Tag: M.W:100-200

Electric Literature of 84539-30-0, 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. 84539-30-0, name is 5-Bromo-N-methylpyridin-2-amine, molecular formula is C6H7BrN2, 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.

NaHMDS (1 M, 12 mL) was added slowly to a mixture of 5-bromo-2-(N-methylamino)pyridine (2.0 g, 10.7 mmol) and (Boc)2O (2.8 g, 12.8 mmol, 3.0 mL) in THF (20 mL) at 0 C under N2. The resulting mixture was allowed to warm to 20 C and stirred for 13 hours. TLC (petroleum ether / ethyl acetate = 3/1) showed trace amount of compound 64 and a major new spot with lower polarity. The mixture was quenched with sat. NaHCO3 (30 mL) and extracted with EtOAc (50 mL x 2). The organic layers were combined, washed with brine (30 mL), dried over Na2SO4, filtered and concentrated to give a residue. The residue was purified by silica gel column chromatography (petroleum ether / ethyl acetate = 10/1 to 3/1) to give 5-bromo-2-(N-methyl-N-(t-butoxycarbonyl)amino)pyridine (2.8 g, 91% yield) as a light yellow liquid. 1H NMR 400 MHz CDCl3 8.40 – 8.39 (m, 1H), 7.71 – 7.65 (m, 2H), 3.37 (s, 3H), 1.49 (s, 9H). ESI-MS (m/z): 287.0 (M+H)+.

According to the analysis of related databases, 84539-30-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CS PHARMASCIENCES, INC.; SONG, Yuntao; BRDIGES, Alexander, James; (524 pag.)WO2017/120429; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 19798-77-7, 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.19798-77-7, name is 4-Amino-3-chloropyridine, molecular formula is C5H5ClN2, molecular weight is 128.56, as common compound, the synthetic route is as follows.

The second step,2- (4-methoxy-1H-indol-3-yl) -2-carbonylacetyl chloride was added to dichloromethane (20 mL)Solution, cooling to 0 ~ 5 stirring. A solution of 3-chloro-4-aminopyridine (1.28 g) and triethylamine (1.5 g) was added slowly to room temperature for 2 h. Cooling to 0 ~ 5 stirring 30min, filtration, filter cake with dichloromethane (5mL) washing; 40 blast drying to light yellow solid2- (4-methoxy-1H-indol-3-yl) -N- (3-chloropyridin-4-yl) -2-carbonylacetamide (2.0 g).

The chemical industry reduces the impact on the environment during synthesis 19798-77-7, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Chinese Academy Of Medical Sciences Pharmaceutical Institute; Shi Jiangong; Guo Ying; Xu Chengbo; Ba Mingyu; Chen Minghua; Yang Ying; Zhu Chenggen; Chen Qing; Jiang Jiandong; Cao Yingli; Guo Qinglan; Zhang Chao; Lin Sheng; Tang Ke; Yang Yongchun; Guo Jiamei; (140 pag.)CN107149603; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 932-35-4, 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. 932-35-4, name is 3-Hydroxypicolinonitrile. A new synthetic method of this compound is introduced below.

(1) A suspension prepared by adding 2.73 g of 2-cyano-3-hydroxypyridine to 60 mL of a mixed solution of acetonitrile/water=5/1 was cooled to 0 C. A reaction mixture prepared by adding 4.85 g of N-bromosuccinimide slowly to the suspension was stirred for 2 hours under a nitrogen atmosphere. Water was added to the reaction mixture, which was then extracted with ethyl acetate. The organic layer was washed with brine, then dried, and concentrated in vacuo to give 5.39 g of a crude product of 6-bromo-2-cyano-3-hydroxypyridine

At the same time, in my other blogs, there are other synthetic methods of this type of compound,932-35-4, 3-Hydroxypicolinonitrile, and friends who are interested can also refer to it.

Reference:
Patent; TEIJIN PHARMA LIMITED; KAWANA, Asahi; KANAZAWA, Chikashi; TERA, Masayuki; TAKAHASHI, Yoshimasa; IMAZEKI, Mariko; TAKAHASHI, Hiroyuki; TANOKURA, Akira; (51 pag.)US2016/39784; (2016); 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.14432-12-3, name is 4-Amino-2-chloropyridine, molecular formula is C5H5ClN2, molecular weight is 128.56, as common compound, the synthetic route is as follows.SDS of cas: 14432-12-3

Under nitrogen protection, 2-chloropyridin-4-amine (301) (15 g, 0.116 mol, 1 eq) was dissolved in acetonitrile (200 mL) and heated to 70 C. in an oil bath, and then N-iodosuccinimide (NIS) (33 g, 0.139 mol, 1.2 eq) was added slowly. The reaction was stirred for 16 hours and cooled to room temperature. Saturated sodium thiosulfate solution was added until the reaction system turned to milk white. The pH of the reaction system was adjusted to 9-10 by an addition of saturated aqueous sodium carbonate solution and extracted with ethyl acetate (500 mL). The organic phase was separated which was washed with saturated brine (100 mL) twice, dried over anhydrous sodium sulfate, concentrated in vacuo and separated and purified by silica gel column chromatography (eluent: petroleum ether/ethyl acetate=20/1) to obtain 2-chloro-5-iodopyridin-4-amine (23 g, yield: 78.1%). LCMS (ESI): m/z 255 [M+1]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,14432-12-3, 4-Amino-2-chloropyridine, and friends who are interested can also refer to it.

Reference:
Patent; GUANGZHOU BEBETTER MEDICINE TECHNOLOGY CO., LTD.; CAI, Xiong; QIAN, Changgeng; LI, Junqi; QING, Yuanhui; WANG, Yanyan; XUE, Weicai; YOU, Huajin; (23 pag.)US2018/297995; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1008-91-9, 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. 1008-91-9, name is 1-(Pyridin-4-yl)piperazine, molecular formula is C9H13N3, 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.

809.9 g (3 mmol) of genistein, 60 ml of methanol, 240 muL (3 mmol) of 37% formaldehyde were added to a 100 ml round-bottomed flask, and stirred at 30 C. for 30 minutes under reflux.583.4 mg (3.6 mmol) of 1- (4-pyridyl) piperazine was added to a round bottom flask.Stir reflux at 35 C for 8h, and react at room temperature for 8h.The reaction was then stopped, suction filtered under reduced pressure, and solid-liquid separation.Collect the solid. The solid contains a small amount of 1-(4-pyridyl) piperazine.Formaldehyde and a small amount of genistein and products; the liquid contains genistein,1-(4-pyridyl)piperazine in methanol.Wash the solid 6 times with methanol, 10 ml of methanol each time,This gave 1022.8 mg of a white solid with a yield of 76.61%.

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 1008-91-9, 1-(Pyridin-4-yl)piperazine.

Reference:
Patent; Beijing Normal University; Yan Xi; Yu Meixuan; Song Jinglei; (16 pag.)CN110483465; (2019); A;,
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 1122-71-0, name is 6-Methyl-2-pyridinemethanol. This compound has unique chemical properties. The synthetic route is as follows. Safety of 6-Methyl-2-pyridinemethanol

0411-1 Triethylamine (1 mL) was added to a solution of (6-methylpyridin-2-yl)methanol (302 mg) in tetrahydrofuran (5.8 mL) at room temperature, and methanesulfonyl chloride (0.28 mL) was added thereto at a temperature of from 0 C. to 5 C., followed by stirring at room temperature for 2 hours. The insolubles were filtered off using celite, and the solvent was distilled off under reduced pressure, thereby obtaining (6-methylpyridin-2-yl)methyl methanesulfonate (555 mg) as brown oily substance. MS m/z (M+H): 202.

With the rapid development of chemical substances, we look forward to future research findings about 1122-71-0.

Reference:
Patent; FUJIFILM Corporation; FURUYAMA, Hidetomo; KURIHARA, Hideki; TERAO, Takahiro; NAKAGAWA, Daisuke; TANABE, Shintaro; KATO, Takayuki; YAMAMOTO, Masahiko; SEKINE, Shinichiro; MASHIKO, Tomoyuki; INUKI, Shinsuke; UEDA, Satoshi; US2015/322063; (2015); 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.113118-81-3, name is 5-Bromonicotinaldehyde, molecular formula is C6H4BrNO, molecular weight is 186.0061, as common compound, the synthetic route is as follows.Formula: C6H4BrNO

Steps 1 To a mixture of 5-bromopyridine-3-carbaldehyde (XXXVIII) (6.00 g, 32.26 mmol, 1.0 eq), 3,3-difluoropyrrolidine (5.56 g, 38.71 mmol, 1.20 eq) and TEA (5.39 mL, 38.71 mmol, 1.2 Eq) in DCE (200 mL) was stirred at room temperature for 30 min, then added sodium triacetoxyborohydride (10.25 g, 48.38 mmol, 1.50 eq) in one portion at room temperature under N2. The mixture was stirred at room temperature for 6 hours. TLC showed the reaction was complete. The reaction was quenched with 1N NaOH (100 mL), extracted with DCE (100 mL*2). The combined organic layers were washed with brine (100 mL), dried and concentrated. The residue was purified by silica gel chromatography (column height: 50 mm, diameter: 50 mm, 300-400 mesh silica gel, DCM/MeOH=30/1?20/1) to give 3-bromo-5-((3,3-difluoropyrrolidin-1-yl)methyl) pyridine (XL): Yellow oil (8.00 g, 28.9 mmol, 89.5% yield). 1H NMR (CDCl3, 400 MHz) delta ppm 2.30 (spt, J=7.2 Hz. 2H), 2.75 (t, J=6.8 Hz, 2H), 2.91 (t, J=13.2 Hz, 2H), 7.85 (s, 1H), 8.45 (s, 1H), 8.59 (d, J=2 Hz, 1H); ESIMS found for CloHiiBrF2N2 m/z 277.0 (M+H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,113118-81-3, 5-Bromonicotinaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; Samumed, LLC; KC, Sunil Kumar; Wallace, David Mark; Cao, Jianguo; Chiruta, Chandramouli; Hood, John; (262 pag.)US2016/68547; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 16063-69-7, name is 2,4,6-Trichloropyridine, molecular formula is C5H2Cl3N, 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. category: pyridine-derivatives

n-BuLi (35 mL, 2.5 M in hexanes) was added dropwise to a stuffed solution of 2,4,6-trichloropyridine (15 g, 82.22 mmol, 1.00 equiv) in anhydrous THF (200 mL) at -78 C under nitrogen. After 30 minutes ethyl formate (10 mL, 215.31 mmol) was added at -78 C . The resulting solution was diluted with ethyl acetate, washed with brine, dried over anhydrous sodium sulfate, and concentrated under vacuum. The residue was purified by a silica gel column with ethyl acetate/petroleum ether (1:10) to give the title compound (13 g, 75%) as a white solid. LC-MS(ES, mlz): 210 [M+H]+

With the rapid development of chemical substances, we look forward to future research findings about 16063-69-7.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; BLAQUIERE, Nicole; BURCH, Jason; CASTANEDO, Georgette; FENG, Jianwen A.; HU, Baihua; LIN, Xingyu; STABEN, Steven; WU, Guosheng; YUEN, Po-wai; WO2015/25026; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 93683-65-9, 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. 93683-65-9, name is 6-Chloro-3-nitropicolinonitrile. A new synthetic method of this compound is introduced below.

beta-chloro-S-nitro-pyridine-l-carbonitrile (100 mg, 0.54 mmol) is taken up in EtOH (1 niL), combined with SnCl2 (413 mg, 2.18 mmol) and heated to 900C for 3 h. Then the solvent is removed, the residue is taken up in ethyl acetate and first of all washed with NaHCO3 to pH 7, then washed with NaOH (2 M) to pH 8-9. Then the residue is filtered throughCelite, the filtrate is extracted again with ethyl acetate and the combined organic phases are dried on Na2SO4. The solvent is eliminated in vacuo and 3-amino-6-chloro-pyridine-2- carboxylic acid amide is obtained (HPLC-MS: tRet. = 0.78 min, MS(M+H)+ = 172, method LCMSBASl).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,93683-65-9, its application will become more common.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; ENGELHARDT, Harald; BOEHMELT, Guido; KOFINK, Christiane; KUHN, Daniel; MCCONNELL, Darryl; STADTMUELLER, Heinz; WO2010/7116; (2010); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 93683-65-9 ,Some common heterocyclic compound, 93683-65-9, molecular formula is C6H2ClN3O2, 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.

To a solution of 6-chloro-3-nitropyridine-2-carbonitrile (0.32 g) and concentrated hydrochloric acid (1.2 mL) in ethanol (3.6 mL) was added iron powder (0.34 g) at room temperature and the mixture was heated to reflux 30 minute. After the reaction mixture was cooled to room temperature, saturated sodium hydrogencarbonate water was added to make the reaction alkaline. After the addition of ethyl acetate, the mixture was filtered through celite and the filtrate was extracted with ethyl acetate. The organic layer was washed with water and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was concentrated under reduced pressure to give the title compound (0.24 g

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. 93683-65-9, 6-Chloro-3-nitropicolinonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; KISSEI PHARMACEUTICAL CO., LTD.; SHIMIZU, KAZUO; MIYAGI, TAKASHI; OHNO, KOHSUKE; UENO, YASUNORI; ONDA, YUSUKE; SUZUKI, HIKARU; (70 pag.)TW2016/5823; (2016); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem