-2-fluoropyridine.

Reference:
Patent; Novartis AG; US2009/163469; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 55314-16-4, 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 55314-16-4 as follows.

4.83 g of 3-dimethylamino-1-pyridin-3-yl-prop-2-en-1-one (30.0 mmol, 1.0 equiv), 4.68 g of methyl propionylacetate (36.0 mmol, 1.2 equiv.), 4.62 g of ammonium acetate (60.0 mmol, 0.2 equiv.), 2.25 g of cerium (III) chloride heptahydrate (6.0 mmol, 0.2 equiv.), 900 mg of sodium iodide (6.0 mmol, 0.2 equiv.) and 30 ml of isopropanol were mixed and refluxed overnight under stirring. The reaction solution was cooled and filtered, and the filtrate was concentrated and subjected to column chromatography, eluting with ethyl acetate/petroleum ether (1:50) to obtain 4.5 g of methyl 6-ethyl- [2,3′] bipyridyl-5-carboxylate as a yellow solid, 61.9%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,55314-16-4, its application will become more common.

Reference:
Patent; Shenyang Sunshine Pharmaceutical Co., Ltd.; ZHOU, Yunlong; CAI, Suixiong; WANG, Guangfeng; JIAO, Lingling; MIN, Ping; JING, Yu; GUO, Ming; (48 pag.)EP3287456; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1721-26-2, 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. 1721-26-2, name is Ethyl 2-methylnicotinate, molecular formula is C9H11NO2, 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.

Step A. 3-Hydroxymethyl-2-methyl-pyridine Prepared according to a slightly modified procedure of I. M. Bell et al., J. Med. Chem. 41, 2146-2163 (1998). To a stirred solution of ethyl 2-methylnicotinate (2.0 g, 12.1 mmol) in tetrahydrofuran (40 mL) cooled to 0° C. was slowly added a 1 M solution of diisobutyl aluminum hydride in tetrahydrofuran (30 mL, 30 mmol). After 5 minutes, the reaction was quenched with saturated aqueous sodium bicarbonate and saturated aqueous sodium potassium tartrate. The aqueous phase was repeatedly extracted with chloroform. The combined organic layers were dried over anhydrous sodium sulfate, filtered and concentrated in vacuo to give 2.5 g of the crude title compound as a yellow oil. The crude material was used as such in the next step. 1H NMR (DMSO-d6, 400 MHz): delta2.40 (s, 3H), 4.49 (d, 2H), 5.23 (t, 1H), 7.16-7.19 (m, 1H), 7.67-7.69 (m, 1H), 8.28-8.31 (m, 1H). MS [(+)APCI, m/z]: 124 [M+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 1721-26-2, Ethyl 2-methylnicotinate.

Reference:
Patent; Wyeth; US2003/55047; (2003); 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.188554-13-4, name is 2-Hydroxyisonicotinaldehyde, molecular formula is C6H5NO2, molecular weight is 123.11, as common compound, the synthetic route is as follows.COA of Formula: C6H5NO2

(R)-2-(2-Hydroxy-pyridin-4-yl)-thiazolidine-4-carboxylic acidTo a solution of L-cysteine hydrochloride (402.9 mg, 2.56 mmol) in distilled water (4 mL), potassium acetate (281.7 mg, 2.87 mmol) was added. Once the solids went into solution, methanol (4 mL) was added followed by 2-hydroxy-pyridine-4-carbaldehyde (376.4 mg, 3.06 mmol). Precipitate crashed out of solution within one hour, and the reaction was stirred at ambient temperature overnight. The solvent was removed to give the crude product.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,188554-13-4, 2-Hydroxyisonicotinaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; GENELABS TECHNOLOGIES, INC.; WO2008/64218; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1092062-74-2 ,Some common heterocyclic compound, 1092062-74-2, molecular formula is C7H6ClN3, 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.

A mixture of the product from strep a (0.200 g, 1.19 mmol, 1.0 mol. equiv.), 6- iodo- 1 -(tetrahydro-2//-pyran-2-yl)- 1 //-indazole (0.580 g, 1.79 mmol, 1.5 mol. equiv.), N,N- dimethylethylenediamine (0.040 mL, 0.36 mmol, 0.3 mol. equiv.) and K3PO4 (0.500 g, 2.38 mmol, 2.0 mol. equiv.) in dry DMF (4 mL) was purged with N2 for 5 minutes. Cul (0.034 g, (0404) 0.18 mmol, 2.0 mol. equiv.) was added and the reaction vial was further purged with N2 for 2 minutes, and then sealed. The reaction mixture was stirred overnight at 120 C. The reaction mixture was cooled and diluted with saturated aqueous NaHCCL solution (15 mL) and EtOAc (15 mL). The aqueous layer was separated and back extracted with additional EtOAc (15 mL). The organic layers were combined, washed with water (2 x 20 mL), brine (20 mL), and dried over MgS04. Concentration under reduced pressure and purification by column chromatography (S1O2, 0 to 80% gradient of CH2Cl2/EtOAc) furnished the title compound as a yellow solid (0.320 g, 0.870 mmol, 73%). ESI MS [M+H]+ for Ci9H8ClN50, calcd 368.1, found 368.0.

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. 1092062-74-2, 6-Chloro-3-methyl-1H-pyrazolo[4,3-c]pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ARCUS BIOSCIENCES, INC.; BEATTY, Joel; DEBIEN, Laurent Pierre Paul; DREW, Samuel Lawrie; FOURNIER, Jeremy; GRANGE, Rebecca Louise; JACOB, Steven Donald; JEFFREY, Jenna Leigh; LAWSON, Kenneth V.; LELETI, Manmohan Reddy; LINDSEY, Erick Allen; MANDAL, Debashis; POWERS, Jay Patrick; TRAN, Anh Thu; THOMAS-TRAN, Rhiannon; YAN, Xuelei; (164 pag.)WO2020/46813; (2020); 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.69950-65-8, name is Methyl 6-formyl-2-pyridinecarboxylate, molecular formula is C8H7NO3, molecular weight is 165.15, as common compound, the synthetic route is as follows.name: Methyl 6-formyl-2-pyridinecarboxylate

To a solution of 6-chloro-2-(2-chlorophenyl)pyrazolo[1,5-a]pyridine (83, 173 mg, 0.657 mmol) and ethyl 2-formylthiazole-4-carboxylate (130 mg, 0.79 mmol) in dichloromethane (6.5 mL) were added triethylsilane (0.525 mL, 3.29 mmol) and trifluoroacetic acid (0.252 mL, 3.29 mmol) at room temperature. After stirring at 80 C for 9 h, additional triethylsilane (0.525 mL, 3.29 mmol) and trifluoroacetic acid (0252 mL, 3.29 mmol) were added to the mixture. After stirring at 80 C for 48 h, saturated aq. sodium bicarbonate was added to the mixture. The mixture was then extracted with ethyl acetate. The organic extracts were washed with brine, dried over sodium sulfate and concentrated in vacuo. The crude material was purified by flash column chromatography on silica gel (hexane:AcOEt = 5:1) to give the title compound 94 as a dark brown amorphous material (65.0 mg, 25%). 1H-NMR (400 MHz, CDCl3) delta 4.01 (3H, s), 4.29 (2H, s), 7.06 (2H, dd, J = 9.7, 1.2 Hz), 7.33-7.36 (2H, m), 7.41 (1H, td, J = 6.7, 2.4 Hz), 7.45-7.49 (2H, m), 7.62 (1H, t, J = 7.6 Hz), 7.91 (1H, d, J = 7.3 Hz), 8.50 (1H, d, J = 1.2 Hz). IR (ATR) nmax 3062, 2950, 1722, 1587, 1535, 1451, 1318 cm-1. HRMS (ESI) calcd for C21H16Cl2N3O2 (M+H) 412.0620, found 412.0616.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,69950-65-8, Methyl 6-formyl-2-pyridinecarboxylate, and friends who are interested can also refer to it.

Reference:
Article; Nishigaya, Yosuke; Umei, Kentaro; Saito, Yoshifumi; Watanabe, Hiroyuki; Kondo, Tatsuhiro; Kondo, Atsushi; Kawamura, Naohiro; Tatani, Kazuya; Kohno, Yasushi; Tanaka, Nobuyuki; Seto, Shigeki; Bioorganic and Medicinal Chemistry Letters; vol. 27; 17; (2017); p. 4044 – 4050;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 171178-21-5, Adding some certain compound to certain chemical reactions, such as: 171178-21-5, name is 6-Chloro-3-nitropicolinamide,molecular formula is C6H4ClN3O3, 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 171178-21-5.

To a solution of 700 mg (2.1 mmol) of Intermediate 2 and 770 mg (4.2 mmol) of 6- chloro-3-nitropyridine-2-carboxamide (prepared as in G. W. Rewcastle, et. al. J. Med. Chem. 1996, 39, 1823-1835) in 8 mL of toluene and 4 mL of NN-dimethylformamide was added 1.7 mL (10.6 mmol) of N,N-diisopropylethylamine and the solution was stirred under nitrogen at reflux for 30 h. The reaction mixture was then cooled to ambient temperature, diluted with 15 mL of methylene chloride and poured into 100 mL of a saturated aqueous bicarbonate solution. The layers were separated and the aqueous layer extracted with three 100 mL portions of methylene chloride and the combined organic phases were dried over anhydrous magnesium sulfate, filtered and evaporated in vacuo to yield a yellow solid. The yellow solid was purified by flash chromatography on a Biotage Horizon system (silica gel, 0 to 70% ethyl acetate/hexanes gradient) to give the title compound as a yellow crystalline solid. LC/MS 496.6 (M+l).

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. 171178-21-5, 6-Chloro-3-nitropicolinamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK & CO., INC.; WO2006/39325; (2006); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 914358-73-9, 5-Bromo-2-methylpyridin-3-amine, 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, 914358-73-9, blongs to pyridine-derivatives compound. Computed Properties of C6H7BrN2

To a mixture of 3-amino-5-bromo-2-methylpyridine (8.3 g) and potassium acetate (5.2 g) in chloroform (200 mL) was added acetic anhydride (16.7 mL) at room temperature and the mixture let stirred at room temperature for 3 hours and then heated to reflux for an additional 2 hours, After cooling the mixture to room temperature, was added isoamylnitrite (11.9 mL) and 18-crown-6-ether (1 g) and the mixture heated to reflux for 26 hours. After cooling to room temperature, the mixture was filtered through a plug of Celite. The filtrate was concentrated under reduced pressure to yield a residue that was treated with a suspension of potassium carbonate (10 g) in a mixture of methanol (150 mL) and water (10 mL) at 0 C. for 2 hours. The mixture was concentrated under reduced pressure to yield a residue that was extracted with EA and washed with water. The organic layer was dried over sodium sulfate, filtered and concentrated under reduced pressure to give a residue that was triturated with a mixture of DCM and heptane to give 6-bromo-1H-pyrazolo[4,3-b]pyridine (6.85 g, 75% overall yield from 10 g of 5-bromo-2-methyl-3-nitropyridine). MS (ES): M/Z [M+H]=198. 1H NMR: (400 MHz, DMSO-d6): 8.33 (br. s, 2H), 8.57 (d, J=1.7 Hz, 1H), 13.47 (br. s, 1H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,914358-73-9, its application will become more common.

Reference:
Patent; Soll, Mark David; Hir de Fallois, Loic Patrick Le; Huber, Scot Kevin; Lee, Hyoung Ik; Wilkinson, Douglas Edward; Jacobs, Robert Toms; Beck, Brent Christopher; US2010/125089; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 79055-62-2, 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 79055-62-2, name is 2-Chloro-5-methylpyridin-4-amine. This compound has unique chemical properties. The synthetic route is as follows.

CuBr2 (984 mg, 4.4 mmol, 2.0 equiv. ) and tert-butylnitrite (0.5 mL) were mixed in acetonitrile (4 mL). The resulting mixture was heated at 65 C for 20 minutes and 4-amino-2-chloro-5- methylpyridine (320 mg, 2.2 mmol, 1.0 equivalent) was then added and the resulting mixture was stirred for 10 minutes at 65 C. The reaction mixture was poured on water and extracted with ethyl acetate. The organic layer was washed with NH40H until no blue color was observed in the aqueous layer. After washing with water, the organic extract was dried over Na2S04 and the solvent was removed under reduced pressure. The crude residue was purified by preparative TLC on Si02 (dichloromethane) to afford the title compound as a colorless oil (170 mg, 0.8 mmol, HPLC Rt 6.709 min, FIA ES+ 205.9, 207.9, ES- 205.9).

According to the analysis of related databases, 79055-62-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; VERTEX PHARMACEUTICALS, INCORPORATED; WO2005/100342; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 74115-13-2, 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 74115-13-2, name is 5-Bromo-3-pyridinol. This compound has unique chemical properties. The synthetic route is as follows.

To a stirred solution of 1-TERT-BUTOXYCARBONYL-2 (S)-pyrrolidine (2 g, 10 mmol) and 3-bromo-5- hydroxypyridine (1. 57 g, 9.0 mmol), and PPh3 (3.4 g, 13 mmol) in THF (100 mL) was slowly added DEAD (2.05 ML, 13 MMOL). The reaction mixture was stirred at room temperature for 20 h, and concentrated in vacuo. The residue was purified by chromatography with hexane-EtOAc (5: 1) to give a syrup (2.6 g, 81%), [A] D =-52.7 (c 1.1, CHC13). TH NMR (CDC13) 8 8.27 (s, 1H), 8. 25 (d, 1H, J= 2.4 Hz), 7.41 (m, 1H), 4. 20-4. 38 (M, 3H), 3.50-3. 20 (M, 2H), 2.10-1. 80 (M, 4H), 1.47 (s, 9H); 13C NMR (CDC13) 8 155.37, 154.70 and 154.56, 143.12 and 142. 87, 136.74 and 136.39, 123.86, 120.35, 80.01 and 79.64, 69.00 and 68. 71,55. 87 and 55. 58, 46.96 and 46.61, 28.50, 28.04, 23.85 and 22.84.

According to the analysis of related databases, 74115-13-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GEORGETOWN UNIVERSITY; WO2005/806; (2005); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem