Category: 52833-94-0

Reference of 52833-94-0, 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 52833-94-0 as follows.

Step 2: 5-Bromo-3-(3-(difluoromethyl)-1 ,2,4-oxadiazol-5-yl)pyridin-2-amine To a stirring suspension of 2-amino-5-bromonicotinic acid (500 mg, 2.304 mmol) in DCM (11.5 ml) was added 1-chloro-N,N,2-trimethyl-1-propenylamine (Ghosez’s reagent) (0.366 ml, 2.76 mmol). The reaction mixture was left stirring for 1.5 hrs. 2,2-Difluoro-N’- hydroxyacetimidamide (step 1) (507 mg, 4.61 mmol) was added followed by DIPEA (0.805 ml, 4.61 mmol) and the mixture was stirred overnight. T3P (4.04 ml, 6.91 mmol) was added and the mixture was heated using microwave radiation for 135 mins at 100C. The mixture was added to water (100ml) and the product extracted into EtOAc (2 x 90ml). The organic phase was washed with brine, dried over MgS04 and concentrated to dryness. The crude product was purified by flash column chromatography, eluting with 0-10% gradient of (2M NH3 in MeOH) in DCM on a 24g Si-column to afford the title compound; LCMS: Rt = 1.11 mins; MS m/z 291.4 [M+H]+; Method 2minl_owpHv01 1H NMR (400 MHz, DMSO-d6) delta 8.43 (1 H, d), 8.39 (1 H, d), 7.55 (2H, br s), 7.47 (1 H, t).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,52833-94-0, its application will become more common.

Reference:
Patent; NOVARTIS AG; BELLENIE, Benjamin Richard; BLOOMFIELD, Graham Charles; BRUCE, Ian; CULSHAW, Andrew James; HALL, Edward Charles; HOLLINGWORTH, Gregory; NEEF, James; SPENDIFF, Matthew; WATSON, Simon James; WO2015/162456; (2015); 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

Reference of 52833-94-0, 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. 52833-94-0, name is 2-Amino-5-bromonicotinic acid, molecular formula is C6H5BrN2O2, 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.

General procedure: 6-Chloro-1H-pyrido[2,3-d]pyrimidine-2,4-dione (4) (C7H4ClN3O2): The 2-amino-5-chloronicotinic acid 2 (5.96 g, 28.51 mol) was finely ground with urea (13.7 g, 228.1 mmol, 8 equiv). The mixture was heated to the point of evaporation of the urea (280C) by means of a sand bath until its solidification. After cooling, the solid obtained was dissolved in 500 mL of solution of sodium hydroxide (2 N) and filtered.Then, the filtrate was neutralized with hydrochloric acid solution (6N) to pH 8 until total precipitation of product. The resultant solid was filtered and then washed with cold water to obtain compound 4 as yellow solid in 64% yield.

According to the analysis of related databases, 52833-94-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Riadi, Yassine; Lazar, Said; Guillaumet, Gerald; Comptes Rendus Chimie; vol. 22; 4; (2019); p. 294 – 298;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 52833-94-0, 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. 52833-94-0, name is 2-Amino-5-bromonicotinic acid, molecular formula is C6H5BrN2O2, 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.

PREPARATION 4 PREPARATION OF 5 -BROMO-3 ZOL-2-YL)PYRIDIN-2-AMINE To a suspension of 2-amino-5-bromopyridine-3-carboxylic acid (1.75 g, 8.09 mmol) and 2-amino-l-(3-chlorophenyl)ethanone hydrochloride (2.50 g, 12.1 mmol) in 100 mL of dichloromethane was added l-ethyl-3-(3- dimethylaminopropyl)carbodiimide (3.19 g, 16.2 mmol). The mixture was stirred at ambient temperature overnight to yield yellow precipitates. After filtration, the yellow precipitates were washed with dichloromethane to afford a yellow solid which was mixed with 10 mL of concentrated sulfuric acid and was stirred at ambient temperature for 20 hours. The reaction mixture was mixed with 40 mL of ice cold water and neutralized with ammonia solution to yield yellow precipitates. After suction filtration, the yellow precipitates were washed with water to afford 5 -bromo-3 -(5 -(3- chlorophenyl)oxazol-2-yl)pyridin-2-amine as an orange solid in 77% (2.00 g). 1H NMR (400 MHz, CDCI3): delta 8.27 (d, J = 2.4 Hz, 1H), 8.19 (d, J= 2.4 Hz, 1H), 7.71 (s, 1H), 7.65-7.57 (m, 1H), 7.55-7.45 (m, 1H), 7.45-7.33 (m, 2H), 6.78 (br s, 2H).

According to the analysis of related databases, 52833-94-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SIGNALCHEM LIFESCIENCES CORPORATION; ZHANG, Zaihui; WO2015/81257; (2015); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 52833-94-0, 2-Amino-5-bromonicotinic 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, 52833-94-0, blongs to pyridine-derivatives compound. HPLC of Formula: C6H5BrN2O2

A mixture of 2-amino-5-bromonicotinic acid (2.0 g, 9.20 mmol), HOBT (1.40 g, 11.2 mmol), EDCI (3.52 g, 18.4 mmol), Et3N (4.68 g, 46.0 mmol) and NH4C1 (2.48 g, 46.0 mmol) in DMF (100 mL) was stirred overnight at room temperature. The reaction mixture was concentrated in vacuo, suspended in water and extracted with CH2C12. The organic layer was washed with brine, dried over Na2S04 and concentrated to give the product of 2-amino-5- bromonicotinamide (1.80 g, yield: 80%), which was used for the next step without further purification. NMR (DMSO-i, 400 MHz) delta 8.14 (dd, J= 4.4 Hz, 2.4 Hz, 2H), 8.04 (s, 1H), 7.46 (s, 1H), 7.37 (s, 2H). MS (M+H)+: 216 / 218.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,52833-94-0, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; DAI, Xing; LIU, Hong; PALANI, Anandan; HE, Shuwen; NARGUND, Ravi; XIAO, Dong; ZORN, Nicolas; DANG, Qun; MCCOMAS, Casey, C.; PENG, Xuanjia; LI, Peng; SOLL, Richard; WO2014/209727; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 52833-94-0 ,Some common heterocyclic compound, 52833-94-0, molecular formula is C6H5BrN2O2, 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.

4-[N’-(2-Amino-5-bromo-pyridine-3-carbonyl)-hydrazinocarbonyl]-piperidine-^ acid tert-butyl ester: To a solution of 2-amino-5-bromo-nicotinic acid (1.2 g, 5.53 mmol) in DMF (30 mL) were added 4-hydrazinocarbonyl-piperidine-l-carboxylic acid tert-butyl ester (1.5 g, 6.173 mmol), HATU (2.35 g, 6.184 mmol) and DIPEA (4 mL, 23.56 mmol) at RT. The reaction mixture was stirred for 18 h at RT. The reaction mixture was poured into ice-water (30 mL), extracted with ethyl acetate (3 X 50 mL), organic layer was washed with brine dried over anhydrous sodium sulphate concentrated under reduced pressure. Crude compound was purified by column chromatography using 100-200 mesh silica gel. The column was eluted with 60% EtOAc in petroleum ether to afford the title compound as an off- white solid. Yield: 1.3 g (53.19%) FontWeight=”Bold” FontSize=”10″ HNMR (DMSO-de, 400 MHz, TMS) delta: 10.32 (1H, s), 9.92 (1H, s), 8.20 (1H, s), 8.12-8.11 (1H, d), 7.2 (2H, s), 3.96-3.94 (2H, m), 2.77-2.69 (2H, m), 2.50-2.41 (1H, m), 1.73-1.70 (2H, m), 1.49-1.44 (2H, m), 1.40 (9H, s).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,52833-94-0, its application will become more common.

Reference:
Patent; H. LUNDBECK A/S; VERNALIS (R&D) LTD.; MIKKELSEN, Gitte Kobber°e; DAVID, Laurent; WATSON, Stephen; SMITH, Garrick Paul; WILLIAMSON, Douglas Stewart; CHEN, I-Jen; WO2014/106612; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 52833-94-0, name is 2-Amino-5-bromonicotinic acid, the common compound, a new synthetic route is introduced below. Safety of 2-Amino-5-bromonicotinic acid

To a stirred solution of 2-amino-5-bromonicotinic acid (5.0 g, 23.04 mmol) and sodium acetate (3.78 g, 46.1 mmol) in 100 ml_ of 60 % ethanol in water, were added a refluxed solution of sodium acetate (3.78 g, 46.1 mmol) followed by 2-chloro-1 ,1 – dimethoxyethane (5.74 g, 46.1 mmol) in concentrated hydrochloric acid (1 .0 ml_) in water (6 ml_) and the reaction mass was refluxed for 2.5 h. The solvent was removed, residue obtained was diluted with cold water and pH adjusted to neutral (~7) with saturated sodium bicarbonate solution. The reaction mixture was extracted with ethyl acetate (2×100 ml_), washed with water (2×100 ml_) and brine (2×100 ml_) and dried over anhydrous sodium sulphate. The crude material obtained was purified by trituration using 2 % ethyl acetate in petroleum ether. Yield: 4.8 g (86 %); 1 H NMR (DMSO-d6, 300 MHz): delta 7.66 (d, 1 H, J=1 .2 Hz, Ar), 7.79 (d, 1 H, J=1 .5 Hz, Ar), 8.04 (s, 1 H, Ar), 8.96 (d, 1 H, J=1 .5 Hz, Ar); MS (ES+): m/e 242 (M+1 ).

The synthetic route of 52833-94-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PIRAMAL ENTERPRISES LIMITED; SHARMA, Rajiv; GHOSH, Usha; MORE, Tulsidas; KULKARNI, Mahesh; BAJAJ, Komal; BURUDKAR, Sandeep; RIZVI, Zejah; WO2014/80241; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 52833-94-0, 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.52833-94-0, name is 2-Amino-5-bromonicotinic acid, molecular formula is C6H5BrN2O2, molecular weight is 217.02, as common compound, the synthetic route is as follows.

Intermediate 16:2-amino-5-bromo-N-methoxy-N-methylnicotinamide[00400] To a solution of 2-amino-5-bromonicotinic acid (7 g, 32.3 mmol), N,0- dimethylhydroxylamine (5.99 g, 61.37 mmol) in N-methylmorpholine (60 ml) and dichloromethane (500 ml) at OC was added PyBop (25.2 g, 48.45 mmol) portionwise. The solution was allowed to warm to room temperature and the mixture was stirred at room temperature for 18 hours. The reaction mixture was washed with a 2M aqueous solution of NaOH and with a 10wt% solution of citric acid. The organic layer was dried over magnesium sulfate, filtered and concentrated in vacuo. The resulting oil was dissolved in ether and the formed solid was filtered off. The mother liquors were concentrated in vacuo to approximatively half of the original volume. This solution was diluted with dichloromethane and stirred vigorously while adding a 2M HCl solution in diethylether until complete formation of the precipitate. The solid was filtered off and partitioned between a 2M aqueous solution of NaOH and EtOAc. The organic layer was collected, dried over sodium sulfate, filtered and concentrated to dryness to afford the title compound as a cream solid (5.26 g, 63% yield). 1H NMR (DMSO-d6, 400 MHz) delta 3.24 (3H, s), 3.55 (3H, s), 6.35 (2H, s), 7.70 (IH, d), 8.10 (IH, d); MS (ES+) 260, 262.

Statistics shows that 52833-94-0 is playing an increasingly important role. we look forward to future research findings about 2-Amino-5-bromonicotinic acid.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2008/94992; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 52833-94-0, 2-Amino-5-bromonicotinic 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, name: 2-Amino-5-bromonicotinic acid, blongs to pyridine-derivatives compound. name: 2-Amino-5-bromonicotinic acid

Step 2: 5-Bromo-3-(3-(2,2,2-trifluoroethyl)-1 ,2,4-oxadiazol-5-vl)pyridin-2-amine To a stirring suspension of 2-amino-5-bromonicotinic acid (2.3 g, 10.60 mmol) in DCM (53.0 ml), 1-chloro-N,N,2-trimethyl-1-propenylamine (Ghosez’s reagent) (1.683 ml, 12.72 mmol) was added. The reaction mixture was left stirring for 1.5 hours. 3,3,3-trifluoro-N’- hydroxypropanimidamide (step 1) (1.656 g, 11.66 mmol) was then added followed by DIPEA (3.70 ml, 21.20 mmol). The reaction mixture was stirred overnight. T3P (18.56 ml, 31.8 mmol) was added to the mixture and this was microwaved for 3 hours at 100C. The mixture was added to water (100ml) and product extracted into EtOAc (2 x 90ml). The organic extracts were washed with brine, dried over MgS04 and the filtrate was concentrated under reduced pressure. The crude product was purified by adding MeOH (~10ml). The mixture was sonicated and the resulting solid collected by filtration, washed with MeOH and dried to afford the title compound; LCMS: Rt = 1.17 mins; MS m/z 325.0 [M+H]+; Method 2minLowpHv01 1H NMR (400 MHz, DMSO-d6) delta 8.40 (1 H, d), 8.35 (1 H, d), 7.59 (2H, br s), 4.21 (2H, q).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,52833-94-0, 2-Amino-5-bromonicotinic acid, and friends who are interested can also refer to it.

Reference:
Patent; NOVARTIS AG; BELLENIE, Benjamin Richard; BLOOMFIELD, Graham Charles; BRUCE, Ian; CULSHAW, Andrew James; HALL, Edward Charles; HOLLINGWORTH, Gregory; NEEF, James; SPENDIFF, Matthew; WATSON, Simon James; WO2015/162456; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 52833-94-0, 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. 52833-94-0, name is 2-Amino-5-bromonicotinic acid, molecular formula is C6H5BrN2O2, 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 mixture of 2-Amino-5-bromo-nicotinic acid (1 g, 4.61 mmol) and SOd2 (5 mL) in toluene (15 mE) was stirred at 130C for 2 h. After concentrated, the residue was dissolved in tetrahydrofuran (20 mE), and then 2-fluoro-phenylamine (1.09 g, 9.81 mmol) was added dropwise at 0C. The reaction mixture was heated to 90C for 4 h. After being cooled to room temperature andquenched with saturated aqueous K2C03 (10 mE), the mixture was extracted with ethyl acetate (50 mE * 3). The combined organic layers were washed with brine, dried over anhydrous sodium sulfate, filtered and concentrated. The residue was purified with silica gel column chromatograph (PE : EtOAc = 2: 1) to give 2-amino-5-bromo-N-(2-fluorophenyl) nicotinamide (1.0 g, 70 % yield). as yellow solid. ?H-NMR (CDC13, 400 MHz) 8.258.28 (m, 2H), 7.86 (d, J 2.4 Hz, 2H), 7.137.22 (m, 3H), 6.36 (s, 2H). MS (M+H): 311 /313.

According to the analysis of related databases, 52833-94-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; DAI, Xing; LIU, Hong; PALANI, Anandan; HE, Shuwen; NARGUND, Ravi; XIAO, Dong; ZORN, Nicolas; DANG, Qun; MCCOMAS, Casey C.; PENG, Xuanjia; LI, Peng; SOLL, Richard; WO2014/205593; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem