Tag: M.W:200-300

Electric Literature of 90902-83-3, Adding some certain compound to certain chemical reactions, such as: 90902-83-3, name is 3-Amino-2-bromo-5-chloropyridine,molecular formula is C5H4BrClN2, 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 90902-83-3.

Example 45: N-(2-Bromo-5-chloro-pyridin-3-yl)-4-tenVbutyl-N-methoxymethyl- benzenesulfonamide; [00436] A 200 mL round-bottom flask was charged with 2-bromo-5-chloro- pyridin-3-ylamine (10.4 g, 50.0 mmol), 4-tert-butyl-benzenesulfonyl chloride (20.0 g, 85.0 mmol), and pyridine (38 mL). The resultant solution was heated to 70 C and stirred overnight. The following day, the pyridine was removed by removed in vacuo and THF (30 mL) and 4.0 N NaOH (100 mL) were added and the reaction was stirred at 60 C overnight. The organics were subsequently removed in vacuo and the residues were diluted with water (400 mL). The small quantity of insoluble solid was removed by filtration and the pH was adjusted to 6-7 with concentrated HCI. The resultant aqueous solution was extracted with EtOAc, washed with brine, dried over MgSO4, and concentrated under reduced pressure to afford the diarylsulfonamide (13.4 g) in 66 % yield. To a solution of the crude sulfonamide (12.0 g, 35.0 mmol) and K2CO3 (24.0 g, 170 mmol) in anhydrous THF (80 mL) was added chloromethyl methyl ether (4.0 mL, 52.7 mmol). The resultant heterogeneous solution was stirred for 60 min at ambient temperature and the solids were subsequently removed via filtration. The filtrate was then removed in vacuo and the residue was dissolved in EtOAc. The organics were washed with saturated Na2CO3, dried over MgSO4, and evaporated in vacuo to generate a brownish oil. The oil was triturated with hexanes and the resultant solid filtered to produce the desired product as a light yellowish solid (11.5 g, 86% yield).

According to the analysis of related databases, 90902-83-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CHEMOCENTRYX, INC.; WO2006/76644; (2006); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1187236-18-5, Adding some certain compound to certain chemical reactions, such as: 1187236-18-5, name is Ethyl 7-bromoimidazo[1,2-a]pyridine-2-carboxylate,molecular formula is C10H9BrN2O2, 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 1187236-18-5.

A mixture of 258-2 (300 mg, 1.12 mmol), B (356 mg, 1.23 mmol), Cul (21 mg, 0.11 mmol), K3PO4 (473 mg, 2.23 mmol), and picolinic acid (28 mg, 0.22 mmol) in DMSO (6 ml) is sparged with N2 for 5 min, and heated at 90 C overnight. The reaction mixture is cooled to ambient temperature, diluted with EtOAc and water, and filtered. The filtrate is washed with water and brine. The organic layer is dried, concentrated, and purified Si02 (0-6%, MeOH in DCM) to give 258-3

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. 1187236-18-5, Ethyl 7-bromoimidazo[1,2-a]pyridine-2-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; ABEYWARDANE, Asitha; BRUNETTE, Steven Richard; BURKE, Michael Jason; KIRRANE, Thomas Martin, Jr.; MAN, Chuk Chui; MARSHALL, Daniel Richard; PADYANA, Anil Kumar; RAZAVI, Hossein; SIBLEY, Robert; SMITH KEENAN, Lana Louise; SNOW, Roger John; SORCEK, Ronald John; TAKAHASHI, Hidenori; TAYLOR, Steven John; TURNER, Michael Robert; YOUNG, Erick Richard Roush; ZHANG, Qiang; ZHANG, Yunlong; ZINDELL, Renee M.; WO2014/14874; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 669070-64-8, 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 669070-64-8 as follows.

To the solution of (8) (0.15 g, 0.63 mmol, 1 equiv) in MeOH (1.1 mL), cooled at 0C, SOCI2 (0.07 mL, 0.98 mmol, 1.55 equiv) was slowly added. The reaction mixture was heated at 50C for 16h. After cooling to room temperature the water was added and the mixture was concentrated to 1h of its volume. The residue was adjusted to pH 6 withNaHCOssat, then extracted with EtOAc. The combined organic phases were dried over Mg504 and concentrated to give (9) (0.135 g, 85%) as a beige solid

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,669070-64-8, its application will become more common.

Reference:
Patent; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE; UNIVERSITE D’ORLEANS; AGROFOGLIO, Luigi; ROY, Vincent; PLEBANEK, Elzbieta; BESSIERES, Maxime; (105 pag.)WO2018/50771; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 53937-02-3, 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.53937-02-3, name is 4-Benzyloxy-2-(1H)-pyridone, molecular formula is C12H11NO2, molecular weight is 201.22, as common compound, the synthetic route is as follows.

To 4-(benzyloxy)pyridin-2(1H)-one (0.358 g, 1.779 mmol) under nitrogen was added DMF (5 mL) to produce a tan suspension. To the reaction was added NaH (60% in oil) (0.074 g, 1.860 mmol) and stirred for 1.5 hours and then 3,4-difluorobenzonitrile (0.225 g, 1.618 mmol) was added. The reaction was placed in a 90 C. oil bath for 2 hours. To the tan suspension was added 50 mL of EtOAc and the mixture washed with 4×25 mL of water, dried over MgSO4, filtered and concentrated to give 0.42 g pale yellow solids. This material was purified by flash chromatography (1-5% MeOH in CH2Cl2) to yield product (263 mg, 0.805 mmol, 50%) as a tan solid. MS (ESI) 321.2 (M+1).

Statistics shows that 53937-02-3 is playing an increasingly important role. we look forward to future research findings about 4-Benzyloxy-2-(1H)-pyridone.

Reference:
Patent; Bristol-Myers Squibb Company; US2009/23702; (2009); 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. 132606-40-7, name is 5-Bromo-2-chloro-6-methylpyridine. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 132606-40-7

3-Bromo-6-chloro-2-methylpyridine (200 mg, 0.969 mmol), tert-butyl (2-oxopiperidin-4-yl)carbamate (249 mg, 1.162 mmol), Pd2(dba)3(89 mg, 0.0972 mmol), Xantphos (112 mg, 0.194 mmol), cesium carbonate (947 mg, 2.907 mmol) were stirred in dioxane (10 mL) overnight at 100C under nitrogen, cooled and concentrated to give the product after column chromatography ( 31 mg, yield 9.4%).

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, 132606-40-7, 5-Bromo-2-chloro-6-methylpyridine.

Reference:
Patent; Shanghai Hansen Bio-pharmaceutical Technology Co., Ltd.; Jiangsu Haosen Pharmaceutical Group Co., Ltd.; Liu Shiqiang; Zhou Yuanfeng; Liu Lei; Bao Rudi; (47 pag.)CN107793399; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 67443-38-3, 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 67443-38-3, name is 5-Bromo-2-chloro-3-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows.

5-bromo-2-chloro-3-nitropyridine (5.73 g, 24.15 mmol) was dissolved in dry THF (50 ml, 610 mmol) and TEA (10.10 ml, 72.4 mmol) under nitrogen, 2-(tetrahydro-2H-pyran-4-yl)ethanamine hydrochloride (5 g, 30.2 mmol) was added and the resulting suspension stirred at RT over the weekend. The reaction mixture was poured onto ice/water (100 ml), the resulting yellow precipitate filtered off, washed with ice cold water (25 ml), dried in vacuo to give (7.49 g, 92%) as a bright yellow solid; m/z 330/332 (M+H)+(ES+);

According to the analysis of related databases, 67443-38-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CELLCENTRIC LTD; PEGG, Neil Anthony; TADDEI, David Michel Adrien; BROWN, Richard; (63 pag.)WO2016/170323; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1214353-79-3, Adding some certain compound to certain chemical reactions, such as: 1214353-79-3, name is Methyl 5-bromo-6-chloropicolinate,molecular formula is C7H5BrClNO2, 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 1214353-79-3.

Example 92 – Preparation of Intermediate 28 [ 00385] The synthesis of Intermediate 28 followed General Procedure 20 following. General Procedure 20 Intermediate 27 Intermediate 28 [ 00386 ] To a dry round-bottomed flask pre-cooled to 0C and under N2 gas flow, NaH (0.56 g, 14.0 mmol, 3.5 eq) was added. To this was slowly added methoxyethanol (10.0 mL) dropwise, and the mixture was stirred for 30 minutes. To this was added methyl-5-bromo-6-chloropyridine-2-carboxylate (Intermediate 27, 1.0 g, 4.0 mmol, 1.0 eq) portionwise. The reaction mixture was then stirred at ambient temperature and then heated at 100C for 10 minutes. After completion (monitored by TLC and LC-MS), the reaction mixture was concentrated under reduced pressure to obtain a brown solid residue, which was slowly quenched with acetic acid. The mixture was extracted with 10% MeOH : dichloromethane, dried over sodium sulfate and concentrated to give the desired product 5-bromo-6-(2- methoxyethoxy) pyridine-2-carboxylic acid (Intermediate 28, 0.70 g, yield-63%) m/z 278.28 [M+2]+; 1H NMR (400 MHz, DMSO) delta 13.41 (s, 1H), 8.19 (d, J = 7.8 Hz, 1H), 7.56 (d, J = 7.8 Hz, 1H), 4.52 (dd, J = 5.4, 3.8 Hz, 2H), 3.71 (dd, J = 5.4, 3.8 Hz, 2H), 3.33 (s, 3H) ppm.

According to the analysis of related databases, 1214353-79-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; VERSEON CORPORATION; SHORT, Kevin Michael; KITA, David Ben; ESTIARTE-MARTINEZ, Maria de los Angeles; PHAM, Son Minh; (244 pag.)WO2016/44662; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1142194-24-8, 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.1142194-24-8, name is 4-Bromo-2-isopropoxypyridine, molecular formula is C8H10BrNO, molecular weight is 216.08, as common compound, the synthetic route is as follows.

General procedure: To 1.76 mmol of the appropriate amine in 10 mL dioxane are added 1.76 mmol pyridyl halide, 7.02 mmol NaOtBu, 0.70 mmol 2-(di-tert-butylphosphino)biphenyl and 0.18 mmol Pd2(dba)3. The mixture is degassed thoroughly and stirred at 45 C over night. The reaction mixture is filtered, the solvent removed in vacuo and the residue is purified by HPLC.

The chemical industry reduces the impact on the environment during synthesis 1142194-24-8, I believe this compound will play a more active role in future production and life.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; FLECK, Martin; HEINE, Niklas; NOSSE, Bernd; ROTH, Gerald Juergen; WO2014/114578; (2014); 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. 112575-13-0, name is 6-Bromo-N,N-dimethylpyridin-2-amine. This compound has unique chemical properties. The synthetic route is as follows. Safety of 6-Bromo-N,N-dimethylpyridin-2-amine

b (3R,4S)-4-[4-(6-Dimethylaminopyridin-2-yl)phenoxy]-1-pyridin-3-ylpentan-3-ol Prepared according to the method described in Example 15g) from toluene (4 ml), 2M aqueous sodium carbonate (0.5 ml), (1S,2R)-4-[2-(tert-butyldimethylsilanyloxy)-1-methyl-4-pyridin-3-yl-butoxy]benzeneboronic acid (0.200 g, Example 15f)), ethanol (1 ml), 6-bromo-2-N,N-dimethylaminopyridine (0.201 g, Example 18a)) and tetrakis(triphenylphosphine)palladium(0) (0.020 g) with heating at 120 C. for 4 hours. The product was purified by normal-phase HPLC eluding with a gradient of 0-25% ethanol in dichloromethane to give the title compound as an oil (0.091 g). MS (APCI) 378 (M+H)+ 1 H NMR (DMSO) 8.43(1H, s); 8.38(1H, d); 7.95(2H, d); 7.63(1H, d); 7.52(1H, t); 7.32-7.27(1H, m); 7.04(1H, d); 6.95(2H, d); 6.52(1H, d); 4.98(1H, d); 4.37-4.29(1H, m); 3.60-3.51(1H, m); 3.08 (6H, s); 2.84-2.76(1H, m); 2.69-2.61(1H, m); 1.91-1.81(1H, m); 1.69-1.58(1H, m); 1.24(3H, d).

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, 112575-13-0, 6-Bromo-N,N-dimethylpyridin-2-amine.

Reference:
Patent; AstraZeneca UK Limited; US6143751; (2000); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 552331-00-7, 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 552331-00-7 as follows.

Step 1: A 20 mL reaction vessel was charged with 4-iodopyridin-2-amine (1.5 g, 6.8 mmol) and 1H-pyrazole(4.0 g, 58.9 mmol). Concentrated hydrochloric acid (1.5 ml) and 1,4-dioxane (1.5 mL) were added, and the reactionvessel was sealed. The mixture was irradiated in a microwave oven at 120 C for 45 min and then at 130 C for 60 min.The mixture was cooled to rt and then diethyl ether (6 ml) and ethanol (3 ml) were added. The mixture was sonicatedfor 10 min, and the solid was collected by filtration and washed with diethyl ether and n-hexane to give 4-(1H-pyrazol-1-yl)pyridin-2-amine hydrochloride (1.2 g, 90%) as a white solid. LCMS (ESI) m/z 161 (M+H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,552331-00-7, its application will become more common.

Reference:
Patent; Ambit Biosciences Corporation; HADD, Michael J.; HOCKER, Michael D.; HOLLADAY, Mark W.; LIU, Gang; ROWBOTTOM, Martin W.; XU, Shimin; (299 pag.)EP2766359; (2016); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem