Month: April 2022

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.58483-98-0, name is 2-Amino-5-bromonicotinamide, molecular formula is C6H6BrN3O, molecular weight is 216.04, as common compound, the synthetic route is as follows.Computed Properties of C6H6BrN3O

To a mixture of 2-amino-5-bromonicotinamide (200 mg, 0.93 mmol), thiophene- 2-carbaldehyde (125 mg, 1.11 mmol) in MeOH (15 mL) was added 4-methylbenzenesulfonic acid (16 mg, 0.09 mmol). The mixture was stirred at 60C overnight. Then the resulting solid was filtered to give the product of 6-bromo-2-(thiophen-2-yl)-2,3-dihydropyrido[2,3- d]pyrimidin-4(lH)-one (180 mg, yield: 63%), which was used for the next step without further purification. NMR (DMSO-ifc, 400 MHz) delta 8.93 (d, J= 2.4 Hz, 1H), 8.42 (s, 1H), 8.28 (d, J = 2.4 Hz, 1H), 7.98 (d, J= 2.4 Hz, 1H), 7.45 (dd, J= 4.8 Hz, 1.2 Hz, 1H), 7.08 (d, J= 3.2 Hz, 1H), 6.98 (dd, J= 4.8 Hz, 3.2 Hz, 1H), 6.10 (t, J= 2.4 Hz, 1H). MS (M+H)+: 310 / 312.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,58483-98-0, 2-Amino-5-bromonicotinamide, and friends who are interested can also refer to it.

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

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 76006-11-6, name is 7-Chloro-1H-pyrazolo[3,4-c]pyridine. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C6H4ClN3

Trimethylaluminum (23.9 mL, 47.8 mmol, 2M sol. in toluene) was added to a vigorously stirred solution of 7-chloro-1H-pyrazolo[3,4-c]pyridine (3.67 g, 23.9 mmol) and Pd(PPh3)4 (1.38 g, 1.19 mmol) in THF (109 mL) under argon. The reaction mixture was stirred at 65C for 16 h, cooled to RT and poured into sat. aq. NH4CI. The resulting suspension was filtered, the solid washed with water and discarded. The filtrate and the combined washings were extracted with EtOAc (3x). The combined organic extracts were washed with brine then dried (phase separator) and concentrated to give 7-methyl-i H-pyrazolo[3,4-c]pyridine as a solid. MS (LC/MS): 134 [M+H]+, tR (H PLC conditions d): 0.25 mm.

With the rapid development of chemical substances, we look forward to future research findings about 76006-11-6.

Reference:
Patent; NOVARTIS AG; ALTMANN, Eva; HOMMEL, Ulrich; LORTHIOIS, Edwige Liliane Jeanne; MAIBAUM, Juergen Klaus; OSTERMANN, Nils; QUANCARD, Jean; RANDL, Stefan Andreas; VULPETTI, Anna; FLOHR, Stefanie; WO2014/2058; (2014); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 76006-11-6, Adding some certain compound to certain chemical reactions, such as: 76006-11-6, name is 7-Chloro-1H-pyrazolo[3,4-c]pyridine,molecular formula is C6H4ClN3, 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 76006-11-6.

To a solution of 7-chloro-1H-pyrazolo[3,4-c]pyridine (1032 mg, 6.720 mmol) in DMF (18 mL) was added N-iodosuccinimide (2.32 g, 10.3 mmol). The reaction mixture was heated to 80 oC for 1 h. The mixture was then diluted with EtOAc, washed with 1 M NaHSO3 (aq), 1 M Na2CO3 (aq) and brine. The organic layer was dried over anhydrous Na2SO4, filtered and concentrated. The residue was triturated with 10% CH2Cl2 in hexanes to give the desired product as a pale yellow solid (1.69 g, 90%). LCMS calculated for C6H4ClIN3 (M+H)+: m/z = 279.9; found 279.9.

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. 76006-11-6, 7-Chloro-1H-pyrazolo[3,4-c]pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; INCYTE CORPORATION; PAN, Jun; WANG, Xiaozhao; BARBOSA, Joseph; YAO, Wenqing; YE, Yingda; (158 pag.)WO2017/30938; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 67625-36-9, Ethyl 5-chloroimidazo[1,2-a]pyridine-2-carboxylate, 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, Recommanded Product: Ethyl 5-chloroimidazo[1,2-a]pyridine-2-carboxylate, blongs to pyridine-derivatives compound. Recommanded Product: Ethyl 5-chloroimidazo[1,2-a]pyridine-2-carboxylate

Step 2. 5-Chloro-imidazo[1 ,2-a]pyridine-2-carboxylic acid ethyl ester (11.2 g) in concentrated hydrochloric acid (50 mL) and dioxane (50 ml_) was stirred under reflux overnight. The resulting solution was condensed under vacuum, washed with acetone and dried to obtain a solid, delta-chloro-imidazo?^-ajpyridine^-carboxylic acid (6.7 g). LCMS (m/z): 197.2.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,67625-36-9, Ethyl 5-chloroimidazo[1,2-a]pyridine-2-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; HIGH POINT PHARMACEUTICALS, LLC; MJALLI, Adnan, M.M.; HARI, Anitha; GADDAM, Bapu; GOHIMUKKULA, Devi, Reddy; POLISETTI, Dharma, R.; EL ABDELLAOUI, Hassan; RAO, Mohan; ANDREWS, Robert, C.; XIE, Rongyuan; REN, Tan; WO2010/126745; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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