Day: April 11, 2022

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

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

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

Synthetic Route of 1093879-46-9 ,Some common heterocyclic compound, 1093879-46-9, molecular formula is C7H6BrNO2, 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 mixture of 2-(6-bromo-2-pyridyl)acetic acid (500 mg, 2.31 mmol) and ethyl 2- amino-2-methyl- propanoate (426 mg, 2.55 mmol, CAS 17288-15-2) in DMF (10 mL) was added HATU (1.14 g, 3.01 mmol) and DIPEA (897 mg, 6.94 mmol). Then the mixture was stirred at 20 C for 12 hours. On completion, the reaction mixture was concentrated in vacuo. The residue was washed with water (50 mL) and extracted with ethyl acetate (3 X 50 mL). The organic layer was dried with Na2SO4, filtered and concentrated in vacuo. The residue was purified by prep-column chromatography (petroleum ether:ethyl acetate = 1:1) to give the title compound (580 mg, 76% yield) as a yellowish oil. LCMS: (ES+) m/z (M+H)+= 328.9, tR = 0.742

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1093879-46-9, its application will become more common.

Reference:
Patent; RAZE THERAPEUTICS, INC.; MAINOLFI, Nello; (215 pag.)WO2018/106636; (2018); 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.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

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. 99368-68-0, name is 6-Chloro-5-(trifluoromethyl)pyridin-3-amine, molecular formula is C6H4ClF3N2, 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. Product Details of 99368-68-0

The crude 6-chloro-5- (trifluoromethyl) pyridin-3-amine 5(crude 1.3 g, 6.61 mmol) was dissolved in pyridine (10 ml), then 4-dimethylaminopyridine (DMAP) (50 mg) was added. di -t- butyl dicarbonate(2.17g) was added dropwise, and the mixture was stirred for 4 hours at 22 . Toluene (20ml) was added, all solvent was removed under reducedpressure. The residue was filtered through a plug of silica gel (hexane/ ethyl acetate 2: 1), to obtain t- butyl N-6- chloro-5- (trifluoromethyl)pyridin-3-yl carbamate 6.

With the rapid development of chemical substances, we look forward to future research findings about 99368-68-0.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; JUNG, MICHAEL E; SAWYERS, CHARLES L; OUK, SAMEDY; TRAN, CHRIS; WONGVIPAT, JOHN; (40 pag.)JP2016/11315; (2016); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 700811-29-6, 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. 700811-29-6, name is 2-Chloro-4-hydrazinopyridine. A new synthetic method of this compound is introduced below.

A microwave reaction vessel was charged with 1.34 g of (2-Chloro-pyridin-4-yl)-hydrazine (7.48 mmol, 1.1 equiv) and 2.00 g of N-cyano-N’-(4-acetamidophenyl)-O-phenylisourea (6.80 mMol, 1 equiv). The solids were dissolved in 40 mL of NMP and 8 mL of DIEA. The sealed vessel was warmed to 220 C. for 6 min via microwave irradiation. Upon cooling, the resulting solution was poured into 200 mL of saturated sodium bicarbonate. The precipitate was collected and washed with 3×100 mL of water. After azeotropic drying (3×50 mL of acetonitrile) the dark yellow solid (2.0 g, 5.80 mMol, 85% yield) was used without further purification. 1H NMR (500 Mhz, DMSO-d6) delta 9.68 (1 H, s), 9.00 (1 H, s), 8.40 (1 H, d), 7.67 (2 H, m), 7.50 (2 H, d), 7.40 (2 H, d), 6.95 (2 H, s), 2.0 (3 H, s) ppm. LCMS: 2.16 minutes/343.95 (M+H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,700811-29-6, 2-Chloro-4-hydrazinopyridine, and friends who are interested can also refer to it.

Reference:
Patent; Salituro, Francesco; Ledeboer, Mark; Ledford, Brian; Wang, Jian; Pierce, Albert; Duffy, John; Messersmith, David; US2006/63756; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 74134-42-2 , The common heterocyclic compound, 74134-42-2, name is 2-Bromo-6-(methylthio)pyridine, molecular formula is C6H6BrNS, 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.

2-Bromo-6-(methylthio)pyridine (1.00 g, 4.90 mmol) and trifluoroacetamide (0.831 g, 7.35 mmol) in THF (10 mL) was added dropwise to a pre-cooled suspension of sodium hydride (60% in mineral oil) (0.176 g, 4.41 mmol) in THF (5 mL) at 0 00 under nitrogen. After 5 mm, a solution of 1,3-dibromo-5,5- dimethylhydantoin (2.10 g, 7.35 mmol) in THF (7.5 mL) was added dropwise. After 1 h, the reaction mixture was partitioned between EtOAc and 25% sodium sulfite (aq) solution, separated, extracted (EtOAc x 2), dried (Phase Separator), and the solvents were removed in vacuo to give the title compound as a colourless oil that turned into a white solid on standing. The material was carried through to the next step without further purification.LCMS (Method A): RT = 1.02 mi mlz = 315, 317 [M+H]

The synthetic route of 74134-42-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ALMAC DISCOVERY LIMITED; BURKAMP, Frank; ROUNTREE, James Samuel Shane; TREDER, Adam Piotr; (155 pag.)WO2018/11569; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 59290-81-2, name is 2-Methyl-5-nitro-3-pyridinecarboxylic acid, molecular formula is C7H6N2O4, 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. Recommanded Product: 2-Methyl-5-nitro-3-pyridinecarboxylic acid

A mixture of intermediate C (14 mg, 0.06 mmol), oxalyl chloride (0.3 mmol) and a catalytical amount of DMF in 1 ml DCM was stirred at r.t. for 1.5 hr. After evaporation to dryness, the resulting acid chloride was coupled with compound 17 (0.05 mmol) in 0.5 ml DCM in presence of DIEA (44 mul, 5 eq.). The reaction mixture was stirred at r.t. overnight before concentration to dryness. Preparative HPLC purification gave 28.3 mg of the product as the TFA salt. (Calculated mass: 552.6, observed mass: 552.8).

With the rapid development of chemical substances, we look forward to future research findings about 59290-81-2.

Reference:
Patent; KEMIA, INC.; WO2007/56016; (2007); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 121643-44-5, 2-Methoxy-3-(trifluoromethyl)pyridine, 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: 121643-44-5, blongs to pyridine-derivatives compound. Recommanded Product: 121643-44-5

2. 3-Trifluoromethyl-pyridin-2-ol EPO Heat a mixture of 2-methoxy-3-trifluoromethyl-pyridine (1.0 g, 5.6 mmol) and 30% HBr in acetic acid (5 mL) at reflux for 1 hour. Cool the mixture and remove the volatiles by rotary evaporation. Add ether and collect the precipitate by filtration. Air-dry to give the title compound as the hydrogen bromide salt.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,121643-44-5, 2-Methoxy-3-(trifluoromethyl)pyridine, and friends who are interested can also refer to it.

Reference:
Patent; NEUROGEN CORPORATION; WO2006/42289; (2006); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem