Month: September 2021

Related Products of 871836-51-0, 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.871836-51-0, name is 4-Chloro-1H-pyrazolo[4,3-c]pyridine, molecular formula is C6H4ClN3, molecular weight is 153.5691, as common compound, the synthetic route is as follows.

To a solution of 4-chloro-IH-pyrazolo[4,3-clpyridine (100 mg, 0.6Smmoi) (3 mL) was added NaI-l (78 mg, 1.95 mmol, 60 wt% in oil) at 0C under N2. The mixture was stirred at 0C for 40 minutes. Mel (277 mg, 1,95 mmol) was added at 25C. The mixture wasstirred for another 2 hours. The mixture was quenched with saturated Ni-14C1 aqueous solution and extracted with ELOAc (20 mL x 3). The combined organic layer was dried over magnesium sulfate, filtered and concentrated in vacuo. The residue was purified by Prep-HPLC to give the title compound 56 (50.2 mg) as yellow oil, 57 (30 mg) as yellow oil. LRMS miz (M+H) 168.1, 170.1 found, 168.0, 170.1 required.

The chemical industry reduces the impact on the environment during synthesis 871836-51-0, I believe this compound will play a more active role in future production and life.

Reference:
Patent; MERCK SHARP & DOHME CORP.; LIVERTON, Nigel; KUDUK, Scott D.; BESHORE, Doug C.; MENG, Na; LUO, Yunfu; (127 pag.)WO2016/101119; (2016); 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. 52833-94-0, name is 2-Amino-5-bromonicotinic acid. A new synthetic method of this compound is introduced below., Recommanded Product: 2-Amino-5-bromonicotinic acid

To a mixture of 2-amino-5-bromonicotinic acid (1 g, 4.61 mmol) and (1-(1-(tert- butoxycarbonyl)piperidin-4-yl)-1H-pyrazol-4-yl)boronic acid pinacol ester (2.6 g, 6.91 mmol) in 25 mL of 1,4-dioxane/ water (3/1) was added K2CO3 (1.9 g, 13.8 mmol) followed by Pd(PPh3)4 (0.26 g, 0.23 mmol). The reaction mixture was heated at 100 C for 3 h, cooled to room temperature, and partitioned between water and ethyl acetate. Water layer was separated and adjusted to pH value around 5. The precipitate was collected by filtration and triturated in mixture of methanol and water. The precipitate was filtered. The wet cake was dried to afford 1.5 g of the title compound. The crude product was used for the next step without further purification. MS (ESI, m/z): 388.1 [M+H]+

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, 52833-94-0, 2-Amino-5-bromonicotinic acid.

Reference:
Patent; DONG-A SOCIO HOLDINGS CO., LTD.; KIM, Hadong; RYU, Ki Moon; PARK, Seong Jin; YOON, Taeyoung; JANG, Mi Yeon; KIM, Jin Kwan; (419 pag.)WO2018/71343; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 588729-99-1, 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. 588729-99-1, name is 3-Amino-5-bromo-2-chloropyridine, molecular formula is C5H4BrClN2, 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.

c) N-(5 -bromo-2-chloro-3 -pyridinyl)benzenesulfonamide. To a stirred solution of 3-amino-5-bromo-2-chloropyridine (24 mmol) in dichloromethane (50 mL) was added pyridine (37 mmol) followed by benzenesulfonyl chloride (35 mmol) drop wise over 5 min. The reaction mixture was stirred at room temperature for 18 h and evaporated to dryness in vacuo. The residue was purified by flash chromatography on silica gel (15% hexanes/dichloromethane then 0-5% ethyl acetate in 15% hexanes/dichloromethane). During evaporation of the solvents the product precipitated. The resultant slurry was diluted with hexanes, filtered, and dried under vacuum to give the title compound (2.89 g, 34%) as a white solid. MS (ES) m/e 346.7 (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 588729-99-1, 3-Amino-5-bromo-2-chloropyridine.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2009/39140; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 153034-94-7 ,Some common heterocyclic compound, 153034-94-7, molecular formula is C6H5FIN, 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.

Step 1: N-(2,4-dimethoxybenzyl)-4-iodo-5-methylpyridin-2-amine A solution of 2-fluoro-4-iodo-5-methylpyridine (85 g, 340 mmol) in 1-(2,4-dimethoxyphenyl)methanamine (270 mL, 1.68 mol) was allowed to stir at 110 C. overnight. The reaction mixture was allowed to cool to rt and diluted with EtOAc. A precipitate formed and was filtered and then washed with EtOAc. The solid was purified further by column chromatography to give N-(2,4-dimethoxybenzyl)-4-iodo-5-methylpyridin-2-amine (138 g, 50%).

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. 153034-94-7, 2-Fluoro-4-iodo-5-picoline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MILLENNIUM PHARMACEUTICALS, INC.; Bharathan, Indu T.; Blackburn, Chris; Ciavarri, Jeffrey P.; Chouitar, Jouhara; Cullis, Courtney A.; D’Amore, Natalie; Fleming, Paul E.; Gigstad, Kenneth M.; Gipson, Krista E.; Girard, Mario; Hu, Yongbo; Lee, Janice; Li, Gang; Rezaei, Mansoureh; Sintchak, Michael D.; Soucy, Francois; Stroud, Stephen G.; Vos, Tricia J.; Wong, Tzu-Tshin; Xu, He; Xu, Tianlin; Ye, Yingchun; US2015/225422; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 71255-09-9, 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. 71255-09-9, name is 2-Methoxynicotinaldehyde, molecular formula is C7H7NO2, 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 round bottom flask was charged with 0.44g (3.23mM) of 2-methoxy-3-pyridine carboxaldehyde (24), 1.24g (16.15mM) of ammonium acetate, and 0.61g (19.69mM) of sodium cyanoborohydride. The flask was then flushed with argon, and then 5OmL of dry MeOH was added by syringe. The reaction was stirred for 2 days, at which point the MeOH was evaporated off. 25mL of water was added, and the mixture was brought to pH 2 with cone. HCl. This was extracted twice with EtOAc to remove the alcohol side product. The mixture was brought to pH 10 using sodium hydroxide pellets, saturated with NaCl, and extracted twice with DCM and once with EtOAc. The combined organics were dried and evaporated to give 0.31g (69%) of 3-aminomethyl-2-methoxypy?dine (25).

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 71255-09-9, 2-Methoxynicotinaldehyde.

Reference:
Patent; PHARMACOPEIA , INC.; WO2008/60301; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 183208-35-7, 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 183208-35-7, name is 5-Bromo-1H-pyrrolo[2,3-b]pyridine. This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 1; Compound 1-1; 5-?-methyl-lH-pyrazol-4-yl)-3-(6-piperazin-l-ylpyrazin-2-v?-lH-pyrrolor2,3-b1pyridine; Step 1 : 5-bromo-l-(phenylsulfonylMH-pyrrolo[2,3-fr]rhoyridine; To a stirred solution of 5-bromo-lH-pyrrolo[2,3-Z>]pyridine (20.0 g, 102 mmol) in DMF (400 ml) at 0 0C was added NaH (60% mineral oil dispersion; 4.87 g, 122 mmol) slowly (CAUTION: GAS EVOLUTION). The reaction mixture was stirred at 0 C for 2 h. Benzenesulfonyl chloride (17.0 ml, 132 mmol) was added dropwise, and the reaction mixture was allowed to warm to ambient. After 1 hour the reaction mixture was cooled in an ice bath, and 100 mL of water was added slowly (CAUTION: GAS EVOLUTION, EXOTHERM). The reaction mixture was partitioned between ethyl acetate (500 mL) and brine (600 mL). The organic layer was washed with additional brine (500 mL), followed by saturated aqueous ammonium chloride (250 mL). The first and 3rd aqueous layers were combined and back- extracted with ethyl acetate (500 mL). The combined organics were dried over sodium sulfate, filtered and concentrated to a thick slurry. EtOAc (100 mL) was added, followed by hexanes (100 mL). The mixture was filtered, and the filter cake was rinsed with 1 :1 EtOAc/Hexanes (50 mL) to afford 5-bromo-l-(phenylsulfonyl)-lH-pyrrolo[2,3-£]pyridine as a grey solid. The filtrate can be concentrated and purified by silica gel chromatography (EtOAc/etaexanes gradient) to afford additional product. LRMS (ESI) calculated for C13H9BrN2O2S [M+H]+, 337.0; found 336.9.

According to the analysis of related databases, 183208-35-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK & CO., INC.; WO2009/54941; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 905306-69-6, 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 905306-69-6, name is (5-Methoxypyridin-2-yl)methanamine. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 1-(5-methoxypyridin-2-yl)methanamine (138 mg, 1 mmol) and 2-chloro-3-methyl-7-(propan-2-yl)imidazo[5,1-f][1,2,4]triazin-4(3H)-one (90 mg, 0.4 mmol) in DMF (1.5 mL) was added DIEA (104 mg, 0.8 mmol). The reaction mixture was stirred at 50C for 10 h and purified by preparative HPLC (MeCN and H2O with 0.01% NH3.H2O as mobile phase) to give the titled compound (40 mg, yield 30 %).LC-MS (m/z) = 329 [M + H]+.1H-NMR (400 MHz, DMSO-d6): delta 1.40 (d, J = 7.2 Hz, 6H), 3.46-3.52 (m, 1H), 3.53 (s, 3H), 3.89 (s, 3H), 4.55 (d, J = 4.0 Hz, 2H), 6.07 (s, 1H), 7.27-7.31 (m, 2H), 7.75 (s, 1H), 8.26 (d, J = 2.4 Hz, 1H).

According to the analysis of related databases, 905306-69-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SUMITOMO DAINIPPON PHARMA CO., LTD.; FUJII, Yuki; FUJIWARA, Hiroaki; KAWASUMI, Muneo; IWAMA, Seiji; IKEDA, Tomoko; KIYOSHIGE, Saori; (219 pag.)WO2016/147659; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 98555-51-2, 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. 98555-51-2, name is 5-Bromopyridine-2,3-dicarboxylic acid. A new synthetic method of this compound is introduced below.

Example 12 2-Bromo-7-(4-fluoro-benzyl)-5,9-dihydroxy-pyrrolo[3,4-g]quinoline-6,8-dione; 1008 Following the literature procedure of M.-D. Le Bas et al. (Synthesis 2001, 16, p. 2495), 100 ml CCl4 was mixed with 250 ml of an aqueous NaOCl solution. To this mixture was added 40 mg of RuO2, followed by 3 g 3-bromoquinoline dissolved in 50 ml CCl4. Additional 30 ml portions of bleach were added at 2, 4, and 6 h. After 24 h, the aqueous layer was collected and acidified to pH 1 with 3N HCl. The aqueous layer was then extracted with ethyl acetate, dried over Na2SO4 and volatiles removed by evaporation to give the 1.7 g product as a yellow resin, (48% yield). 1H NMR and MS data matched that reported in the literature. The resulting anhydride, 1 g, was then carried through the previously reported multistep sequence to afford the corresponding cyano-ester. Dieckmann condensation between 80 mg (0.3 mmol) of the ester and 80 mg (3.6 mmol) of the imide utilizing 900 uL LiHMDS in 2 ml dry THF gave the crude product. After the typical work-up, approximately 60 mg (30%) of unpurified product was obtained as a yellow solid which was further refined by trituration with diethyl ether to provide 2 mg highly pure product 1008. 1H NMR (300 MHz, d6-DMSO) delta 9.20 (d, 1H), 9.05 (d, 1H) and 4.85 (s, 2H) ppm, MS=416.1 (M+H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,98555-51-2, 5-Bromopyridine-2,3-dicarboxylic acid, and friends who are interested can also refer to it.

Reference:
Patent; Cai, Zhenhong R.; Jabri, Salman Y.; Jin, Haolun; Lansdown, Rachael A.; Metobo, Samuel E.; Mish, Michael R.; Pastor, Richard M.; US2008/58315; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 80194-68-9, 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 80194-68-9, name is 3-Chloro-5-(trifluoromethyl)picolinic acid. This compound has unique chemical properties. The synthetic route is as follows.

The third step: adding 0.25 g of 3-chloro-5-(trifluoromethyl)pyridinecarboxylic acid, 0.18 g of 2,4-dimethylbenzohydrazide, and 3 ml of phosphorus oxychloride to a three-necked flask, and heating and stirring for 10 hours. After pouring the liquid into a beaker containing ice water, adding Na2CO3 to adjust the pH = 9-10, suction filtration, drying, column chromatography to obtain the target compound.

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 80194-68-9, 3-Chloro-5-(trifluoromethyl)picolinic acid.

Reference:
Patent; Guizhou University; Wu Jian; Xu Fangzhou; Wang Yanyan; Luo Dexia; Xue Wei; (37 pag.)CN108218848; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 63071-10-3, 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 63071-10-3, name is (4-Chloropyridin-2-yl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

4-Chloro- 2-pyridinemethanol (400 mg, 0.0028 mol) was dissolved in chloroform (24 ml). Thionyl chloride (0.40 ml, 0.0056 mol) and DMF (2 drops) were added. The mixture was stirred 4 hours at 8O0C. The solvent was evaporated. The residue was taken back in MeOH (18 ml) and ethanolamine (1.38 ml, 0.014 mol) was added. The mixture was stirred 4 hours at 800C. The solvent was evaporated. The residue was poured out onto water and extracted with EtOAc. The organic layer was separated, washed with a saturated solution of sodium hydrogen carbonate, dried (MgSO4), filtered, and the solvent was evaporated. The residue was purified by column chromatography over silica gel (40-63mum) (eluent: DCM/MeOH 85/15). The pure fractions were collected and the solvent was evaporated, yielding 310 mg (60%) of intermediate 64 as an orange oil.

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 63071-10-3, (4-Chloropyridin-2-yl)methanol.

Reference:
Patent; JANSSEN PHARMACEUTICA N.V.; WO2006/32631; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem