Month: April 2022

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. 131747-62-1, name is 3-(Trifluoromethyl)pyridine-2-carboxaldehyde, the common compound, a new synthetic route is introduced below. Product Details of 131747-62-1

To a solution of 13 (250 mg, 1.010 mmol) in toluene 10 mL was added 3-(trifluoromethyl) picolinaldehyde (177.0 mg, 1.010 mmol). PTSA (384.5 mg, 2.021 mmol) was added to the reaction mixture and 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 compound (E)-6-methoxy-5-morpholino-2-((3-(trifluoromethyl)pyridin-2-yl)methylene)-2,3-dihydro-1H-inden-1-one 67. The compound 67 was purified through flash chromatography by using 100-200 mesh silica gel. The compound was eluted at 34% ethyl acetate in hexane to afford yellow coloured solid.

The synthetic route of 131747-62-1 has been constantly updated, and we look forward to future research findings.

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

Reference of 10273-89-9, Adding some certain compound to certain chemical reactions, such as: 10273-89-9, name is 2-(o-tolyl)pyridine,molecular formula is C12H11N, 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 10273-89-9.

EXAMPLE 1 Production of 2-[2-methyl-6-(2-methyl-propenyl)-phenyl]-pyridine A teflon (registered trade mark)-coated magnetic stirring rod was placed in a 4 mL pressure proof screw vial, dried with heating, then, N2 gas was allowed to flow through the reaction apparatus for several minutes to purge the whole reaction apparatus with nitrogen. The reaction vessel was left to cool to room temperature, then, under a nitrogen flow, into the reaction vessel was added Ru(cod)(cot) complex (0.1 mmol, 31.6 mg), trisfurylphosphine (0.1 mmol, 23.2 mg), 2-o-tolylpyridine (1 mmol, 169 mg), 2-methylpropenyl acetate (3 mmol, 342.4 mg) and toluene (1 mL), and the reaction vessel was sealed. The mixture was heated at 100 C. by an oil bath, and reacted for 24 hours. 50 hours after, the reaction solution was left to cool to room temperature, then, an internal standard was added, and the product was quantified by gas chromatography. Isolation of the product was carried out by silica gel column chromatography (i.d.=30 mm; length=170-250 mm; hexane:EtOAc:Et3N=8:1:0.1; 25 mL each). A subject substance 2-[2-methyl-6-(2-methyl-propenyl)-phenyl]-pyridine was obtained with a yield of 86%. IR (neat) 3058 m, 2969 m, 2856 m, 1654 w, 1587 s, 1563 m, 1459 s, 1421 m, 1376 m, 1280 w, 1182 w, 1147 w, 1091 w, 1064 w, 1025 w, 987 w, 892 m, 840 m, 775 m, 752 s, 649 m, 622 m, 472 s, 441 s, cm-1 1H NMR (CDCl3) d 1.658 (d, J=1.4 Hz, 3H, CH3), 1.719 (dt, J=1.4 Hz, 3H, CH3), 2.083 (s, 3H, CH3), 5.802 (s, 1H, CH), 7.11-7.28 (m, 5H, ArH), 7.700 (td, J=7.6 Hz, 1.9 Hz, 1H, ArH), 8.692 (dd, J=4.9 Hz, 1.9 Hz, 1H, ArH); 13C NMR (CDCl3) d 19.41, 20.21, 26.09, 121.42, 124.33, 125.18, 127.23, 127.37, 128.12, 134.93, 135.76, 135.91, 137.15, 139.81, 149.19, 159.64; MS m/z (% relative intensity) 223 (M+, 5), 209 (17), 208 (100), 90 (10), 51 (10) Elemental Analysis Anal. Calcd for C16H17N: C, 86.05; H, 7.67; N, 6.27%. Found: C, 85.93; H, 7.38; N, 6.38%

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. 10273-89-9, 2-(o-tolyl)pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; OSAKA UNIVERSITY; US2009/43096; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 60186-13-2, 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 60186-13-2, name is 2,4,6-Trichloro-3-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 1 (1.00 mmol) in DMF (3 mL) was added (PPh3)2PdCl2 (21 mg, 0.030 mmol) under an N2 atm and the reaction mixture was stirred for 5 min, before 2-furyl(tributyl)tin (0.32 mL, 1.0 mmol) was added. The resulting mixture was stirred for the time and at the temperature given in Table 1. H2O (40 mL) was added and the aqueous mixture extracted with EtOAc (2 × 30 mL). The combined organic phases were washed with brine (30 mL), dried (MgSO4) and evaporated in vacuo. The 1H NMR spectrum of the crude reaction mixture was recorded. The residue was dissolved in THF (8 mL), KF (ca. 200 mg) was added and the resulting suspension was stirred at ambient temperature for 18-20 h, evaporated with a small amount of silica gel and purified by flash chromatography on silica gel.

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 60186-13-2, 2,4,6-Trichloro-3-nitropyridine.

Reference:
Article; Khoje, Abhijit Datta; Gundersen, Lise-Lotte; Tetrahedron Letters; vol. 52; 4; (2011); p. 523 – 525;,
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 67367-24-2, name is Methyl 4-hydroxynicotinate. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C7H7NO3

Reference example 30: methyl 5-bromo-4-hydroxypyridine-3-carboxylate To a suspension of methyl 4-hydroxypyridine-3-carboxylate (CASNo.67367-24-2) (1.96 g) in acetonitrile (20 mL)/acetic acid (4 mL) was added N-bromosuccinimide (CASNo.128-08-5) (2.39 g) at room temperature, and the mixture was stirred at 60 degrees C for 4 hours followed by concentration. To the obtained residue was added acetone, and the mixture was stirred for 5 min. The insoluble matter was collected by filtration to obtain the title compound having the following physical property values. Description: white powder; TLC: Rf 0.53 (ethyl acetate : methanol = 4 : 1);

With the rapid development of chemical substances, we look forward to future research findings about 67367-24-2.

Reference:
Patent; ONO Pharmaceutical Co., Ltd.; ISHIDA, Akiharu; MATSUSHITA, Takeshi; SEKIGUCHI, Tetsuya; KOMAGATA, Tatsuya; NISHIO, Takuya; EP2871179; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 71670-70-7 , The common heterocyclic compound, 71670-70-7, name is 2-(Chloromethyl)-5-methylpyridine hydrochloride, molecular formula is C7H9Cl2N, 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.

Using 2-chloromethyl-5-methylpyridine hydrochloride (170 g) and thiourea (86 g) as the starting materials, 2-(5-methylpyrid-2-ylmethyl)isothiourea dihydrochloride (160 g) is obtained. 2-Chloromethyl-5-methylpyridine hydrochloride can be prepared in accordance with the method described by R. Nicoletti and M. L. Forcellese, Gazz. Chim. Ital., 97, 148 (1967).

The synthetic route of 71670-70-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Rhone-Poulenc Industries; US4272534; (1981); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 19230-55-8 , The common heterocyclic compound, 19230-55-8, name is 3-Chloro-5-methylpyridine, molecular formula is C6H6ClN, 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.

General procedure: 2 mol% Pd(OAc)2/3 mol% Nixantphos, anhydrous DMF (1.0 ml) were added to an oven-dried 10 ml reaction vial equipped with a stir bar, the mixture was stirred at 45 C under an argon atmosphere for 1h to be a dark brown solution. 1 mol% CuI/1.1 mol% Nixantphos, anhydrous DMF (1.0 ml) were added to an oven-dried 10 ml reaction vial equipped with a stir bar, the mixture was stirred at 60 C under an argon atmosphere for 2h to be a colorless transparent solution. The amount of catalyst and solvent should scaled up by the number of reactions. Benzoxazoles (0.25 mmol), aryl chlorides (0.3 mmol) and K3PO4*7H2O (42.3 mg, 0.125 mmol, 0.5 equiv) were added to an oven-dried 10 ml reaction vial equipped with a stir bar. A stock solution of Pd(OAc)2/Nixantphos and CuI/Nixantphos in 1 ml of dry DMF was taken up by syringe and added to the reaction vial. The reaction vial filled with argon was then sealed with a septum. The reaction mixture was stirred for12 h or 24 h at 120 C, quenched with two drops of H2O, diluted with 3 mL of ethyl acetate, and filtered over a pad of MgSO4 and silica. The pad was rinsed with additional ethyl acetate, and the solution was concentrated in vacuo. The crude material was loaded onto a silica gel column and purified by flash chromatography.

The synthetic route of 19230-55-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zheng, Ling-Li; Yin, Bo; Tian, Xing-Chuan; Yuan, Ming-Yong; Li, Xiao-Huan; Gao, Feng; Tetrahedron Letters; vol. 60; 51; (2019);,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 52311-50-9, 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 52311-50-9, name is 2-Chloro-4-ethoxypyridine. This compound has unique chemical properties. The synthetic route is as follows.

To a mixture of 2-chloro-4-ethoxypyridine (13 g, 82 mmol) and H2SO4 (40 mL, 750 mmol) was added NBS (17.62 g, 99 mmol). Then the mixture was stirred at 60 C for 10 h. After cooling to rt, the mixture was poured into cold water (300 mL). The mixture was extracted with EA (200 mL x 2). The combined organic layer was washed with saturated NaHCC>3 solution (200 mL x2) and concentrated. The crude material was purified by silica column chromatography (PE/EA = 15: 1). All fractions found to contain product by TLC (PE/EA = 5: 1, Rf = 0.6) were combined and concentrated to yield a yellow solid of 5-bromo-2-chloro-4-ethoxypyridine (8.5 g, 26.3 mmol, 32% yield): NMR (400 MHz, CDC13) delta 8.32 (s, 1H), 6.79 (s, 1H), 4.16 (q, J= 6.8 Hz, 2H), 1.50 (t, J = 6.8 Hz, 3H); ES-LCMS m/z 238 (M+3).

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 52311-50-9, 2-Chloro-4-ethoxypyridine.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; EIDAM, Hilary Schenck; DEMARTINO, Michael P.; GONG, Zhen; GUAN, Amy Huiping; RAHA, Kaushik; WU, Chengde; YANG, Haiying; YU, Haiyu; ZHANG, Zhiliu; CHEUNG, Mui; WO2014/141187; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1060808-94-7, 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. 1060808-94-7, name is 6-Amino-4-chloronicotinic acid. A new synthetic method of this compound is introduced below.

1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide methyl iodide (0.175 g, 0.630 mmol) and 1-hydroxybenzotriazole monohydrate (0.097 g, 0.630 mmol) were added to a stirred solution of compound 32 (0.072 g, 0.420 mmol) in DMF (2 mL) at room temperature. After 15 min, m-toluidine (77 muL, 0.714 mmol) was added and the reaction mixture stirred at room temperature for 18 h. The reaction mixture was poured onto water (5 mL) and extracted with EtOAc (2 × 10 mL). The combined extracts were washed successively with saturated sodium bicarbonate solution (10 mL), water (3 × 10 mL), and brine (10 mL), dried (MgSO4) and concentrated to give the crude 3-carboxamido-4-anilino intermediate as a brown gum. This was taken up in 1,4-dioxane (2 mL), treated with ethyl isocyanate (23 muL, 0.300 mmol) and heated to 80 C for 18 h. The reaction mixture was cooled to room temperature, diluted with EtOAc (5 mL) and reduced in vacuo directly onto SiO2. Column chromatography (SiO2), eluting with 2:1 Petrol-EtOAc to neat EtOAc, afforded the title compound (0.029 g, 0.072 mmol, 17%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1060808-94-7, its application will become more common.

Reference:
Article; Yule, Ian A.; Czaplewski, Lloyd G.; Pommier, Stephanie; Davies, David T.; Narramore, Sarah K.; Fishwick, Colin W.G.; European Journal of Medicinal Chemistry; vol. 86; (2014); p. 31 – 38;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 183208-34-6 ,Some common heterocyclic compound, 183208-34-6, molecular formula is C7H5BrN2O, 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 5-bromo-7-azaoxindole (213 mg, 1 mmol) in dimethylsulfoxide (1 ml) and ethanol (5 ml) in Parr bomb were added triethylamine (0.31 ml, 2.25 mmol), palladium acetate (33.7 mg, 0.15 mmol), and 1,3-(bisdiphenylphosphino)propane (61.9 mg, 0.15 mmol). Carbon monoxide gas (40 atm) was applied and the reaction mixture was heated at 95 C. for 18 hours with vigorously stirring. The reaction mixture was diluted with diethyl ether (50 ml) and washed with water (10 ml). The aqueous layer was thoroughly extracted with diethyl ether. The combined organic layers were dried over anhydrous MgSO4, filtered and evaporated under vacuum to give crude product. Trituation of the crude product with methanol yielded 5-(carboethoxy)-7-azaoxindole as a tan solid (53 mg, 25.7%). 1H NMR (DMSO-d6): delta 11.39 (s, 1H), 8.62 (s, 1H), 7.95 (s, 1H), 4.27 (q, 2H, J=7 Hz), 3.59 (s, 2H), 1.28 (t, 3H, J=7 Hz). MS (-ve APCl): 205 (4, M-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. 183208-34-6, 5-Bromo-1H-pyrrolo[2,3-b]pyridin-2-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Glaxo Wellcome Inc.; US6350747; (2002); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 84199-61-1, 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. 84199-61-1, name is 3-Acetyl-2-bromopyridine, molecular formula is C7H6BrNO, 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.

General procedure: To a 200 mL round bottle flash was added sodium tert-butoxide (1.3equiv), followed by the addition of 50mL anhydrous THF, the mixture was stirred until all base was dissolved. Methyltriphenylphosphonium iodide (1.2equiv) was added in one port and the heterogeneous solution was stirred at rt for 30min. Pyridyl ketones (1.0equiv) were added slowly and the mixture was stirred at rt overnight. The mixture was quenched with water and extracted with ether twice. The combined organic layer was dried (MgSO4) and filtered, concentrated to provide some oil mixed with powder. The crude material was then distilled by Kugelrohr apparatus at 10mBar with temperature ranging from 50 to 100C to afford the product as colorless liquid. Characterization of unreported 1d, 1f is listed below:

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 84199-61-1, 3-Acetyl-2-bromopyridine.

Reference:
Article; Lian, Yajing; Burford, Kristen; Londregan, Allyn T.; Tetrahedron; vol. 71; 50; (2015); p. 9509 – 9514;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem