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.70593-61-2, name is 6-Chloropicolinamide, molecular formula is C6H5ClN2O, molecular weight is 156.5697, as common compound, the synthetic route is as follows.Recommanded Product: 70593-61-2

a 6-(3,4-Dihydro-1H-isoquinolin-2-yl)-pyridine-2-carboxylic acid amide Following the general method described in example 1, the title compound was obtained as a light yellow crystalline material by reaction of 6-chloro-pyridine-2-carboxylic acid amide with 1,2,3,4-tetrahydro-isoquinoline and crystallization of the free base. Mp. 145-150 C. (AcOEt/hexane), MS: m/e=253 (M+).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,70593-61-2, 6-Chloropicolinamide, and friends who are interested can also refer to it.

Reference:
Patent; Alanine, Alexander; Buettelmann, Bernd; Heitz Neidhart, Marie-Paule; Pinard, Emmanuel; Wyler, Rene; US2003/119870; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 100202-78-6 ,Some common heterocyclic compound, 100202-78-6, molecular formula is C6H5BrFN, 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 3-methylpyrazole-4-boronic acid pinacol ester (1.51 g, 7.26 mmol) in DMF (40 mL) was added 2-Methyl) -6-fluoropyridine (2.1 g, 11 mmol), Cs2CO3 (8.3 g, 25 mmol) and KI (0.6 g, 4 mmol) were added and then reacted at 70 C overnight. The reaction solution was concentrated under reduced pressure to remove DMF, water (40 mL) was added thereto and extracted with methylene chloride (50 mL × 3). The organic phase was washed with anhydrousNa2SO4 and the concentrated crude product was purified by silica gel column chromatography (eluent: PE / EtOAc (v / v) = 4/1) to give1.5 g of a yellow oil, yield: 65%.

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. 100202-78-6, 2-(Bromomethyl)-6-fluoropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Liu Bing; Bai Shun; Zhou Youbo; Yang Tiping; He Wei; Zhang Yingjun; Zheng Changchun; (103 pag.)CN106749268; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 52378-63-9, 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.52378-63-9, name is (3-Aminopyridin-2-yl)methanol, molecular formula is C6H8N2O, molecular weight is 124.14, as common compound, the synthetic route is as follows.

Neat (3-aminopyridin-2-yl)methanol (may be prepared as described in Description 80; 68 mg, 0.55 mmol) was added in one charge to a stirred suspension of 2- [(phenylmethyl)oxy]-5-(4-pyridinyl)benzoic acid (may be prepared as described in Description 79;120 mg, 0.393 mmol), EDC (151 mg, 0.786 mmoi), HOBT (120 mg, 0.79 mmol) and triethylamine (0.11 ml, 0.79 mmol) in N,N-dimethylformamide (1.5 ml) in air at 15 C. The reaction mixture was stirred at 15 C overnight. Water (30 ml) was added and the reaction mixture extracted with ethyl acetate (30 ml x 3). The organic phases were dried with Na2S04 and concentrated. The residue was purified by pre-HPLC(instrument: Gilson-281 , Column: WATERS XBRIDGE 30-100MM SUM, Mobile Phase : A: 0.04%NH3H2O B:CH3CN, Flow rate: 30.0ml/L, Gradient: 0-10min, B = 30-38% RT= P1 : 7.0min; P2: 9.5min) to yield the title compound as a white solid. 20 mg,HNMR (400MHz, D SO-d6); 10.82 (s, 1 H), 8.57-8.63 (m, 3H), 8.35-8.36 (m, H), 8.27- 8.29 (m, 1 H), 7.95-7.97 (m, 1 H), 7.70-7.71 (m, 2H), 7.53-7.55 (m, 2H), 7.32-7.41 (m, 5H), 5,54 (s, 2H), 4.65 (s, 2H).MS (electrospray): m/z [M+H]+ = 412

Statistics shows that 52378-63-9 is playing an increasingly important role. we look forward to future research findings about (3-Aminopyridin-2-yl)methanol.

Reference:
Patent; GLAXO GROUP LIMITED; GLAXOSMITHKLINE (CHINA) R&D COMPANY LIMITED; NICHOLS, Paula Louise; EATHERTON, Andrew John; BAMBOROUGH, Paul; JANDU, Karamjit Singh; PHILPS, Oliver James; ANDREOTTI, Daniele; WO2011/38572; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 18699-87-1, 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 18699-87-1 as follows.

3-Nitro-2-pyridinecarbaldehyde; 2-Methyl-3-nitropyridine (24 g, 173.91 mmol) was dissolved in 1,4-dioxane (500 mL) and to the mixture was added selenium dioxide (23 g, 208.7 mmol) and the mixture was heated under reflux for 16 h. After completion of reaction, the mixture was cooled to rt and filtered through Celite and the filtrate was concentrated under reduced pressure to give thick oily mass. The oily mass was purified by silical gel column chromatography using 20% of ethyl acetate and hexane as eluent to give 3-nitro-2-pyridinecarbaldehyde as an off white solid: 1H-NMR (CDCl3) delta: 7.7 (m, 1H), 8.3 (d, 1H), 9.0 (d, 1H), 10.3 (s, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,18699-87-1, its application will become more common.

Reference:
Patent; AMGEN INC.; US2011/152296; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 24195-07-1, 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. 24195-07-1, name is 2-(Methoxycarbonyl)nicotinic acid. A new synthetic method of this compound is introduced below.

2-(Methoxycarbonyl)pyridine-3-carboxylic acid (3 g, 16.57 mmol) was dissolved in 50 mL of t-ButOH and 4 mL of TEA were added. The solution was stirred for 5 min at room temperature, then diphenylphosphorylazide (3.6 mL, 16.57 mmol) was added and the reaction was refluxed for 3 hours. The mixture was concentrated and the residue purified flash chromatography (silica) eluting with ethyl acetate in cyclohexane from 20 to 50%. The fractions containing the product were collected and concentrated in vacuo to give methyl 3-{[(tert- butoxy)carbonyl]amino}pyridine-2-carboxylate (1.6 g, 38.5% yield).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,24195-07-1, 2-(Methoxycarbonyl)nicotinic acid, and friends who are interested can also refer to it.

Reference:
Patent; PHARMACYCLICS LLC.; ATALLAH, Gordana, Babic; CHEN, Wei; JIA, Zhaozhong, J.; POZZAN, Alfonso; RAVEGLIA, Lucal, Francesco; ZANALETTI, Riccardo; (815 pag.)WO2016/196776; (2016); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 473927-69-4, 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.473927-69-4, name is 1-(4-Iodophenyl)-3-morpholino-5,6-dihydropyridin-2(1H)-one, molecular formula is C15H17IN2O2, molecular weight is 384.21, as common compound, the synthetic route is as follows.

Tetramethylethylenediamine (TMEDA, 27.2 mL) was dissolved in THF300 mL) in an inert atmosphere, then cooled to -78C before the drop-wise addition ofn-BuLi (67.6 mL, 2.5 M). 2-bromo-1,3-thiazole (15.2 mL) was added drop-wise and agitation was continued 30 minutes at -78C. Compound 1E (25 g, 139.50 mmol, 1.00 equiv) dissolved in THF (100 mL) was added drop-wise. Agitation was continued for 30 minutes at -78C then 2 hours at -10C. The reaction was neutralised with 500 mLof KHSO4 (sat.), then extracted 3 times with 1 litre of EtOAc. The organic phases were combined, washed twice with 400 mL water and twice with 700 mL of NaC1 (sat.), then dried over sodium sulfate, filtered and concentrated. The residue was purified on a silica column with a mixture of EtOAc and PE (1:100 to 1:10) to yield 25 g (88 %) of compound iF in the form of a yellow oil.

The chemical industry reduces the impact on the environment during synthesis 473927-69-4, I believe this compound will play a more active role in future production and life.

Reference:
Patent; PIERRE FABRE MEDICAMENT; PEREZ, Michel; RILATT, Ian; LAMOTHE, Marie; WO2014/174060; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 42959-38-6, name is 2-Chloro-5-nitronicotinic acid, the common compound, a new synthetic route is introduced below. Computed Properties of C6H3ClN2O4

To 2-chloro-5-nitronicotinic acid (1.0 mmol) in methanol was added a solution of sodium methoxide in methanol (2.4 mmol, freshly prepared from sodium metal in methanol). The solution was refluxed for 2 h and the mixture was allowed to cool and concentrated in vacuo. To the resulting residue was added 10% citric acid solution (20 ml) and the solution extracted with ethyl acetate (20 ml). The organic layer was dried (MgS04) and concentrated in vacuo. The residue was crystallised from water to give a yellow-white solid (73%). (0184) ESIMS: M-l 197. (0185) 1H NMR (300 MHz, DMSO) d 9.30 (1H, d, H-4), 8.83 (1H, d, H-6), 4.05 (3H, s, OCH3).

The synthetic route of 42959-38-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BIONOMICS LIMITED; O’CONNOR, Sue; RATHJEN, Deborah; (55 pag.)WO2019/109150; (2019); 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.4282-47-7, name is 2-(4-Nitrophenyl)pyridine, molecular formula is C11H8N2O2, molecular weight is 200.1934, as common compound, the synthetic route is as follows.Recommanded Product: 2-(4-Nitrophenyl)pyridine

2-(4-Nitrophenyl)pyridine (1.10 g) and 10% Pd/C (300 mg) were dissolved suspended in 80 mL of an 8:1 solution of 30 mL of THF and 10 mL of ethanol under an atmosphere of dry N2. To this solution was added 1.0 mL of anhydrous hydrazine. The reaction mixture was stirred at room temperature overnight and then filtered. The filtrate was concentrated under vacuum. The residue was partitioned between dichloromethane and water and the organic layer was washed with brine, dried over MgSO4, filtered and concentrated under vacuum. The residue was purified via silica gel chromatography to give 653.3 mg of 4-(pyridin- 2-yl)benzenamine.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,4282-47-7, 2-(4-Nitrophenyl)pyridine, and friends who are interested can also refer to it.

Reference:
Patent; ARRAY BIOPHARMA, INC.; WO2007/130743; (2007); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 131747-62-1, 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. 131747-62-1, name is 3-(Trifluoromethyl)pyridine-2-carboxaldehyde, molecular formula is C7H4F3NO, 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.

To a solution of 214 (110 mg, 0.322 mmol)) in toluene 15 ml was added 66 (84.9 mg, 0.483 mmol). PTSA (122.4 mg, 0.644 mmol) was added to the reaction mass, which was stirred at 120 C. for 6 h. The reaction mass was diluted with ethyl acetate and washed with water (3×25 mL). The organic layer was dried over sodium sulphate and concentrated to get the crude 215, which was purified through flash chromatography by using 100-200 mesh silica gel. The compound was eluted at 10% ethyl acetate in hexane to afford yellow coloured solid 215.

According to the analysis of related databases, 131747-62-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Vankayalapati, Hariprasad; Yerramreddy, Venkatakrishnareddy; US2015/72980; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 92992-85-3, 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. 92992-85-3, name is 2-Bromo-3,5-dimethylpyridine. A new synthetic method of this compound is introduced below.

To (2S,4S)-4-amino-2-methoxymethylpyrrolidine-1-carboxylic acid tert-butyl ester (300 mg) were added 2-bromo-3,5-dimethylpyridine (291 mg),tris(dibenzylideneacetone)dipalladium(O)(30 mg),2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (41 mg),sodium tert-butoxide (188 mg) and toluene (6 mL) and the mixture was stirred at 80c for 6 hr. The reaction mixture was purified by column chromatography (hexane:ethyl acetate)to give (2S,4S)-4-(3,5-dimethylpyridin-2-ylarnino)-2-methoxymethylpyrrolidine-1-carboxylic acid tert-butyl ester (489 mg).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,92992-85-3, its application will become more common.

Reference:
Patent; Mitsubishi Tanabe Pharma Corporation; ISHIBUCHI, Seigo; SARUTA, Kunio; HAMADA, Maiko; MATOBA, Nobuatsu; MATSUDAIRA, Tetsuji; SEKI, Maki; TARAO, Akiko; HONJO, Takashi; OGATA, Shingo; KAWATA, Atsushi; MOROKUMA, Kenji; FUJIE, Naoto; AOYAMA, Yukio; (251 pag.)EP3321256; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem