Month: April 2022

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. 73583-41-2, name is 4-Bromo-3-chloropyridine. This compound has unique chemical properties. The synthetic route is as follows. Formula: C5H3BrClN

Step 2: N1-(3-chloropyridin-4-yl)-N2-(2-((7-chloroquinolin-4-yl)amino)ethyl)-N2- methylethane- 1 ,2-diamine [00252] A mixture of 4-bromo-3-chloropyridine (0.171 g, 0.886 mmol), N1-(2-aminoethyl)- N2-(7-chloroquinolin-4-yl)-N1-methylethane-l,2-diamine (0.247 g, 0.886 mmol), Pd(OAc)2 (22 mg), BINAP (0.12 g), and K3P04 (1.0 g) in 1,4-dioxane (8.9 mL) was degassed with argon for 5 min and then stirred at 100 C for 16.5 h in a sealed tube. The reaction mixture was cooled to room temperature, filtered through Celite, and concentrated in vacuo. Purification by silica gel chromatography using CH2Cl2/CH3OH/NH4OH (270:9: 1, and 180:9: 1) afforded N1-(3-chloropyridin-4-yl)-N2-(2-((7-chloroquinolin-4-yl)amino)ethyl)-N2- methylethane-l,2-diamine (0.276 g, 80%) as a pale-yellow oil, and further lyophilization with CH3CN/H20 gave an off-white solid. 1H NMR (300 MHz, DMSO-d6) delta 2.32 (s, 3H); 2.66 (t, J = 6.3, 2H); 2.72 (t, J = 6.6, 2H); 3.26 (q, J = 5.7, 2H); 3.40 (q, J = 6.0, 2H); 6.04 (t, J = 5.0, 1H); 6.50 (d, J = 5.4, 1H); 6.64 (d, J = 5.7, 1H); 7.24 (t, J = 4.8, 1H); 7.43 (dd, J = 2.1, 9.0, 1H); 7.78 (d, J = 2.1, 1H); 8.02 (d, J = 5.7, lH); 8.11 (s, 1H); 8.20 (d, J = 9.3, 1H); 8.38 (d, J = 5.4, 1H). Mass spectrum (ESI) m/e = 390.1 (M+l).

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, 73583-41-2, 4-Bromo-3-chloropyridine.

Reference:
Patent; PRESAGE BIOSCIENCES, INC.; DECKWERTH, Thomas; KLEINMAN, Edward; RUAN, Fuqiang; BAKER, William; KLINGHOFFER, Richard; (126 pag.)WO2016/196393; (2016); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 56826-61-0, 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 56826-61-0 as follows.

A mixture of the 3-hydroxymethyl-2-methylpyridine (9.Og, 73.1mmol) and manganese (IV) dioxide (28. Ig, 322mmol) in DCM (100ml) was heated at reflux for two days. The insolubles were removed by filtration through diatomaceous earth and the filter pad was washed with methanol / DCM. The solvent was removed from the filtrate by evaporation to give 2-methylrhoyridine-3-carboxaldehyde (7.5g, 85%) as an oil; NMR Spectrum 2.78 (s, 3H), 7.43 (dd, IH), 8.15 (dd, IH), 8.66 (dd, IH).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,56826-61-0, its application will become more common.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/100461; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 100114-58-7, 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. 100114-58-7, name is 4-Amino-2-(hydroxymethyl)pyridine, molecular formula is C6H8N2O, 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.

Methyl 3-chloro-l-methyl-4-[[(lR)-2,2,2-trifluoro-l-methyl-ethyl]sulfamoyl]pyrrole-2- carboxylate (400 mg, 0.57 mmol) and (4-aminopyridin-2-yl)methanol (157 mg, 1.26 mmol) were dissolved in dry THF (5 mL). Lithium bis(trimethylsilyl)amide (1M in THF) (3.4 mL, 1 M, 3.4 mmol) was added drop wise and the reaction mixture was stirred overnight at room temperature. The reaction mixture was next quenched with sat. NH4C1 (10 mL). The organic layer was removed and the aqueous layer extracted with CH2CI2 (2 X 5 mL). The combined organic layers were evaporated to dryness and the residue was purified on silica using a heptane to EtOAc gradient yielding 3-chloro-N-[2-(hydroxymethyl)-4-pyridyl]-l-methyl-4-[[(lR)-2,2,2- trifluoro-l-methyl-ethyl]sulfamoyl]pyrrole-2-carboxamide (249 mg) as an off-white powder after trituration with diisopropylether. Method B: Rt: 0.81 min. m/z: 439 (M-H)” Exact mass: 440.1. 1H NMR (400 MHz, DMSO-d6) 5 ppm 1.19 (d, J=7.0 Hz, 3 H), 3.78 (s, 3 H), 3.92 – 4.05 (m, 1 H), 4.53 (d, J=5.7 Hz, 2 H), 5.42 (t, J=5.8 Hz, 1 H), 7.55 (dd, J=5.5, 2.0 Hz, 1 H), 7.68 (s, 1 H), 7.79 (d, J=1.5 Hz, 1 H), 8.38 (d, J=5.5 Hz, 1 H), 8.50 (br. s., 1 H), 10.69 (s, 1 H). DSC: From 30 to 300 C at 10C/min, peak 233.9 C. 3-chloro-N-[2-(hydroxymethyl)-4-pyridyl]-l- methyl-4-[[(lR)-2,2,2-trifluoro-l-methyl-ethyl]sulfamoyl]pyrrole-2-carboxamide (181 mg, 0.41 mmol) was dissolved in THF (5 mL). (Diethylamino)sulfur trifluoride (108.5 mu, 0.82 mmol) was added and the reaction mixture was stirred overnight at room temperature. The volatiles were removed under reduced pressure and the residue was purified via prep. HPLC (Stationary phase: RP XBridge Prep C18 OBD-IotaOmicronmuiotaeta, 30x150mm, Mobile phase: 0.25% (0700) NH4HCO3 solution in water, MeOH) yielding 3-chloro-N-[2-(fluoromethyl)-4-pyridyl]-l- methyl-4-[[(lR)-2,2,2-trifluoro-l-methyl-ethyl]sulfamoyl]pyrrole-2-carboxamide (11.2 mg). Method B: Rt: 0.97 min. m/z: 441.1 (M-H)” Exact mass: 442.0. 1H NMR (400 MHz, (0701) CHLOROFORM-d) delta ppm 1.39 (d, J=6.8 Hz, 3 H), 3.93 – 3.99 (m, 1 H), 4.00 (s, 3 H), 5.49 (d, J=46.9 Hz, 2 H), 7.37 (s, 1 H), 7.58 – 7.64 (m, 2 H), 8.52 (d, J=5.3 Hz, 1 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 100114-58-7, 4-Amino-2-(hydroxymethyl)pyridine.

Reference:
Patent; JANSSEN SCIENCES IRELAND UC; VANDYCK, Koen; HACHE, Geerwin Yvonne Paul; LAST, Stefaan Julien; ROMBOUTS, Geert; VERSCHUEREN, Wim Gaston; RABOISSON, Pierre Jean-Marie Bernard; WO2015/118057; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 178876-83-0, 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. 178876-83-0, name is Methyl 6-amino-3-bromopicolinate, molecular formula is C7H7BrN2O2, 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) 6-Amino-3-methyl-pyridine-2-carboxylic acid methyl ester; To a solution of 6-amino-3-bromo-pyridine-2-carboxylic acid methyl ester (3 g, 12.99 mmol) and trimethyl boroxine (1.8 mL, 2.99 mmol) in 1,4 dioxane (30 mL) was added K2CO3 (3.5 g, 25.97 mmol) under an argon atmosphere. To this was added PdCl2 (dppf)2.CH2Cl2 (530 mg, 0.65 mmol) and stirred at 115 C. for 4 h. The reaction mixture was cooled to room temperature and water was added to residue. The aqueous phase was extracted with ethyl acetate, the combined organic phases were dried over sodium sulfate, the solvent was evaporated and the residue purified by silica gel chromatography using ethyl acetate/hexane as eluent. The title compound was obtained as an off white solid (1.9 g, 88%).MS ESI (m/e): 166.8 [(M+H)+].1H NMR (DMSO, 400 MHz): delta(ppm)=7.31 (d, J=8.4 Hz, 1H), 6.53 (d, J=8.36 Hz, 1H), 5.99 (s, 2H), 3.77 (s, 3H), 2.21 (s, 3H).

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 178876-83-0, Methyl 6-amino-3-bromopicolinate.

Reference:
Patent; Baumann, Karlheinz; Goetschi, Erwin; Green, Luke; Jolidon, Synese; Knust, Henner; Limberg, Anja; Luebbers, Thomas; Thomas, Andrew; US2011/190269; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 62150-47-4, Ethyl 4-bromopicolinate, 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, 62150-47-4, blongs to pyridine-derivatives compound. SDS of cas: 62150-47-4

Equip a three-liter, three-neck round bottom flask with an addition funnel, a reflux condenser, a nitrogen inlet, and a temperature probe. Charge with methylmagnesium bromide (3.2M in 2-methyltetrahydrofuran, 239.07 mL, 765.01 mmol) and cool in an ice bath. To the addition funnel, add a solution of ethyl 4-bromopyridine-2-carboxylate (80.0 g, 347.73 mmol) in THF (800.0 mL). Add the solution dropwise to the methylmagnesium bromide solution while keeping the internal temperature below 25 C. Remove the cooling bath and allow stirring at 25 C. for 30 minutes. Cool the reaction mixture to 5 C. and quench carefully with the dropwise addition of aqueous hydrochloric acid solution (1M) while keeping the internal temperature below 30 C. Add additional aqueous hydrochloric acid solution (1M) until the mixture reaches a pH of around 7. Remove the cooling bath and dilute with ethyl acetate (EtOAc; 200 mL). Isolate the organic layer, dry over anhydrous sodium sulfate, filter through a CELITE plug and rinse with EtOAc. Concentrate the filtrate to give an orange oil. Purify by using a silica gel plug eluting with hexane/EtOAc (3/1) to give the title compound (63.15 g; 84.0% yield) as a colorless oil. MS (m/z): 216/218 (M+1/M+3).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,62150-47-4, its application will become more common.

Reference:
Patent; ELi Lilly and Company; MCMILLEN, William T.; JOSEPH, Sajan; PARTHASARATHY, Saravanan; PEI, Huaxing; SAWYER, Jason Scott; BEIGHT, Douglas W.; ZHAO, Gaiying; COATES, David A.; WOLFANGEL, Craig D.; (43 pag.)US2016/96823; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 89809-63-2, 5-Methoxypicolinonitrile, 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, 89809-63-2, blongs to pyridine-derivatives compound. Safety of 5-Methoxypicolinonitrile

The 2-cyano-5-methoxy pyridine (170 mg, 1.26 mmol) was taken into 6N HCI (4 mL) and refluxed for 16 hours. The reaction mix was cooled to room temperature and diluted with water, neutralized, and extracted with ethyl acetate. The organic layer was washed with water, then brine, and was dried and concentrated to give crude 5-methoxy-2-nicotinic acid (290 mg).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,89809-63-2, its application will become more common.

Reference:
Patent; RESVERLOGIX CORP.; JOHANSSON, Jan, O.; HANSEN, Henrik, C.; CHIACCHIA, Fabrizio, S.; WONG, Norman, C.W.; WO2007/16525; (2007); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 85148-95-4, Adding some certain compound to certain chemical reactions, such as: 85148-95-4, name is 6-Formylpicolinonitrile,molecular formula is C7H4N2O, 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 85148-95-4.

(1) 2,6-Dimethyl-4-(6-cyano-2-pyridyl)-1,4-dihydropyridine-3,5-dicarboxylic acid 3-beta-chloroethyl ester 5-methyl ester 6-Cyano-2-pyridine aldehyde (1.613 g, 12.2 mmol), chloroethyl acetoacetate (2.009 g, 12.2 mmol) and methyl 3-aminocrotonate (1.364 g, 12.2 mmol) were dissolved in 16 ml of isopropanol, and the solution was stirred at 35 to 40°C under a nitrogen gas stream for 14 hours. The reaction solvent was distilled off under reduced pressure, and the residue was purified by column chromatography [silica gel; ethyl acetate-n-hexane (5: 6)]. The crude product thus obtained was recrystallized from isopropyl ether-methanol to obtain 1.546 g (34percent yield) of the above-captioned compound.

According to the analysis of related databases, 85148-95-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; THE GREEN CROSS CORPORATION; EP216542; (1991); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 878197-68-3, 5-Bromoimidazo[1,2-a]pyridine-2-carbaldehyde, 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: 878197-68-3, blongs to pyridine-derivatives compound. Recommanded Product: 878197-68-3

To a solution of X4-019-5a (1.7 g, 16.7 mmol) and THF (10 ml) was added n-BuLi (5.6 ml, 14.1 mmol, 2.5 M in hexanes) dropwise at -20 C. After stirred at -20 C for 20 mm, the mixture was added slurry of X4-019-5 (1.5 g, 6.7 mmol) in THF (30 ml) dropwise at -20 C and stirred at -10 C for 7 hours. After quenching with sat NH4C1 aq. (pH = 8), the mixture was extracted with DCM/iPrOH (10/1). The organic layer was washed with sat NaHCO3 aq., dried over Na2SO4, filtered and concentrated in vacuum. The residue was purified by column chromatography to give product X4-019-6 (785 mg, 48%) as yellow oil. LC-MS (Agilent LCMS 1200-6 120, Column: Waters X-Bridge C18 (50mm *4.6 mm*3.5 iim); Column Temperature: 40C; Flow Rate: 2.0 mL/min; Mobile Phase: from 95% [water + 10 mM NH4HCO3] and 5% [CH3CN] to 0% [water + 10 mM NH4HCO3] and 100% [CH3CN] in 1.6 mm, then under this condition for 1.4 mm, finally changed to 95% [water + 10 mM NH4HCO3] and 5% [CH3CN] in 0.1 mm and under this condition for 0.7 mm). Purity: 94.5%, Rt = 1.31 mm; MS Calcd.: 224.13; MS Found: 245.1: [M+H]t

The synthetic route of 878197-68-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; X4 PHARMACEUTICALS, INC.; BOURQUE, Elyse Marie Josee; SKERLJ, Renato; (190 pag.)WO2017/223243; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 777931-67-6, 3-Bromo-2-chloro-6-methoxypyridine, 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, 777931-67-6, blongs to pyridine-derivatives compound. Quality Control of 3-Bromo-2-chloro-6-methoxypyridine

Into a 100-mL vial maintained with an inert atmosphere of nitrogen, to a solution of 3-bromo-2-chloro-6-methoxypyridine (2.00 g, 8.900 mmol, 1.00 equiv.) in 1,4-dioxane (20 mL), added Pd(dppf)Cl2.CH2Cl2 (0.36 g, 0.450 mmol, 0.05 equiv.), Zn(CH3)2 (17 mL, 17.000 mmol, 2.00 equiv.). The resulting solution was stirred 16 h at 90 C. The mixture was concentrated under vacuum. The residue product was purified by chromatogram on silica gel with ethyl acetate/petroleum ether (2:98) to yield 2-(6-(1-ethyl-4-fluoro-1H-indazol-6-yl)-2-methoxypyridin-3-yl)-3-methylbutanal as yellow oil. Mass spectrum (ESI, m/z): Calculated for C7H8ClNO, 158.0 [M+H], found 157.8.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,777931-67-6, its application will become more common.

Reference:
Patent; Janssen Pharmaceutica NV; Zhang, Xuqing; Macielag, Mark J.; (181 pag.)US2019/47961; (2019); 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.64064-71-7, name is 6-Bromo-3-nitroimidazo[1,2-a]pyridine, molecular formula is C7H4BrN3O2, molecular weight is 242.03, as common compound, the synthetic route is as follows.HPLC of Formula: C7H4BrN3O2

C. 3-Nitro-6-phenylthioimidazo [1,2-a] pyridine A solution of 1.61 g. (0.012 mole) of sodium thiophenoxide and 2.42 g. (0.01 mole) of 6-bromo-3-nitroimidazo [1,2-a] pyridine in 10 ml. N-methylpyrolidinone is heated at 150 C for 0.40 minutes under a nitrogen atmosphere. The cooled solution is poured onto 100 ml. of ice-water and the resultant suspension is extracted with ethyl acetate. The combined extracts are washed with saturated aqueous sodium chloride and dried over magnesium sulfate. Evaporation of the solvent to a small volume and dilution with N-hexane yields crystalline material. The solids are purified by chromatography on silica gel. Elution with methylene chloride yields pure 3-nitro 6-phenylthioimidazo [1,2-a] pyridine m.p. 108-109 C.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,64064-71-7, 6-Bromo-3-nitroimidazo[1,2-a]pyridine, and friends who are interested can also refer to it.

Reference:
Patent; Merck & Co., Inc.; US4096264; (1978); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem