Category: 73027-79-9

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 73027-79-9, name is 4,6-Dichloronicotinic acid. This compound has unique chemical properties. The synthetic route is as follows. Safety of 4,6-Dichloronicotinic acid

To a solution of 4,6-dichloronicotinic acid (250 mg, 1.302 mmol), ethyl 3- aminopropanoate hydrochloride (210 mg, 1.367 mmol) and pyridine (0.263 mL, 3.26mmol) in DCM (5 mL) at 0 C was added phosphoryl trichloride (319 mg, 2.083 mmol). The mixture was stirred at room temperature for 2 hrs. The reaction mixture was poured into iced water, extracted with DCM (50 mL), washed with saturated NaHCO3 (aq) and brine. The organic extract was dried over Na2SO4, filtered and concentrated in vacuo. The crude intermediate, ethyl 3-(4,6-dichloronicotinamido)propanoate, was thendissolved in dry THF (5 mL) and put under an atmosphere of nitrogen. The solution obtained was cooled to 0 C. Methylmagnesium bromide (2.60 mL, 7.81 mmol) was added and the mixture was stirred at room temperature for 3h. The reaction mixture was quenched with a saturated solution of NH4C1 (aq), extracted with ethyl acetate, washed with brine, dried over Na2SO4, filtered and concentrated in vacuo. The crudeintermediate 4,6-dichloro-N-(3 -hydroxy-3-methylbutyl)nicotinamide was dissolved in DCM (5 mL) and the mixture was cooled to 0 C. DAST (0.189 mL, 1.432 mmol) was added and the mixture was stirred at room temperature overnight. The reaction mixture was then quenched with a saturated solution of NaHCO3 (aq), extracted with DCM, dried over Na2SO4, filtered and concentrated in vacuo. The cmde product was purified viacolumn chromatography to afford 4,6-dichloro-N-(3-fluoro-3-methylbutyl)nicotinamide(126 mg, 35 % yield). LCMS m/z 279.2 (M+H) ?H NMR (400MHz, CDC13) 8.67 (s,1H), 7.48-7.38 (m, 1H), 6.70-6.50 (m, 1H), 3.74-3.59 (m, 2H), 2.06-1.90 (m, 2H), 1.48 (s,3H), 1.43-1.42 (m, 3H).

With the rapid development of chemical substances, we look forward to future research findings about 73027-79-9.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; DUNCIA, John V.; GARDNER, Daniel S.; HYNES, John; MACOR, John E.; MURUGESAN, Natessan; SANTELLA, Joseph B.; WU, Hong; KANTHETI, Durgarao; NAIR, Satheesh Kesavan; PAIDI, Venkatram Reddy; RATNA KUMAR, Sreekantha; SARKUNAM, Kandhasamy; SISTLA, Ramesh Kumar; POLIMERA, Subba Rao; (254 pag.)WO2016/210036; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 73027-79-9, Adding some certain compound to certain chemical reactions, such as: 73027-79-9, name is 4,6-Dichloronicotinic acid,molecular formula is C6H3Cl2NO2, 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 73027-79-9.

To a solution of 4,6-dichloronicotinic acid (300 mg) in N,N-dimethylacetamide (4.0 mL) were added 2-(7-azabenzotriazol-1-yl)-1,1,3,3-hexafluorophosphate (HATU) (0.89 g), diisopropylethylamine (0.55 mL) and dimethylamine hydrochloride (190 mg), and the mixture was stirred overnight at room temperature. The reaction mixture was cooled to 0 C., saturated aqueous sodium hydrogencarbonate solution was added thereto, and the mixture was extracted with ethyl acetate. The obtained organic layer was washed successively with water and saturated brine, and dried over magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by column chromatography (hexane/ethyl acetate) to give the title compound (240 mg). MS(ESI+): [M+H]+ 218.7.

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. 73027-79-9, 4,6-Dichloronicotinic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; Saitoh, Morihisa; Yogo, Takatoshi; Kamei, Taku; Tokunaga, Norihito; Ohba, Yusuke; Yukawa, Takafumi; (191 pag.)US2016/159773; (2016); 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. 73027-79-9, name is 4,6-Dichloronicotinic acid. This compound has unique chemical properties. The synthetic route is as follows. Safety of 4,6-Dichloronicotinic acid

The solution of Example 146a (3.0 g, 19.2 mmol, 1.0 eq) in POCl3(30 mL) was stirred for 4 h at 100oC. After the reaction completed, it was concentrated under vacuo to give crude product (3.0 g, crude) which was used to next step without further purification.

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, 73027-79-9, 4,6-Dichloronicotinic acid.

Reference:
Patent; FRONTHERA U.S. PHARMACEUTICALS LLC; JIN, Bohan; DONG, Qing; HUNG, Gene; KALDOR, Stephen W.; (0 pag.)WO2020/86616; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 73027-79-9, 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.73027-79-9, name is 4,6-Dichloronicotinic acid, molecular formula is C6H3Cl2NO2, molecular weight is 192, as common compound, the synthetic route is as follows.

To a solution of 4,6-dichloropyridine-3-carboxylic acid (2.8 g, 14.58 mmol) in dry DMF (10 mL) was added triethylamine (2.24 mL, 16.04 mmol) at 0 C followed by addition of diphenylphosphoryl azide (3.45 mL, 16.04 mmol). The reaction mixture was stirred at RT for lh and poured onto a mixture of ice-water-EtOAc. The product was extracted with EtOAc (2×50 mL). The combined extracts were washed with water (50 mL), saturated solution of sodium bicarbonate (50 mL) and finally with brine solution (50 mL). The organic layer was separated, dried over anhydrous sodium sulfate and concentrated under reduced pressure to afford light yellow solid which was dissolved in dry toluene (30 mL) and heated to reflux for 2 h. Then the reaction mixture was cooled to RT and t-butanol (8.36 mL, 87.48 mmol) was added. The reaction mixture was heated at 90 C for 4 h. The reaction was monitored by TLC. After completion, the reaction mixture was concentrated under reduced pressure, water was added to the residue and product was extracted with EtOAc (2×100 mL). Removal of EtOAc under reduced pressure afforded an oily residue that was purified by column chromatography on silica gel (100-200 mesh) using 1% EtOAc-hexane system as eluent to afford tert-butyl N-(4,6-dichloro-3- pyridyl)carbamate (3.8 g) as a light yellow liquid.

Statistics shows that 73027-79-9 is playing an increasingly important role. we look forward to future research findings about 4,6-Dichloronicotinic acid.

Reference:
Patent; MEDIVATION TECHNOLOGIES, INC.; RAI, Roopa; CHAKRAVARTY, Sarvajit; PUJALA, Brahmam; SHINDE, Bharat Uttam; NAYAK, Anjan Kumar; CHAKLAN, Naveen; AGARWAL, Anil Kumar; RAMACHANDRAN, Sreekanth A.; PHAM, Son; WO2015/103355; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 73027-79-9, 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.73027-79-9, name is 4,6-Dichloronicotinic acid, molecular formula is C6H3Cl2NO2, molecular weight is 192, as common compound, the synthetic route is as follows.

To a 5000-mL 4-necked round-bottom flask, purged and maintained with an inert atmosphere of nitrogen, was placed 4,6-dichloropyridine-3-carboxylic acid (95 g, 494.79 mmol, 1.00 equiv) and tetrahydrofuran (1000 mL), followed by the addition of BH3.THF (1 M) (2111 mL, 4.20 equiv) dropwise with stirring at 0 C. The reaction mixture was stirred at 0 C for 30 min and at room temperature overnight, quenched by the addition of 1000 mL of water/ice, and extracted with 3×1000 mL of ethyl acetate. The combined organic layers were dried over anhydrous sodium sulfate and concentrated under vacuum to afford 78.4 g (89%) of (4,6-dichloropyridin-3-yl)methanol as a white solid.

The chemical industry reduces the impact on the environment during synthesis 73027-79-9, 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

Adding a certain compound to certain chemical reactions, such as: 73027-79-9, 4,6-Dichloronicotinic 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: 73027-79-9, blongs to pyridine-derivatives compound. SDS of cas: 73027-79-9

4,6-Dichloro-N-(2-hydroxyethyl’)-N-methylpyridine-3-carboxamide,cKpgammacl oOxalyl chloride (1.12 mL, 12.50 mmol), followed by DMF (2 drops), were added to a mixture of 4,6-dichloronicotinic acid (2g, 10.42 mmol) in 4M HCl in dioxane (2.62 mL, 10.42 mmol) and DCM (40 mL). The reaction was stirred at RT for 2 hours, the volatiles removed in vacuo and the residue dissolved in DCM (20 mL). The solution was added dropwise to a mixture of 2-(methylamino)ethanol (0.93 mL, 11.46 mmol) and triethylamine (3.2 mL, 22.92 mmol) in DCM (20 mL) and the mixture stirred at RT for 20 hours. The mixture was concentrated in vacuo and ethyl acetate (100 mL) added to the residue. The organics were washed with water (100 mL), saturated sodium bicarbonate solution (50 mL), brine (50 mL), dried (MgSO4), filtered and the solvent removed in vacuo to give a yellow oil. The residue was chromatographed on silica, eluting with a gradient of 50-100% ethyl acetate in isohexane, to give the desired compound (1.8 g). 1E NuMR delta (CDCl3): 2.90 & 3.11 (2xs, 3H), 3.17 – 3.91 (m, 4H), 7.35 – 7.40 (m, IH), 8.28 – 8.33 (m, IH); m/z 249 (M+H)+; The hydroxyl-containing compounds used in the synthesis of Examples 2a-2c were prepared in an analogous fashion from 2-(methylamino)ethanol and the appropriate carboxylic acid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,73027-79-9, 4,6-Dichloronicotinic acid, and friends who are interested can also refer to it.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2007/7040; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 73027-79-9, 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 73027-79-9 as follows.

Oxalic dichloride (2.8 g, 22.1 mmol) was added dropwise to a pre-cooled mixture at 0 C of 4,6- dichloronicotinic acid (1.40 g, 7.29 mmol) and NN-dimethylformamide (0.10 mL, 1.29 mmol) in dichloromethane (20 mL). The resulting mixture was stirred for 3 h at room temperature. After the reaction was completed, the resulting mixture was concentrated in vacuo to afford the title compound (1.8 g ) as a yellow solid, which was carried forward without purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,73027-79-9, its application will become more common.

Reference:
Patent; GENENTECH, INC.; BRYAN, Marian C.; CHAN, Bryan; DIEDERICH, Francois; DOTSON, Jennafer; HANAN, Emily; HEFFRON, Timothy; LAINCHBURY, Michael; HEALD, Robert; SEWARD, Eileen M.; WO2014/210354; (2014); 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 73027-79-9, name is 4,6-Dichloronicotinic acid. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 73027-79-9

Intermediate 4.4 To a suspension of NaH (5.2 g, 130 mmol) in THF (100 mL) is added MeOH (4.2 g, 130 mmol) at 0 C. After stirring at r.t. for 30 min, a solution of 4,6-dichloronicotinic acid (10 g, 52.9 mmol, U.S. Pat. 2005049419.) in THF (100 mL) is added dropwise at 0 C. The resulting mixture is stirred at room temperature overnight. After adding water, the mixture is washed with ether. The aqueous phase is acidified with KHSO4 and then extracted with ether. The organic phase is washed with brine and dried over MgSO4. Concentration under reduced pressure gives Intermediate 4.4: colorless crystal, ES-MS: M+H=188: CtRet=1.80 min.

With the rapid development of chemical substances, we look forward to future research findings about 73027-79-9.

Reference:
Patent; Yokokawa, Fumiaki; Ehara, Takeru; Kawakami, Shimpei; Irie, Osamu; Suzuki, Masaki; Hitomi, Yuku; Toyao, Atsushi; US2008/319018; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 73027-79-9, 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. 73027-79-9, name is 4,6-Dichloronicotinic acid. A new synthetic method of this compound is introduced below.

4,6-Dichloro-nicotinic acid (10.3 g, 53.4 mmol) was suspended in CH2Cl2 (200 mL). Oxalyl chloride (14 mL, 158 mmol) was added and the reaction was placed in an ice bath. DMF (1.0 mL) was added and the reaction was fitted with an air cooled condenser. The reaction was stirred for 3 h and allowed to warm to 25 C. The volatiles were removed in vacuo and the crude residue was resuspended in THF (200 mL) and cooled to 0 C. To this stirred suspension was added concentrated aqueous ammonia (75 mL) dropwise and the reaction was allowed to stir for 1 h. The volatiles were removed and the crude was redissolved in EtOAc and poured into brine. The aqueous phase was separated and extracted twice with EtOAc. The organic layers were combined, dried (Na2SO4), decanted and concentrated to afford 4,6-dichloro-nicotinamide as a beige solid (7.27 g, 71%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,73027-79-9, 4,6-Dichloronicotinic acid, and friends who are interested can also refer to it.

Reference:
Patent; Boehringer Ingelheim International GmbH; US2006/217417; (2006); 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. 73027-79-9, name is 4,6-Dichloronicotinic acid. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 73027-79-9

[00240] Step A: 6-Dichloro-4-(2-fluoro-4-iodophenylamino)nicotinic acid:[00241] To a solution of 2-fluoro-4-iodoaniline (11.3 g, 50.3 mmol) in 85 ml anhydrous THF is added LiHMDS (83 ml, 83 mmol, 1M/THF) over a period of 30 min at -78C. It is stirred for another 30 min, then a solution of methyl 4,6-dichloronicotinate (step B, example 9) (5.00 g, 26.2 mmol) in 85 ml THF is added dropwise. After complete addition the mixture is gradually allowed to warm to room temperature and stirred for another 18 hrs. It is quenched with H2O, then 1N HCl is added to (pH = 1) followed by brine. It is extracted using THF and dried with Na2SO4. The solvents are removed and the crude solid is suspended in300 ml of EtOAc. The suspension is heated with stirring at the reflux temperature for 5 min. It is cooled to room temperature and the precipitate is filtered and washed with EtOAc and dried at 50C for 5 h in oil pump vacuo.

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, 73027-79-9, 4,6-Dichloronicotinic acid.

Reference:
Patent; ARDEA BIOSCIENCES, INC.; WO2008/89459; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem