Category: pyridine-derivatives

Application of 98027-80-6, Adding some certain compound to certain chemical reactions, such as: 98027-80-6, name is 4-Bromo-2,6-dichloropyridine,molecular formula is C5H2BrCl2N, 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 98027-80-6.

To a de-gassed mixture of 3-CHLORO-4-FLUOROPHENYLBORONIC acid (77 mg, 0. 44 MMOL)), 4-bromo-2, 6-dichloro-pyridine (Talik and Plazek (1959) ROCZ. CHENT. 33 : 387-92 ; 100 mg, 0. 44 mmol), and 2M Na2CO3 (0. 55 MMOL), in DME (4mL) under nitrogen, add Pd (PPh3) 4 (0. 026 MMOL). Stir the mixture at 80C overnight, concentrate, and extract with EtOAc. Dry over NA2S04, concentrate under vacuum, and purify by preparative TLC (9 : 1 hexanes/EtOAc) to give 2, 3-DICHLORO-4- (3-CHLORO-4-FLUORO-PHENYL)-PYRIDINE.

According to the analysis of related databases, 98027-80-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NEUROGEN CORPORATION; WO2005/7648; (2005); A2;,
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.1824-81-3, name is 2-Amino-6-picoline, molecular formula is C6H8N2, molecular weight is 108.14, as common compound, the synthetic route is as follows.Recommanded Product: 1824-81-3

EXAMPLE 55 2-[(imidazo[1,2-a]pyridin-5-ylmethyl)thio]-1H-benzimidazole STR64 To a cold (ca. 0) solution of 86.4 g (0.88 mole) of 2-amino-6-methylpyridine and 101 g (0.96 mole) of triethylamine in 1.0 liter of dichloromethane was added dropwise a solution of 106.1 g (0.88 mole) of trimethylacetyl chloride in 100 ml of dichloromethane. After stirring an hour after addition was completed, the mixture was poured into water and the layers separated. The aqueous layer was extracted with dichloromethane. The organic layers were combined and washed with water, dried over magnesium sulfate, filtered, and concentrated in vacuo to an oil that crystallized upon standing. The solid was triturated with hexane and collected by filtration, giving 115 g of 2-(trimethylacetamido)-6-methylpyridine.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1824-81-3, 2-Amino-6-picoline, and friends who are interested can also refer to it.

Reference:
Patent; G. D. Searle & Co.; US4687775; (1987); A;,
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. 6313-54-8, name is 2-Chloroisonicotinic acid. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C6H4ClNO2

To a solution of 2-chloroisonicotinic acid (3.08 g) in dichloromethane (60 mL) were added WSC/HCl (5.62 g), HOBt (4.5 g), N,O-dimethylhydroxyamine hydrochloride (2.9 g) and triethylamine (8.3 mL), and the mixture was stirred overnight. The reaction mixture was diluted with aqueous ammonium chloride solution, extracted with dichloromethane, dehydrated with sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate=2/1) to give Compound II (3.51 g).

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, 6313-54-8, 2-Chloroisonicotinic acid.

Reference:
Patent; DAINIPPON SUMITOMO PHARMA CO., LTD.; US2012/225876; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 144750-42-5, 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. 144750-42-5, name is (S)-2-(2-Chlorophenyl)-2-(6,7-dihydrothieno[3,2-c]pyridin-5(4H)-yl)acetic acid hydrochloride, molecular formula is C15H15Cl2NO2S, 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.

Example 10: Preparation of methyl (S)-(+)-alpha -(2-chlorophenylV6,7- dihydrothieno[3,2-a]pyridine-5(4H)-acetate (formula (I): 41.8 g of (S)-(+)-alpha -(2-chlorophenyl)-6,7-dihydro-4Eta-thieno[3,2- c]pyridine-5(4H)-acetic acid hydrochloride obtained in Example 6 was suspended in 252 ml of dichloromethane, 0.94 ml of dimethylformamide was added thereto and cooled to -20 C . A mixture of 12.8 ml of oxalyl chloride and 84 ml of dichloromethane was slowly added thereto at below – 10 C over a period of 30 min, and then stirred at a temperature in the range of -10 to 0C for 2 hrs. A mixture of 24.6 ml of methanol and 84 ml of dichloromethane was added thereto over a period of 30 min, the resulting mixture was heated to room temperature and then stirred at the same temperature for 2 hrs. 170 ml of water was slowly added to the resulting solution, the pH was adjusted to 7.5 using saturated sodium bicarbonate to induce phase separation. The resulting organic layer was separated, washed with 150 ml of saturated sodium chloride, dried over anhydrous magnesium sulfate and concentrated under a reduced pressure, to obtain 37.1 g of the title compound as a yellow oil (yield: 95%), which was identical to that obtained in Example 7. optical purity : 98.5 % ee (HPLC)

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 144750-42-5, (S)-2-(2-Chlorophenyl)-2-(6,7-dihydrothieno[3,2-c]pyridin-5(4H)-yl)acetic acid hydrochloride.

Reference:
Patent; HANMI PHARM. CO., LTD.; WO2006/137628; (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 24484-93-3, name is Methyl 4-chloropicolinate. This compound has unique chemical properties. The synthetic route is as follows. Formula: C7H6ClNO2

Under nitrogen, tetrahydronfuran (10.86 kg) was added into a reactor (30 L). After the mixer was started, (N-(methyl-d3))amine hydrochloride (1.50 kg, 21.26 mol, 1.5 eq), methyl 4-chloropicolinate (2.43 kg, 14.16 mol, 1 eq) and anhydrous potassium carbonate (3.92 kg, 28.36 mol, 2 eq) were added in turn. The reaction was conducted at 33 C. for 15 h, and then pure water (12.20 kg) was added. The reaction mixture was extracted with methyl tert-butyl ether (3.70 kg×2). The organic phases were combined, dried over anhydrous sodium sulfate (0.50 kg) and stirred for 1 hour, and filtered. The solvents were removed under vacuum (?0.09 MPa) at 40±2C. with water bath to give the title compound («2.41 kg», purity 99.0%, yield «98%») as a light «yellow» oil.1H NMR(DMSO-d6, 400 MHz): delta7.64 (dd, J=2 Hz, 5.2 Hz, 1H), 7.97 (d, J=1.6 Hz, 1H), 8.54 (d, J=5.2 Hz, 1H), 8.74 (br, 1H). MS (ESL m/z) calcd. for C7H4D3ClN2O: 173, found:» 174 [M+H]+

With the rapid development of chemical substances, we look forward to future research findings about 24484-93-3.

Reference:
Patent; SUZHOU ZELGEN BIOPHARMACEUTICAL CO., LTD.; Feng, Weidong; Gao, Xiaoyong; Dai, Xiaojun; US2013/35492; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 97483-77-7, 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. 97483-77-7, name is 5-Bromopicolinonitrile, molecular formula is C6H3BrN2, 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.

A solution of 75 g of 5-bromo-pyridin-2-carbonitrile [97483-77-7] in 375 ml of tetrahydrofuran is treated dropwise with a solution of 172 ml methyl magnesium bromide (3M solution in diethyl ether) in 150 ml of tetrahydrofuran and stirred for Minutes at room temperature. The suspension is then treated with 750 ml of methanol and portionwise with 30 g of sodium borohydride. The reaction mixture is stirred 10 hours at room temperature, concentrated by evaporation and treated with ethyl acetate and 2m NaOH. The phases are separated and the aqueous phase is extracted with ethyl acetate (3x). The combined organic phases are washed with brine, dried over sodium sulphate and filtered, and the filtrate is concentrated by evaporation. The title compound is obtained as a brown oil from the residue by means of flash chromatography (SiO2 60F). Rf = 0.54 (dichloromethane-methanol-25% ammonia conc. 80:10:1); Rt = 2.02 (gradient I).

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 97483-77-7, 5-Bromopicolinonitrile.

Reference:
Patent; Speedel Experimenta AG; EP1764098; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 88912-26-9, 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.88912-26-9, name is 2,5-Dichloroisonicotinic acid, molecular formula is C6H3Cl2NO2, molecular weight is 192, as common compound, the synthetic route is as follows.

To a 10000-mL 4-necked round-bottom flask, purged and maintained with an inert atmosphere of nitrogen, was placed 2,5-dichloropyridine-4-carboxylic acid (200 g, 1.04 mol, 1.00 equiv) and tetrahydrofuran (2000 mL), followed by the addition of BH3-THF (3140 mL, 3.00 equiv, 1M) dropwise with stirring at 0 C. The resulting solution was stirred at room temperature for 2 h, quenched by the addition of 2000 mL of water, and extracted with 3×1500 mL of ethyl acetate. The combined organic layers were washed with 2×1500 mL of water, 3×1500 mL of brine, dried over anhydrous sodium sulfate and concentrated under vacuum to afford 140 g (75percent) of (2,5- dichloropyridin-4-yl)methanol as a white solid.

The chemical industry reduces the impact on the environment during synthesis 88912-26-9, I believe this compound will play a more active role in future production and life.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; VERMA, Vishal; SHORE, Daniel; VOLGRAF, Matthew; ESTRADA, Anthony A.; LYSSIKATOS, Joseph; (153 pag.)WO2018/15410; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 102368-13-8, 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 102368-13-8, name is 1,1′-Thiocarbonylbis(pyridin-2(1H)-one). This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 2 5-(4-Isothiocyanatophenyl)-10,15,20-tris(4-pyridyl)porphyrin To a stirred solution of 5 (100 mg, 0.158 mmol) in freshly distilled dichloromethane (20 mL) was added 1,1′-thiocarbonyldi-2(1H)-pyridone (320 mg, 1.38 mmol). The reaction was allowed to proceed under argon for 4 hours at room temperature. Excess solvent was evaporated in vacuo to yield a crude purple solid. The solid was dissolved in a minimal amount of chloroform and purified by flash chromatography (silica, eluent: CHCl3MeOH, 49:1). Relevant fractions were combined, dried (Na2SO4) and evaporated in vacuo to yield the above compound as a purple solid (104 mg, 97.5%); Rf=0.57 (silica, CHCl3/MeOH, 49:1); mp>350 C. decomp.; 1H NMR [270 MHz, CDCl3] delta-2.91 (2H, br s, NH), 7.65 (2H, m, J=8 Hz, 5-Ar-3,5-H), 8.15-8.21 (8H, m (overlapping), 10, 15, 20-Py-2,6-H & 5-Ar-2,6-H), 8.67 (8H, br s, beta-H), 9.06 (6H, m, J=5 Hz, 10, 15, 20-Py-3,5-H); 13C NMR [67.5 M, CDCl3]delta 117.4, 117.6, 119.7, 124.7, 129.3, 131.6, 135.4, 136.9, 140.6, 148.4, 149.8; UV-vis (CH2Cl2) lambdamax 417, 514, 548, 587, 643 nm; HRMS (ES) m/z calc’d for C42H26N8S (M+H) 675.2079, found 675.2078.

According to the analysis of related databases, 102368-13-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Boyle, Ross William; Clarke, Oliver James; Sutton, Jonathan Mark; Greenman, John; US2003/203888; (2003); 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. 189089-90-5, name is 1-Benzenesulfonyl-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid. A new synthetic method of this compound is introduced below., COA of Formula: C14H10N2O4S

General procedure: A mixture of substituted pyridine N-oxide 1 (1 eq),heteroaryl carboxylic acid 2 (2 eq), Pd(OAc)2 (10 mol %), pyridine (3 eq) and Ag2O (2.5 eq) in DMF: CH3CN (1:2, 6 mL) was stirredat 110 C for 12 h. The reaction mixture was filtered through celite pad, washed with ethyl acetate. The organic layer was washed withwater and brine, dried over sodium sulfate, and concentrated in vacuum. Crude product was purified by either CombiFlash Rf orGrace Instrument using Teledyne Isco RediSep Rf columns (Normal-phase-12 g) 2-4% methanol in dichloromethane mixture as thesolvent to get 3.

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, 189089-90-5, 1-Benzenesulfonyl-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid.

Reference:
Article; Suresh, Rajendran; Muthusubramanian, Shanmugam; Senthilkumaran, Rajendran; Synlett; vol. 25; 14; (2014); p. 2064 – 2066;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 143468-13-7, 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.143468-13-7, name is 6-Bromo-1H-pyrrolo[2,3-b]pyridine, molecular formula is C7H5BrN2, molecular weight is 197.032, as common compound, the synthetic route is as follows.

Step 1. In a 25 mL round-bottomed flask, 6-bromo-1H-pyrrolo[2,3-b]pyridine (250 mg, 1.27 mmol, Eq: 1.00), TIPS-OTf (972 mg, 860 mul, 3.17 mmol, Eq: 2.5) and DIEA (492 mg, 665 mul, 3.81 mmol, Eq: 3) were combined with dioxane (6.25 ml) to give a light brown solution. The reaction mixture was heated to 55 C. and stirred for 16 h. The reaction mixture was poured into 20 mL EtOAc and extracted with sat NaHCO3 (3×10 mL). The organic layers were dried over MgSO4 and concentrated in vacuo. The crude material was purified by flash chromatography (silica gel, 12 g, 5% to 10% EtOAc in hexanes) to give 6-bromo-1-(triisopropylsilyl)-1H-pyrrolo[2,3-b]pyridine (380 mg, 85%) of colorless oil.

The chemical industry reduces the impact on the environment during synthesis 143468-13-7, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Billedeau, Roland Joseph; Kondru, Rama K.; Lopez-Tapia, Francisco Javier; Lou, Yan; Owens, Timothy D.; Qian, Yimin; So, Sung-Sau; Thakkar, Kshitij C.; Wanner, Jutta; US2012/295885; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem