Tag: M.W:100-200

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.956010-87-0, name is 3-(Trifluoromethyl)-1H-pyrazolo[3,4-b]pyridine, molecular formula is C7H4F3N3, molecular weight is 187.12, as common compound, the synthetic route is as follows.Quality Control of 3-(Trifluoromethyl)-1H-pyrazolo[3,4-b]pyridine

To compound 12 (150 mg, 0.80 mmol) and benzene-1,2-diamine (104 mg, 0.96 mmol) was added a 1N aqueous sodium hydroxide solution (3.0 mL), and the mixture was heated in a microwave oven to 150 C for 10 min. The mixture was diluted with water and extracted twice with ethyl acetate. The solvent was evaporated, and the residue was purified by preparative HPLC to yield 80 mg (42 %) of the title compound as a white solid. 1H NMR (400MHz, DMSO-d6): delta 7.19-7.29 (m, 2H), 7.39 (dd, J=8.1, 4.4Hz, 1H), 7.53 (d, J=7.1Hz, 1H), 7.74 (d, J=7.1Hz, 1H), 8.65 (dd, J=4.4, 1.0Hz, 1H), 8.85 (dd, J=7.8, 1.0Hz, 1H), 13.12 (br s, 1H), 14.19 (br s, 1H). 13C NMR (125 MHz, DMSO-d6): delta 111.5, 112.8, 118.2, 119.0, 121.6, 122.9, 131.3, 134.2, 135.6, 143.8, 146.5, 149.7, 152.7. HRMS m/z calcd for C13H9N5 + [H+]: 236.0931; found: 236.0936.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,956010-87-0, 3-(Trifluoromethyl)-1H-pyrazolo[3,4-b]pyridine, and friends who are interested can also refer to it.

Reference:
Article; Schirok, Hartmut; Griebenow, Nils; Fuerstner, Chantal; Dilmac, Alicia M.; Tetrahedron; vol. 71; 34; (2015); p. 5597 – 5601;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1003711-43-0 , The common heterocyclic compound, 1003711-43-0, name is 2-Bromo-5-hydroxy-3-methylpyridine, molecular formula is C6H6BrNO, 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.

0.49 g (6.82 mmoi) cyclopropane methanol in 10 mL THF are charged with 0.42 g (11.4 mmoi) NaH and the reaction mixture is stirred at r.t. for 20 min. Then 1.00 g (5.68 mmoi) 5-bromo-2-fluoropyridine are added and the mixture is stirred at r.t. over night. The reaction is quenched by the addition of water and extracted with EtOAc. The organic layers are combined, dried over MgS04l filtered and the solvent is removed in vacuo. The crude product is purified by HPLC (MeOH/H20/FA). CgH-ioBrNO (M= 228.1 g/mol) ESI-MS: 228/229 [M+H]+ Rt (HPLC):1.14 min (method C) The following compounds are prepared analogously to example XXV.1 ; For example XXV.4 the reaction conditions are 50 C for 4 h. For examples XXV.10 – XXV.13 and XXV.19 – XXV.21 the reaction time is 2 h. For example XXV.9 no solvent is used and the reaction temperature is 95 C. For the examples XXV.4, XXV.10 – XXV.12, XXV.15 – XXV.16 and XXV.19 – XXV.21 the reaction is done in DMF. For example XXV.18 the reaction is done in DMSO at 100 C. For example XXV.21 toluene is used as solvent and the reaction conditions are 50 C for 1 h. For example XXV.22 methyltetrahydrofurane is used as solvent at 0 C for the deprotonation and 50 C for the substitution..

The synthetic route of 1003711-43-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; FLECK, Martin; HEINE, Niklas; NOSSE, Bernd; ROTH, Gerald Juergen; WO2014/114578; (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 40473-07-2, name is 2-Bromo-6-methoxypyridine. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C6H6BrNO

To a solution of the compound of Preparation 113 (5.6 g, 29.8 mmol) in anhydrous tetrahydrofuran (100 ml), at -78° C. and under nitrogen, was added n-butyllithium (1.6M in hexane, 19.5 ml), via syringe. The mixture was stirred at -78° C. for 30 min, before addition of N,N-dimethylformamide (2.5 ml, 32.8 mmol). The reaction mixture was allowed to warm to room temperature and stirred for 18 h, before being acidified with sulphuric acid (2M) and then neutralised by addition of sodium hydrogen carbonate. The mixture was concentrated in vacuo and the residue was extracted with ethyl acetate (4*150 ml). The combined extracts were dried (MgSO4) and concentrated in vacuo to give the title compound (3.0 g). 1H-NMR (CDCl3): 4.01-4.05 (3H), 6.95-7.00 (1H), 7.54-7.58 (1H), 7.70-7.76 (1H), 9.95-9.98 (1H)

With the rapid development of chemical substances, we look forward to future research findings about 40473-07-2.

Reference:
Patent; PFIZER LIMITED; US2008/103130; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 19346-44-2, 2-Fluoro-3-nitro-5-methylpyridine, 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, Safety of 2-Fluoro-3-nitro-5-methylpyridine, blongs to pyridine-derivatives compound. Safety of 2-Fluoro-3-nitro-5-methylpyridine

3-Amino-2-fluoro-5-methylpyridine was prepared analogously from 2-fluoro-5-methyl-3-nitropyridine. This compound was obtained in 89 percent yield as white solid melting at 27-28.5 C. Elemental Analysis C6 H7 FN2 Calc.: %C, 57.1; %H, 5.59; %N, 22.2 Found: %C, 56.9, %H, 5.65; %N, 22.6 1 H NMR CDCl3: 7.2 (d, 1H); 6.8 (d, 1H); 3.7 (br, 2H); 2.1 (s, 3H); 13 C NMR CDCl3: 151.8 (d, J=229); 134.5 (d, J=12.6); 132.2 (d, J=3.9); 129.9 (d, J=28.7); 125.8 (d, J=5.3), 17.8.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,19346-44-2, 2-Fluoro-3-nitro-5-methylpyridine, and friends who are interested can also refer to it.

Reference:
Patent; DowElanco; US5461161; (1995); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 6515-09-9, 2,3,6-Trichloropyridine, 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, 6515-09-9, blongs to pyridine-derivatives compound. Recommanded Product: 6515-09-9

Experiment in a volume of 100 ml in the high-pressure reactor made of steel, will be 2, 3, 6-trichloro-pyridine 4g soluble in 36g tetrahydrofuran, then added with embodiment 2 of the method for preparing the loading of 1 wt % of Pd2+/GO the catalyst dosage is 200 mg, the hydrogen pressure is 4.5 MPa, the reaction temperature is 30 C, the reaction time is 22h, after the reaction is ended, direct sampling gas phase chromatographic detection, 2,3-dichloro pyridine conversion is 75.3%, selectivity of 85.0%. After the reaction, the reaction solution is filtered to remove the catalyst, the filtrate after evaporating solvent, crystallization and purification the nitrile is heavyafter the second grade the resulting residue, to obtain the product 2,3-dichloro-pyridine.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,6515-09-9, its application will become more common.

Reference:
Patent; Zhejiang University; Wei, Zuojun; Chen, Yidong; (8 pag.)CN105418492; (2016); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 39658-41-8, Ethyl 6-aminonicotinate, 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, Safety of Ethyl 6-aminonicotinate, blongs to pyridine-derivatives compound. Safety of Ethyl 6-aminonicotinate

Step 2 To a stirred solution of lithium aluminium hydride (183 mg, 4.83 mmol) in tetrahydrofuran was slowly added solution of ethyl 6-aminonicotinate (200 mg, 1.21 mmol) in tetrahydrofuran at 0 C. under nitrogen atmosphere. The reaction mixture was stirred at 0 C. for 30 minutes then at room temperature for 3 h. The mixture was quenched at 0 C. with 1N HCl until pH is 3 then basified with sodium carbonate solution until pH is 7. Then the mixture was filtered using celite to remove LAH residue and it was dissolved in ethyl acetate and washed with saturated sodium carbonate solution. The organic layer was dried (magnesium sulfate) and filtered. The filtrate was removed in vacuo. The crude condition of (6-aminopyridin-3-yl)methanol (55 mg, crude) was obtained in 75% yield.

The synthetic route of 39658-41-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Gruenenthal GmbH; FRANK, Robert; BAHRENBERG, Gregor; CHRISTOPH, Thomas; LESCH, Bernhard; LEE, Jeewoo; US2013/29962; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 953780-40-0, Methyl 5-fluoro-6-methoxynicotinate, 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, category: pyridine-derivatives, blongs to pyridine-derivatives compound. category: pyridine-derivatives

[00674] Intermediate 73d: 5-fluoro-6-methoxy-pyridine-3-carboxylic acid[00675] A solution of potassium hydroxide (885mg, 1 5.77mmol) and methyl 5-fluoro-6-methoxy- pyridine-3-carboxylate (730mg, 3.g4mmol) in MeOH (l5mL) was stirred at room temperature overnight. The solvent was removed in vacuo and the residue taken up in water (20 mL) andwashed with ether (2OmL). The aqueous phase was acidified to pH 2 with 1 M HCI and extracted with EtOAc (3 x 2OmL). The organic fractions were collected, washed with brine, dried (Na2504), filtered and reduced in vacuo to afford the desired product 5-fluoro-6-methoxy-pyridine-3-carboxylic acid (640mg, 3.74mmol, 95% yield) as a white solid.1H NMR (CDCI3,400MHz) O/ppm: 8.71 (1H, d, J= 1.9Hz), 7.95 (1H, dd, J= 10.2Hz, 1.9Hz), 4.14(3H,s).MS Method 2: RT: 1.47 mm, 171.9 m/z [M+H]

The synthetic route of 953780-40-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; REDX PHARMA PLC; ARMER, Richard; BELFIELD, Andrew; BINGHAM, Matilda; JOHNSON, Alice; MARGATHE, Jean-Francois; AVERY, Craig; HUGHES, Shaun; MORRISON, Angus; (278 pag.)WO2016/51193; (2016); 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.3678-62-4, name is 2-Chloro-4-methylpyridine, molecular formula is C6H6ClN, molecular weight is 127.57, as common compound, the synthetic route is as follows.Recommanded Product: 3678-62-4

Step 1 2-Methoxy-4-methylpyridine Procedure: A mixture of 2-chloro-4-methylpyridine (20 g, 0.156 mol) and NaOCH3 (9.3 g, 0.172 mol) in DMSO (200 mL) was stirred at 100 C. for 4 hours. The solution was added to H2O and then extracted with ethyl acetate (50 mL*2). The organic layer was washed with H2O (300 mL) brine (300 mL) and dried concentrated to give 2-methoxy-4-methylpyridine (9 g, 46%). LC-MS: 124 [M+H]+, tR=1.21 min.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,3678-62-4, 2-Chloro-4-methylpyridine, and friends who are interested can also refer to it.

Reference:
Patent; Hermann, Johannes Cornelius; Lowrie, JR., Lee Edwin; Lucas, Matthew C.; Luk, Kin-Chun Thomas; Padilla, Fernando; Wanner, Jutta; Xie, Wenwei; Zhang, Xiaohu; US2012/252777; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 851484-95-2, 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. 851484-95-2, name is 2-Chloro-5-fluoronicotinaldehyde, molecular formula is C6H3ClFNO, 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 250 mL flask, 2-chloro-5-fluoropyridine-3-carboxaldehyde (4. 88 g, 31. 0 mmol) was dissolved in dioxane (103 mL) along with Boc-piperazine (5.77 g, 31. 0 mmol) and potassium carbonate (4.30 g, 31. 0 mmol). The reaction was heated to reflux with stirring for 48 hours. The mixture was then diluted with ethyl acetate (100 mL) and washed with saturated NaHC03 solution (2 x 75 mL) and saturated NaCI solution (2 x 75 mL). The organic layer was collected, dried overanhydrous Na2SO4, and then filtered. Solvent was removed iii vacuo and the residue was purified by column chromatography on silica using 9: 1 hexane/ethyl acetate as the eluent to afford 3. 0g (31%) of the 20a as a yellow solid.

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 851484-95-2, 2-Chloro-5-fluoronicotinaldehyde.

Reference:
Patent; NEUROCRINE BIOSCIENCES, INC.; WO2005/40109; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 63237-88-7, Pyrazolo[1,5-a]pyridine-2-carboxylic acid, 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 63237-88-7, blongs to pyridine-derivatives compound. Product Details of 63237-88-7

To a stirred solution of compound A (500 mg, 3.08 mmol, 1 eq) in CH2CI2 (15 ml) was added thionyl chloride (0.665 ml, 9.25 mmol, 3 eq) and the mixture was refluxed for 3 h. The mixture was cooled to RT, concentrated in vacuo and the residue was dissolved in CH2CI2 (20 ml). TEA (3 ml, 21.51 mmol, 7 eq) followed by Weinreb amine salt (450 mg, 4.62 mmol, and 1.5 eq) was added to it and the resulting mixture was stirred at 23 C for 16 h. The reaction mixture was diluted with ethyl acetate (150 ml), the combined organic layer was washed with water and brine. The organic layer was dried over anhydrous sodium sulfate and concentrated in vacuo. The crude material was purified by column chromatography to obtain compound B (400 mg, 63 %) as liquid compound. (0425) [0402] FontWeight=”Bold” FontSize=”10″ H NMR (DMSO-d6) delta 8.72-8.70 (d, / = 8 Hz, 1 H), 7.76-7.74 (d, / = 9 Hz, 1 H), (0426) 7.30-7.26 (m, 1 H), 7.02-7.00 (t, / = 7 Hz, 1 H), 3.73 (s, 3 H), 3.37 (s, 3 H); (0427) [0403] LCMS: m/z = 206.0 [M+H], RT = 2.27 minutes; (Program PI, Column v.

The synthetic route of 63237-88-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASANA BIOSCIENCES, LLC; THOMPSON, Scott, K.; PRIESTLEY, Tony; KUNDU, Mrinalkanti; SAHA, Ashis; NATH, Suvadeep; (126 pag.)WO2018/64135; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem