Day: April 7, 2022

Reference of 943323-65-7 , The common heterocyclic compound, 943323-65-7, name is 4-Bromo-1H-pyrrolo[2,3-b]pyridin-3-amine, molecular formula is C7H6BrN3, 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 4-bromo-1 H-pyrrolo[2,3-b]pyridin-3-amine (220 mg, 1.04 mmol)[prepared according to Example 89], 3-furoic acid (128 mg, 1.14 mmol) and diisopropylethyl amine (595 mul_, 3.42 mmol) in DCM (10 mL) at 25 C was added PyBrop (580 mg, 1.25 mmol) in one portion. After 12h, the solution was partitioned between H2O/DCM. The aqueous phase was washed several times with DCM and the combined organic fractions were dried over Na2SO4, concentrated and purified using column chromatography (silica, 3% MeOH in DCM) affording the title compound (290 mg, 91%) as an orange oil: LC-MS (ES) m/z = 307 (M+H)+.

The synthetic route of 943323-65-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2007/76423; (2007); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 58539-65-4 ,Some common heterocyclic compound, 58539-65-4, molecular formula is C7H8N2O, 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.

30) 2-methyl-nicotinonitrileCyanuric acid (418 mg, 2.2 mmol) was added in one portion to a suspension of 2-methylnicotinamide (intermediate 29) (613 mg, 4.5 mmol) in 2.5 ml of DMF cooled in ice. The 0 reaction was stirred for 2.5 hours then poured into ice. The reaction was extracted with ethyl acetate until the organic layer no longer contained product. The combined organic layers, were dried over Na2SO4, filtered and concentrated. Purified on normal phase chromatography with ethyl acetate/heptane 0 to 50 gradient then 50/50 EA/heptane. Yield (216 mg, 41 %). IH NMR (400 MHz, CHLOROFORM-D) delta ppm 2.78 (s, 3 H), 7.25 (dd, s J=7.71, 4.98 Hz, 1 H), 7.89 (dd, J=7.81, 1.56 Hz5 1 H), 8.68 (s, 1 H)

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. 58539-65-4, 2-Methylnicotinamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; WO2007/73303; (2007); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 62150-47-4, Ethyl 4-bromopicolinate, 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, Product Details of 62150-47-4, blongs to pyridine-derivatives compound. Product Details of 62150-47-4

The second step: 8.5 kg of A was added to 35 liters of ammonia water in batches, methane was stirred overnight, and centrifuged to obtain a crude product which was washed with ethyl acetate and centrifuged to obtain 4.5 kg of amide;

At the same time, in my other blogs, there are other synthetic methods of this type of compound,62150-47-4, Ethyl 4-bromopicolinate, and friends who are interested can also refer to it.

Reference:
Patent; Chengdu Tong Chuangyuan Pharmaceutical Technology Co., Ltd.; Shou Yuehan; (12 pag.)CN105153023; (2018); B;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 89488-30-2, 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.89488-30-2, name is 5-Bromo-3-methylpyridin-2(1H)-one, molecular formula is C6H6BrNO, molecular weight is 188.0219, as common compound, the synthetic route is as follows.

(0592) To a solution of 5-bromo-2-hydroxy-3-methyl pyridine (376 mg, 2.00 mmol) in toluene (15 mL) were added Ag2C03 (827 mg, 3.00 mmol) and benzyl bromide ( 13 mg, 3.00 mmol), and the mixture was stirred at 40 C for 2 h. The insoluble material was filtered, and the filtrate was concentrated in vacuo. The residue was purified by silica gel column (eluent: dichloromethane/ methanol, 0-20%) to yield light yellow solid (436 mg, 78%). 1H NMR (400 MHz, chloroform-c ) delta 8.08 – 8.02 (m, 1H), 7.51 (m, 1H), 7.49 – 7.41 (m, 2H), 7.43- 7.28 (m, 3H), 5.38 (s, 2H), 2.22 (s, 3H).

Statistics shows that 89488-30-2 is playing an increasingly important role. we look forward to future research findings about 5-Bromo-3-methylpyridin-2(1H)-one.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF COLORADO, A BODY CORPORATE; YIN, Hang Hubert; ZHANG, Shuting; HU, Zhenyi; (114 pag.)WO2019/89648; (2019); 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. 709652-82-4, name is 2-Amino-5-bromonicotinonitrile. A new synthetic method of this compound is introduced below., Recommanded Product: 2-Amino-5-bromonicotinonitrile

Step 2: Preparation of 5-bromo-2-(2,5-dimethyl-1H-pyrrol-1-yl) nicotinonitrile (44) To a suspension solution of the intermediate 42 (90.0 g, 0.45 mol, 1.0 eq) in toluene (1.5 L) was added the compound 43 (78.2 g, 0.68 mol, 1.5 eq) and 4-methylbenzenesulfonic acid (2.5 g, 0.01 mol, 0.03 eq). The mixture was heated to 110 C. and stirred for 17 hours to remove water by Dean Stark trap. The mixture was cooled to room temperature, removed of toluene (about 1 L), and then added with EtOAc (2 L) and water (1 L). The mixture was filtered; the aqueous layer was extracted with EtOAc (2 L); the organic phase was washed with brine (3 L) and concentrated to give the crude product, which was purified by flash chromatography (EtOAc:Hexane=1:1) to give the intermediate 44 (110.0 g, 0.39 mol, 87.1%). 1H NMR (400 MHz, DMSO-d6) delta 9.07-9.06 (d, J=2.4 Hz, 1H), 8.96-8.95 (d, J=2.4 Hz, 1H), 5.88 (s, 2H), 2.01 (s, 6H).

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, 709652-82-4, 2-Amino-5-bromonicotinonitrile.

Reference:
Patent; GREEN CROSS CORPORATION; CHOI, Soongyu; PARK, Eun-Jung; SEO, Hee Jeong; KONG, Younggyu; SON, Ickhwan; MA, Sang-ho; CHA, Man-Young; KIM, Mi-Soon; PARK, Kisoo; (143 pag.)US2016/311772; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 55052-27-2 , The common heterocyclic compound, 55052-27-2, name is 6-Chloro-1H-pyrrolo[2,3-b]pyridine, molecular formula is C7H5ClN2, 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-1 H-pyrrolo[2,3-b]pyridine (1.37 g, 8.97 mmol) in DMF (1 00 ml),sodium hydride (60% in paraffin, 1 g, 41 mmol) was added. The solution was stirred for30 min being allowed to warm up from 0 oc to rt. Subsequently, benzenesulfonic acidchloride (1.5 ml, 11.8 mmol) was added dropwise. The suspension was stirred 3 h atroom temperature and hydrolyzed with ice water. The resulting solid was filtered off under25 reduced pressure, washed thoroughly with water (75 ml) and finally with petroleum ether(15 ml). The resulting material was dried at 60 oc and purified by column chromatography (eluent: pure dichloromethane) yielding 856 mg of 1-(benzenesulfonyl)-6-chloropyrrolo[2,3-b]pyridine Xll-20a as a brownish solid.Yield: 32%

The synthetic route of 55052-27-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UCB PHARMA GMBH; MUELLER, Christa E.; PEGURIER, Cecile; DELIGNY, Michael Louis Robert; EL-TAYEB, Ali; HOCKEMEYER, Joerg; LEDECQ, Marie; MERCIER, Joel; PROVINS, Laurent; BOSHTA, Nader M.; BHATTARAI, Sanjay; NAMASIVAYAM, Vigneshwaran; FUNKE, Mario; SCHWACH, Lukas; GOLLOS, Sabrina; VON LAUFENBERG, Daniel; BARRE, Anais; (493 pag.)WO2018/122232; (2018); 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 1227384-81-7, name is 2-Bromo-5-(ethylsulfonyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows. Formula: C7H8BrNO2S

It can be manufactured by the method described in WO 2010/055004250 mg of 2-bromo-5- (ethanesulfonyl) pyridine,Bis (pinacolato) diboron 355 mg,[1,1′-bis (diphenylphosphino) ferrocene]Palladium (II) dichloride dichloromethaneAdduct 49 mg,A mixture of 294 mg of potassium acetate and 3 mL of dimethyl sulfoxide is stirred at 90 C. under a nitrogen atmosphere.After the reaction,The resulting mixture is filtered through Celite.The filtrate is concentrated under reduced pressure,2- (4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl) -5- (ethanesulfonyl) pyridine is obtained.

With the rapid development of chemical substances, we look forward to future research findings about 1227384-81-7.

Reference:
Patent; Sumitomo Chemical Chemicals company; Sasayama, Daisuke; Inui, Tomohiko; (102 pag.)JP2019/48845; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 578007-66-6, 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. 578007-66-6, name is 5-Bromo-3-iodo-2-methoxypyridine. A new synthetic method of this compound is introduced below.

To a solution of 5-bromo-3-iodo-2-methoxypyridine (50 g, 159 mmol) in toluene (1000 mL) was added phenylmethanethiol (17.8 g, 143 mmol), DIPEA (55.6 mL, 319 mmol), XantPhos (7.37 g, 12.74 mmol). The mixture was degassed with argon for 10 mm then Pd(dba)2 (4.58 g, 7.96 mmol) was added and the reaction mixture was stirred at 70 C for 1 h. The reaction mixture was filtered through celite,washing with EtOAc (200 mL) and the filtrate was concentrated in vacuo. The crude material was purified by normal phase column chromatography on silica eluting with 5% EtOAc in petroleum ether. The appropriate fractions were combined and concentrated in vacuo to afford the title compound (90 g) as a solid.LCMS (Method D) Rt = 2.68 mi [M+H] = 308.9.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,578007-66-6, 5-Bromo-3-iodo-2-methoxypyridine, and friends who are interested can also refer to it.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; ANDERSON, Niall Andrew; BARTON, Nicholas Paul; CAMPOS, Sebastien Andre; CANNONS, Edward Paul; COOPER, Anthony William James; DOWN, Kenneth David; DOYLE, Kevin James; HAMBLIN, Julie Nicole; HENLEY, Zoe Alicia; INGLIS, Graham George Adam; LE GALL, Armelle; PATEL, Vipulkumar Kantibhai; PEACE, Simon; SHARPE, Andrew; WHITE, Gemma Victoria; (129 pag.)WO2019/20657; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 156094-63-2, 2-(Bromomethyl)-6-methoxypyridine, 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, 156094-63-2, blongs to pyridine-derivatives compound. name: 2-(Bromomethyl)-6-methoxypyridine

1.66 g (6.31 mmol) of triphenylphosphine and 685 mg (3.39 mmol) of 2-bromomethyl-6-methoxypyridine were mixed in 10 mL of benzene and heated up to 70 C under nitrogen atmosphere. The mixture was stirred in 25 hours, then cooled to ambient temperature. Theprecipitate was filtered and washed by 10 mL of benzene to give 1.47 g (3.17 mmol, 94 % yield) as awhite powder. The crude was used in the next reaction without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,156094-63-2, its application will become more common.

Reference:
Article; Kurihara, Seiya; Nishimura, Yoshinobu; Arai, Tatsuo; Bulletin of the Chemical Society of Japan; vol. 88; 7; (2015); p. 963 – 965;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1241752-31-7 ,Some common heterocyclic compound, 1241752-31-7, molecular formula is C8H10BrNO2, 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.

a. Preparation of Compound A mixture of 5-bromo-2-ethoxy-3-methoxypyridine (279 mg, 1.0 mmol), 1-cyclohexenyl boronic acid pinacole ester (250 mg, 1.2 mmol), Pd(PPh3)4 (139 mg, 0.12 mmol) and K2C03 (277 mg, 2.0 mmol) in 1,4- dioxane (3.0 ml) and H20 (1.0 ml) was degassed for 30 min. This mixture was heated to 100 C and stirred for 16 h. The reaction mixture was cooled to room temperature and partitioned between NaHC03 and EtOAc (3x), and washed with NaCl (lx). The organic phase was dried over Na2S04 and was concentrated. The resulting residue was purified by ISCO flash chromatography using 10% EtOAc in hexane to give 551 mg (97%) of the desired product. NMR (300 MHz, CDC13) delta: 7.7 (s, IH), 7.04 (s, IH), 6.0 (m, IH), 4.4 (qt, 2H), 3.84 (s, 3H), 2.36 (m, 2H), 2.18 (m, 2H), 1.78 (m, 2H), 1.7 (m, 2H), 1.4 (t, 3H)

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. 1241752-31-7, 5-Bromo-2-ethoxy-3-methoxypyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; RUTGERS, THE STATE UNIVERSITY OF NEW JERSEY; LAVOIE, Edmond J.; BAUMAN, Joseph David; PARHI, Ajit; SAGONG, Hye Yeon; PATEL, Disha; ARNOLD, Eddy; DAS, Kalyan; VIJAYAN, Suyambu Kesava; WO2014/43252; (2014); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem