Tag: M.W:100-200

Electric Literature of 126325-47-1 ,Some common heterocyclic compound, 126325-47-1, molecular formula is C6H7BrN2, 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.

Example 7 6-Methanesulfonyl-2-methyl-pyridin-3-ylamine A 5-L 4-neck flask equipped with a thermocouple controller, an overhead mechanical stirrer, a condenser, and a nitrogen inlet/outlet was charged with sodium methanesulfinate (568 g, 4.73 mol), copper(1 ) thfluoromethanesulfonate benzene complex (70 g, 0.139 mol), N, N’- dimethylethylenediamine (12.3 g, 0.139 mol), and bromo-amine (260 g, 1.39 mol) in DMSO (800 ml_). The resulting mixture was heated to 1500C for 1 hour. The resulting mixture was then diluted with H2O (1.5 L) and extracted with EtOAc (6 x 2 L). The combined organic layers were evaporated to dryness to yield a residue. The residue was purified via ISCO Prep chromatography system. The product containing fractions were combined and evaporated to dryness. The resulting product (residue) was placed in vacuum oven at 400C for 18 hours to yield 6-methanesulfonyl-2-methyl-pyhdin-3-ylamine as a as a brownish solid. MS: 187.1 MW+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. 126325-47-1, 6-Bromo-2-methylpyridin-3-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; LI, Xun; WELLS, Ken; BRANUM, Shawn; DAMON, Sandra; WO2010/135506; (2010); 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 73027-79-9, name is 4,6-Dichloronicotinic acid. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 73027-79-9

Intermediate 4.4 To a suspension of NaH (5.2 g, 130 mmol) in THF (100 mL) is added MeOH (4.2 g, 130 mmol) at 0 C. After stirring at r.t. for 30 min, a solution of 4,6-dichloronicotinic acid (10 g, 52.9 mmol, U.S. Pat. 2005049419.) in THF (100 mL) is added dropwise at 0 C. The resulting mixture is stirred at room temperature overnight. After adding water, the mixture is washed with ether. The aqueous phase is acidified with KHSO4 and then extracted with ether. The organic phase is washed with brine and dried over MgSO4. Concentration under reduced pressure gives Intermediate 4.4: colorless crystal, ES-MS: M+H=188: CtRet=1.80 min.

With the rapid development of chemical substances, we look forward to future research findings about 73027-79-9.

Reference:
Patent; Yokokawa, Fumiaki; Ehara, Takeru; Kawakami, Shimpei; Irie, Osamu; Suzuki, Masaki; Hitomi, Yuku; Toyao, Atsushi; US2008/319018; (2008); 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. 14667-47-1, name is Methyl 2-aminonicotinate. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C7H8N2O2

Solid phosgene (3.6 mmol) and 1,4-dioxane (20 mL) were added to the reaction flask and cooled to 0 C.Slowly add and stir6-Amino-2,2,7-trifluoro-4-(4-methoxybenzyl)-2H-benzo[b][1,4]oxazin-3(4H)-one (8 mmol)And 20 mL of a 1.4-dioxane composition solution.After the system was further stirred at this temperature for 30 min, it was heated to reflux for 10 h.The system was cooled to room temperature and dry nitrogen was introduced into the solution for 1 h. To the system was added 2-aminonicotinate methyl ester (8 mmol), and the system was further heated to reflux for 6 h.After the reaction is completed, the system is cooled to room temperature, a solid is precipitated, and suction filtration is performed.After washing with ether,Drying light brown solid 4.39g,Yield: 85%.

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, 14667-47-1, Methyl 2-aminonicotinate.

Reference:
Patent; Shandong Xian Da Agrochemical Co., Ltd.; Xi Zhen; Wang Xianquan; Wang Dawei; (28 pag.)CN108727367; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 6980-08-1, 4-Chloro-3-nitropyridin-2-amine, 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, 6980-08-1, blongs to pyridine-derivatives compound. Product Details of 6980-08-1

Step 4 A solution of N-(3-fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)methanesulfonamide (CVII) (6.83 g, 20.75 mmol, 1.2 eq), 4-chloro-3-nitropyridin-2-amine (LXXXI) (3.0 g, 17.29 mmol, 1.0 eq), Na2CO3 (6.41 g, 60.52 mmol) and Pd(dppf)Cl2 (641.27 mg, 864.50 mumol) in dioxane (40 mL) and H2O (8 mL) was de-gassed and then heated to 80 C. overnight under N2. TLC (PE:EtOAc=1:1) showed the starting material was consumed completely. The reaction mixture was poured into H2O (300 mL). The mixture was extracted with EtOAc (3*250 mL). The organic phase was washed with saturated brine (300 mL), dried over anhydrous NaSO4, concentrated in vacuum to give a residue. The crude product was purified by silica gel chromatography (PE:EtOAc=10:1) to give N-(3-(2-amino-3-nitropyridin-4-yl)-5-fluorobenzyl) methanesulfonamide (CVIII) (2.2 g, 6.46 mmol, 37.4% yield) as brown solid. ESIMS found C13H13FN4O4S m/z 341.1 (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,6980-08-1, its application will become more common.

Reference:
Patent; Samumed, LLC; KC, Sunil Kumar; Wallace, David Mark; Cao, Jianguo; Chiruta, Chandramouli; Hood, John; (264 pag.)US2016/68550; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1620-55-9, 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. 1620-55-9, name is 1-Phenyl-2-(pyridin-4-yl)ethanone, molecular formula is C13H11NO, 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) (1.98 g, 10.0 mmol), ammonium acetate (23.2 g, 300 mmol), and sodium cyanoborohydride (4.63 g, 69.9 mmol) in EPA (100 mL) was heated at 80 C overnight. The mixture was evaporated under reduced pressure to remove EPA. The residue was diluted with water, and basified with NaOH (2M) to pH > 7. The aqueous layer was extracted with dichloromethane (3x). The pooled organic layer was removed under vacuum. The residue was purified by chromatography on silica gel (100% ethyl acetate, then 10% saturated ammonia methanol in dichloromethane) to give l-phenyl-2-(pyridin-4- yl)ethanamine (3) as a clear oil (0.780 g, 3.94 mmol, 39% yield).

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 1620-55-9, 1-Phenyl-2-(pyridin-4-yl)ethanone.

Reference:
Patent; ALLERGAN, INC.; WO2009/91759; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 53234-55-2, 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. 53234-55-2, name is 5-Cyanopicolinic acid, molecular formula is C7H4N2O2, 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.

PyBOP (357 mg) was added to a solution of the compound obtained in Preparation Example 11-(10) (100 mg), the compound obtained in Preparation Example 3-(2) (56 mg) and N,N-diisopropylethylamine (143 muL) in dichloromethane (5 mL), and the mixture was stirred at room temperature for five hours. The reaction solution was directly charged to a silica gel and purified by silica gel column chromatography to obtain the title compound (100 mg).ESI-MS; m/z 526 [M++H].

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 53234-55-2, 5-Cyanopicolinic acid.

Reference:
Patent; EISAI R&D MANAGEMENT CO., LTD.; US2010/93999; (2010); 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. 23056-39-5, name is 2-Chloro-4-methyl-3-nitropyridine. A new synthetic method of this compound is introduced below., COA of Formula: C6H5ClN2O2

b 3-Amino-2-chloro-4-methylpyridine 16.2 g of 2-chloro-4-methyl-3-nitropyridine was added to 470 ml of acetic acid and the resulting mixture stirred at room temperature for 15 min. A solution of 160 g of stannic chloride dihydrate in 200 ml of concentrated hydrochloric acid was then added in one portion and the resulting mixture stirred overnight at room temperature. This mixture was then diluted to 1 liter with water and 10N sodium hydroxide was added slowly with cooling until the white precipitate of tin hydrochloride dissolved. The product was extracted with methylene chloride, dried (sodium sulfate) and concentrated to give 12.8 g of a yellow oil, which solidified on standing, of almost pure 3-amino-2-chloro-4-methylpyridine suitable for use in the next reaction.

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, 23056-39-5, 2-Chloro-4-methyl-3-nitropyridine.

Reference:
Patent; Boehringer Ingelheim Pharmaceuticals, Inc.; US5366972; (1994); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 26156-51-4, 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. 26156-51-4, name is Methyl 2-methoxyisonicotinate, molecular formula is C8H9NO3, 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.

B) (2-methoxypyridin-4-yl)methanol To a suspension of lithium aluminum hydride (2.92 g) in diethyl ether (200 mL) and THF (50 mL) was added dropwise a solution of methyl 2-methoxyisonicotinate (8.57 g) in diethyl ether (50 mL) at 0C, and the reaction mixture was stirred at 0C for 20 min. Water (3.0 mL), 4N aqueous sodium hydroxide solution (3.0 mL) and water (9.0 mL) were successively added to the reaction mixture at 0C, and the mixture was stirred at room temperature for 15 min. The resulting white precipitate was filtered off, and the solvent in the filtrate was evaporated under reduced pressure to give a crude product of the title compound (6.74 g) as a pale-yellow oil.

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 26156-51-4, Methyl 2-methoxyisonicotinate.

Reference:
Patent; Takeda Pharmaceutical Company Limited; MIWATASHI, Seiji; SUZUKI, Hideo; OKAWA, Tomohiro; MIYAMOTO, Yasufumi; YAMASAKI, Takeshi; HITOMI, Yuko; HIRATA, Yasuhiro; EP2816032; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 73583-37-6 ,Some common heterocyclic compound, 73583-37-6, molecular formula is C5H3BrClN, 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.

Cyclopropylmethanol (0.247 mL, 3.12 mmol) was dissolved in dry THF (10 mL) and sodium hydride (60% w/w) (125 mg, 3.12 mmol) was added portion-wise, under nitrogen, at rt. After -30 min, 4- bromo-2-chloropyridine (0.173 mL, 1.559 mmol) was added slowly and the reaction was stirred at rt for 5 days. The reaction was diluted with Et20 (30 mL) and washed with water (20 mL). The organic layer was washed with brine, dried using a hydrophobic frit and evaporated to give a yellow oil (0.432g). The residue was loaded in DCM and purified on the Biotage SP4 silica (Si) SNAP 25g column using a 0-20% EtOAc/cyclohexane gradient. Appropriate fractions were combined and evaporated to give a colourless oil (295 mg) This was loaded in cyclohexane and purified by Biotage SP4 SNAP 25g silica using a gradient of 0-10% EtOAc/cyclohexane gradient. Fractions containing product were combined and evaporated under vacuum to give a colourless oil which was dissolved in 1 :1 MeOH:DMSO 1 mL (x3) and purified by MDAP. The solvent was evaporated under vacuum to give a the title compound as a colourless oil (97 mg). LCMS (2 min, Formic Acid): Rt = 1.21 min, MH+ = 228/230.

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. 73583-37-6, 4-Bromo-2-chloropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXOSMITHKLINE LLC; AMANS, Dominique; BAMBOROUGH, Paul; BIT, Rino, Antonio; BROWN, John, Alexander; CAMPBELL, Matthew; LINDON, Matthew, John; SHIPLEY, Tracy, Jane; THEODOULOU, Natalie, Hope; WELLAWAY, Christopher, Roland; WESTAWAY, Susan, Marie; WO2014/78257; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 945717-09-9, 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 945717-09-9 as follows.

To a solution of 22700mg, 0.306mmol) and 7(63.7mg, 0.6ilmmol) in 2OmL of Et3N was added Pd(PPh3)2C12 (10.73 rng, 0.Ol5mmoI) and CuT (5.82mg, 0.O3lmmol). The mixture was protected with N2 atmosphere, then was heated at 70C for 24 hours. TLC analysis showedcomplete conversion of starting material to a major product. The reaction mixture was then concentrated in vacua The crude product was purified by Prep-HPLC to give the target product Compound 100(19mg, yield: 18.46%).LCMS: m/z 337 (M+H)?1H NMR (400 MFIz, CDCI3): oe 8.40-8.39 (in, 1 El), 7.66 (s, IH), 7.59-7.56 (m, 11-1), 7.47 (s, 1 El),7.44-7.41 (m, 1H), 7.34-7.33 (in, 1H), 6.50 (s, 1H), 2.47 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,945717-09-9, its application will become more common.

Reference:
Patent; HUA MEDICINE (SHANGHAI) LTD.; CHEN, Li; JIN, Xiaowei; (176 pag.)WO2017/117708; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem