Tag: M.W:100-200

Reference of 16110-09-1, 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. 16110-09-1, name is 2,5-Dichloropyridine, molecular formula is C5H3Cl2N, 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.

2,5-Dichloropyridine-4-carboxaldehyde was prepared from 2.5-dichloropyridine using the procedure described in Eur. J. Org. Chem. 2001, 1371-1376 (E. Marzi, A. Bigi, M. Schlosser ) and converted to 2-(2,5-dichloro-pyridin-3-yl)-lH- benzoimidazole using the method in route 1 step 4. This was aminated as described for compound 34 and the aminopyridine converted to compound 38 using the method in route 1 step 1

According to the analysis of related databases, 16110-09-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CURIS, INC.; WO2006/50506; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 63071-10-3, 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. 63071-10-3, name is (4-Chloropyridin-2-yl)methanol, molecular formula is C6H6ClNO, 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.

In a 50-mL round-bottomed flask was dissolved (4-chloropyridin-2-yl)methanol (4.6 g, 32.04 mmol) and tosyl chloride (6.72 g, 35.24 mmol) in DCM (10 mL) to give a colorless solution. To the mixture was added TEA (8.93 mL, 64.08 mmol) and DMAP (0.05 g). The reaction was stirred at RT for 0.5h, and washed with sat NH4CI (20 mL). The organic layer was dried (Na2SO4), filtered, and concentrated to give crude (4-chloropyridin-2-yl)methyl 4- methylbenzenesulfonate. To this product was added methyl 4-hydroxybenzoate (3.07 g, 20.15 mmol), K2CO3 (11.14 g, 80.60 mmol), and MeCN (100 mL). The reaction was stirred at 80 0C for 4h. The solvent was removed under reduced pressure, and to the residue was added water (50 mL) and EtOAc (100 mL). The aqueous layer was extracted with EtOAc (2 X 50 mL), and the combined organic layers were dried (Na2SO4), and concentrated to give crude methyl 4-((4-chloropyridin-2-yl)methoxy)benzoate. To this material was added LiOH (0.828 g, 34.57 mmol) and MeOH (100 mL). The reaction mixture was heated to 70 0C overnight and the solvent was removed under reduced pressure. The residue was diluted with water (50 mL) and concentrated HCl (12N) was added dropwise to adjust the pH to 1. The precipitate was collected by filtration to yield the title compound. 1H NMR (DMSO-ddelta) 65.28 (s, 2 H), 7.14 (d, 2 H), 7.54 (dd, 1 H), 7.66 (d, 1 H), 7.91 (d, 2 H), 8.58 (d, 1 H), 12.69 ( br s, 1 H).

According to the analysis of related databases, 63071-10-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/27746; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 97509-75-6, 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. 97509-75-6, name is 3-Fluoropicolinonitrile. A new synthetic method of this compound is introduced below.

The mixture of 3-fluoro-pyridine-2-carbonitrile (0.81 g,6.63 mmol) and Pd/C (0.20 g, 10percent wt) in 10 ml of MeOH and2.7 ml of concentrated HC1 was placed under H2 which wasprovided by a balloon and stirred at RT for 4 h, filteredthrough Celite.(R)., condensed, the residue was purified byflash column chromatography, 0.13 g of the titled compoundwas obtained as a light yellowish oil. MS(ES+): 127.1(M+H)+. Calc’d for C6H7PN2 – 126.13.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,97509-75-6, its application will become more common.

Reference:
Patent; AMGEN INC.; WO2006/12374; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 142729-98-4, 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 142729-98-4 as follows.

Example A18; a) Preparation of intermediate and intermediate 57; [Show Image] 4-Cyano-2-pyridinecarboxylic acid ethyl ester (0.090 mol) in MeOH (100 ml) was stirred. NaOCH3 (0.00905 mol) was stirred for one hour at room temperature and the mixture became homogenous. H2N-CN (0.135 mol) was added and the reaction mixture was stirred for 5 hours at room temperature. More NaOCH3 (0.5 equiv) and H2N-CN (0.75 equiv) were added and the reaction mixture was stirred overnight at room temperature. The mixture was filtered. To the filtrate, more NaOCH3 (0.05 equiv) was added and that mixture was stirred for 3 hours and the resulting precipitate was again filtered off. The filtrate was purified by column chromatography over silica gel (eluent: CH2Cl2/MeOH 30/1). The product fractions were collected and the solvent was evaporated, yielding 9 g of intermediate 57 (49%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,142729-98-4, its application will become more common.

Reference:
Patent; Janssen Pharmaceutica NV; EP1904461; (2008); A2;,
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. 898746-46-8, name is 1H-Pyrrolo[2,3-b]pyridine-6-carbaldehyde, the common compound, a new synthetic route is introduced below. Product Details of 898746-46-8

To a solution of 1H-pyrrolo[2,3-b]pyridine-6-carbaldehyde (196 mg, 1 .26 mmol) in dichloromethane (4 mL) was added, at 0 C, diethylaminosulfur trifluoride ( 260 mI_, 1 .91 mmol). The reaction mixture was stirred 4h at room temperature. Pour the reaction on a mixture of ice and NaHC03 and extract 3 times with DCM. Dry the organic phase on Na2S04 and concentrate the solvents to get 6-(difluoromethyl)-1H-pyrrolo[2,3-b]pyridine XI-1 (96 mg) as a brown solid (1000) Yield: 45%. (1001) Basic LCMS Method 1 (ES+): 169 (M+H)+, 82% purity.

The synthetic route of 898746-46-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UCB PHARMA GMBH; PEGURIER, Cecile; PROVINS, Laurent; CARDENAS, Alvaro; LEDECQ, Marie; MUELLER, Christa E.; HOCKEMEYER, Joerg; EL-TAYEB, Ali; BOSHTA, Nader; RASHED, Mahmoud; (165 pag.)WO2019/243303; (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.17368-12-6, name is 2-Chloro-4-hydroxypyridine, molecular formula is C5H4ClNO, molecular weight is 129.5444, as common compound, the synthetic route is as follows.SDS of cas: 17368-12-6

A mixture of 2-chloropyridin-4-oi (5 g, 38.7 mmoi), K2C03 (10.7 g, 77.5 mnmol) and iodomethane (10.9 g, 77.5 mmol) in DMF (70 mL) was stirred at RI? for 15 h, diluted with EtOAc (100 mL) and filtered. The filtrate was washed with water, brine, dried over MgSO4 and filtered. The filtrate was concentrated in vacuo to give the crude product, which was purified bychromatography on silica (5-50% EtOAc in petroleum ether) to give the title compound as an oil. LRMS rn/z (M+FI) 144.0 found, 144.0 required.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,17368-12-6, 2-Chloro-4-hydroxypyridine, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; KUDUK, Scott D.; LIVERTON, Nigel; LUO, Yunfu; SKUDLAREK, Jason; (79 pag.)WO2016/95204; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 34107-46-5 ,Some common heterocyclic compound, 34107-46-5, molecular formula is C7H9NO, 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.

B. Preparation of 6-methylnicotinaldehyde To a solution of oxalyl chloride (2 M in dichloromethane, 9.34 mL, 18.68 mmol) in 30 mL dichloromethane at -60 C. under argon, dimethyl sulfoxide (3.1 g, 2.81 mL, 39.63 mmol) was added over 20 min. The mixture was stirred at -60 C. for 20 min before a solution of (6-methylpyridin-3-yl)methanol in 8 mL dichloromethane was added over 20 min. The reaction mixture was stirred for 20 min, and then triethylamine (8.02 g, 11.05 mL, 79.25 mmol) was added over 10 min. The reaction mixture was allowed to warm up to room temperature and 48 mL water was added. The mixture was extracted with dichloromethane and the combined extracts were dried (Na2SO4), filtered and concentrated. The crude product was purified by automated silica gel chromatography (eluted with ethyl acetate-hexanes) to isolate 1.67 g (85%) of the title compound as a light brown oil. HPLC: retention time=0.19 min.

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. 34107-46-5, (6-Methylpyridin-3-yl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Wu, Gang; Mikkilineni, Amarendra B.; Sher, Philip M.; Murugesan, Natesan; Gu, Zhengxiang; US2006/287341; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 846021-26-9 ,Some common heterocyclic compound, 846021-26-9, molecular formula is C7H8N2O2, 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 mixture of 2-Amino-6-methyl-1licotinic acid (1.44 g, 9.46 mmol) and formamide (8.0 g, 178 mmol) was stirred at 170C for 2 hours. After cooling, the mixture was quenched with water (4 mL). The precipitate was filtered, washed with water and dried to afford 7-Methyl-pyrido [2,3-d] pyrimidin-4-ol (0.79g, 51%). 1H NMR (CDC13, 400 MHz) 8 8.49 (d, J=8.4Hz, 1H), 8.22 (s, 1H), 7.35 (d, J=8. 0Hz, 1H), 2.75 (s, 3H). MS (APCI+) [M+H] +162.

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. 846021-26-9, 2-Amino-6-methylnicotinic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ARRAY BIOPHARMA INC.; WO2005/51304; (2005); A2;,
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.56622-54-9, name is (6-Methylpyridin-3-yl)methanamine, molecular formula is C7H10N2, molecular weight is 122.17, as common compound, the synthetic route is as follows.Quality Control of (6-Methylpyridin-3-yl)methanamine

Into a round bottom flask were combined 5-formyl-4′-methylbiphenyl-3-carboxylic acid(3.00 g, 12.5 mmol), (6-methylpyridin-3-yl)methanamine (1.91 g, 15.6 mmol), NN-diisopropylethylamine (6.46 g, 49.9 mmol) and NN-dimethylformamide (97 mL). NN,N’,N’-Tetramethyl-O-(7-azabenzotriazol- l-yl)uronium hexafluorophosphate (9.50 g, 25.0 mmol) was added in one portion and the mixture was heated at 60 0C for 2 h. After cooling, the mixture was poured onto saturated sodium bicarbonate (200 mL) and extracted with ethyl acetate (3 x 100 mL). The combined extracts were dried over sodium sulfate and concentrated in vacuo. The residue was purified by column chromatography using methylene chloride:methanol gradient (0-10%) to afford the title compound. LC-MS: 346.2 [M+l ]+; 1H NMR (400 MHz, DMSO-d6): 10.14 (s, IH), 8.46-8.43 (m, 2H), 8.37-8.33 (m, 2H), 7.72 (d, 2H, J = 8.0 Hz), 7.64 (dd, IH, J = 8.0 Hz), 7.34 (d, 2H, J = 7.9 Hz), 7.22 (d, 2H, J = 7.9 Hz), 4.51 (d, 2H, J = 5.9 Hz), 2.44 (s, 3H), 2.37 (s, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,56622-54-9, (6-Methylpyridin-3-yl)methanamine, and friends who are interested can also refer to it.

Reference:
Patent; RENOVIS, INC.; WO2009/110985; (2009); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 847902-56-1 ,Some common heterocyclic compound, 847902-56-1, molecular formula is C5H3FN2O3, 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 8A 2-Amino-5-fluoropyridin-3-ol 5.6 g of 5-fluoro-2-nitropyridin-3-ol (Example 7A; 36 mmol) were dissolved in 2 l of ethanol, a catalytic amount of palladium on activated carbon (10%) was added and the mixture was hydrogenated under standard hydrogen pressure for 16 h. The mixture was filtered off through silica gel and the filtrate was concentrated (product batch 1). The filter cake was rinsed with methanol until the colour of the filtrate was no longer yellowish. The filtrate was concentrated, giving a second product batch. This gave 4.26 g (85% of theory) of the title compound. LC-MS (Method 2): Rt=0.17 min MS (ESpos): m/z=128.9 (M+H)+ 1H NMR (400 MHz, DMSO-d6): delta=5.4 (br. s, 2H); 6.8 (dd, 1H); 7.4 (d, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,847902-56-1, its application will become more common.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; VAKALOPOULOS, Alexandros; FOLLMANN, Markus; HARTUNG, Ingo; BUCHGRABER, Philipp; JAUTELAT, Rolf; HAssFELD, Jorma; LINDNER, Niels; WUNDER, Frank; STASCH, Johannes-Peter; REDLICH, Gorden; LI, Volkhart Min-Jian; BECKER, Eva-Maria; KNORR, Andreas; US2014/128372; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem