Category: pyridine-derivatives

393-53-3, 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. 393-53-3, name is 3-Fluoroisonicotinic acid, molecular formula is C6H4FNO2, 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.

Example 153: 3-(methylamino)-4-pyridinecarboxylic acid Methylamine (0.321 mL,3.90 mmol, 40% solution in water) was added to a 3-fluoro-4- pyridinecarboxylic acid (250 mg, 1 .772 mmol) and 1 ,4-Dioxane (0.3 ml) and the mixture heated using a microwave to 125 C for 1.5 hr then 2 hr and finally an additional 6 hr. The mixture was allowed tocoolthen concentrated by evaporation. Water (10 ml) was added then the mixture acidifed to pH 3 using 37% HCI. The resulting bright yellow precipitate was filtered then washed with water (10 ml) to give the title compound as a yellow solid, 114 mg (42%).1H NMR (400 MHz, DMSO-S6) 8.2oppm (1H, 5), 7.84ppm (1H, d), 7.Ssppm (1H, d), 2.93ppm (3H, 5).

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. 393-53-3, 3-Fluoroisonicotinic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXO GROUP LIMITED; BARKER, Michael David; CAMPBELL, Matthew; DIALLO, Hawa; DOUAULT, Clement; HUMPHREYS, Philip; LIDDLE, John; SHEPPARD, Robert John; THOMAS, Pamela Joan; WILSON, David Matthew; WO2013/143597; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 271-63-6, name is 1H-Pyrrolo[2,3-b]pyridine. A new synthetic method of this compound is introduced below., 271-63-6

(1) Add 7-azaindole and water to the reactor, stir for 45 minutes, add tetramethyl phosphonium and MFI zeolite, heat to 50C, stir and mix, add formaldehyde,After homogenization, microwave irradiation was performed for 2 hours, and the reaction was continued for 6 hours after stirring. After filtration, the precipitate was dissolved in methylene chloride. After filtration, the filtrate was distilled under reduced pressure and recrystallized to give 7-azaindole-3-methanol.;

At the same time, in my other blogs, there are other synthetic methods of this type of compound,271-63-6, 1H-Pyrrolo[2,3-b]pyridine, and friends who are interested can also refer to it.

Reference:
Patent; Dongguan Lianzhou Knowledge Property Right Scheduled Operations Management Co., Ltd.; Chen Dongjin; (6 pag.)CN107903261; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

571188-59-5, 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. 571188-59-5, name is tert-Butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate. A new synthetic method of this compound is introduced below.

(10) 2.25 g of the compound of formula (4) was dissolved15ml re-steamed toluene,Under nitrogen protection conditions,Add 13.5 ml (1 mol / L)Lithium hexamethyldisilazide,Reaction 30min,Then, 3 g of the compound of formula (12) (dissolved in 6 ml of reformed toluene)Reaction at low temperature for 4 hours,After the reaction is complete,Add ammonium chloride quenching,Adding methylene chloride extraction,The compound of formula (13) was purified by column chromatography

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. 571188-59-5, tert-Butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; East China Normal University; Hu Wenhao; Chang Huan; Xu Haiqun; Huang Haifeng; Ma Mingliang; (21 pag.)CN106749259; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

13534-99-1, A common compound: 13534-99-1, name is 2-Amino-3-bromopyridine,molecular formula is C5H5BrN2, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

Preparative Example 13 Step 1: 3-cyclopropylpyridin-2-amine To a solution of 3-bromopyridin-2-amine (10.0 g, 58.13 mmol) in toluene (100 mL) and water (10 mL) were added cyclopropylboronic acid (6.49 g, 75.57 mmol), tricyclohexylphosphine (1.63 g, 5.81 mmol), tri-potassium phosphate trihydrate (54 g, 0.2 mol) and palladium(II) acetate (652 mg, 2.91 mmol). The reaction mixture was purged with nitrogen for 2 min and heated to 90 ¡ãC for 16 h and subsequently concentrated to dryness in vacuo. The resulting viscous mass was diluted with water and extracted with ethyl acetate (3 x 150 mL). The combined organic layers were dried over sodium sulfate and concentrated to dryness in vacuo. The resulting residue was purified by column chromatography (silica gel, 100-200 mesh, 10percent to 30percent ethyl acetate in hexane) affording 3- cyclopropylpyridin-2-amine (7.0 g, 90percent): lU NMR (400 MHz, Chloroform-d) delta 7.93 – 7.91 (m, 1H), 7.24 – 7.21 (m, 1H), 6.59 – 6.56 (m, 1H), 4.76 (s, 2H), 1.63 – 1.57 (m, 1H), 0.92 – 0.87 (m, 2H), 0.59 – 0.57 (m, 2H).

With the rapid development of chemical substances, we look forward to future research findings about 13534-99-1.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; ESTRADA, Anthony; HUESTIS, Malcolm; KELLAR, Terry; PATEL, Snahel; SHORE, Daniel; SIU, Michael; (260 pag.)WO2016/142310; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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 23056-33-9 as follows., 23056-33-9

Sodium metal (0.106g, 4.6mmol) was dissolved in methanol (5ml) at 0C, 2-chloro-4-methyl-5-nitro-pyridine (0.2g, 1.0mmol) was added and the reaction mixture stirred at 0C for 1 h and at room temperature for 1 h. The solvent was removed in vacuo, water (5ml) was added, the crystalline precipitate was filtered, washed with water and dried to give 0.13g (68%) of 2-methoxy-4-methyl-5-nitro-pyridine.

The chemical industry reduces the impact on the environment during synthesis 23056-33-9, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Phenex Pharmaceuticals AG; EP1894924; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

102625-64-9 , The common heterocyclic compound, 102625-64-9, name is 5-(Difluoromethoxy)-2-(((3,4-dimethoxypyridin-2-yl)methyl)thio)-1H-benzo[d]imidazole, molecular formula is C16H15F2N3O3S, 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.

At room temperature, 10.0 G of 5-DIFLUOROMETHOXY-2- [ (3, 4-DIMETHOXY-2-PYRIDINYL) METHYLTHIO]-1H- benzimidazole and 1.05 G of (+) -L-tartaric acid bis- (N-pyrrolidinamide) (0.15 eq. ) are suspended in 72 ML of methyl isobutyl ketone. The suspension is heated at 40-45C and 12 ml of MIBK are distilled off for azeotropic removal of water present in the mixture. At this temperature, 0.53 G of zirconium (IV) ISOPROPOXIDE-ISOPROPANOL (0.05 eq. ) is added and the mixture is stirred for 1 hour. After cooling to 30C, 0.16 mi of N-ETHYIDIISOPROPYLAMINE is added. 5.5 g of cumene hydroperoxide (80% in cumene) are then slowly metered in. Stirring is continued at 30C until the exothermic oxidation process has ended (20 hours, monitored by TLC or HPLC). HPLC of the reaction shows 82% of title compound in an optical purity of > 95%.

The synthetic route of 102625-64-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ALTANA PHARMA AG; WO2004/52881; (2004); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 5407-87-4, name is 2-Amino-4,6-dimethylpyridine. This compound has unique chemical properties. The synthetic route is as follows. 5407-87-4

Step 1 Preparation of 2-amino-4,6-dimethyl-5-bromopyridine 20 g(0.164 mole) of 2-amino-4, 6-dimethylpyridine was added into a mixture of 69 ml of water and 16.1 g(0.164 mole) of sulfuric acid and the resulting solution was cooled to 0 C., and thereto was added 8.45 ml(0.164 mole) of bromine gradually at 0 C. The resulting solution was stirred for 30 minutes, adjusted to pH 9 to 10 with aqueous sodium hydroxide solution and extracted with dichloromethane. The organic layer was washed with water, dried over anhydrous Na2 SO4 and concentrated under reduced pressure. The residue was purified with silica gel column chromatography to obtain 18.25 g of the title compound(yield 55%) and 5.4 g of dibromo compound(yield 11.8%).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 5407-87-4, 2-Amino-4,6-dimethylpyridine.

Reference:
Patent; Korea Research Institute of Chemical Technology; US5849753; (1998); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 7379-35-3, name is 4-Chloropyridine hydrochloride. A new synthetic method of this compound is introduced below., 7379-35-3

B4c. General Method for Substituted Aniline Synthesis Via Nucleophilic Aromatic Substitution Using a Halopyridine; Step 1. Methyl(4-nitrophenyl)-4-pyridylamine; To a suspension of N-methyl-4-nitroaniline (2.0 g, 13.2 mmol) and K2CO3 (7.2 g, 52.2 mmol) in DMPU (30 mL) was added 4-chloropyridine hydrochloride (2.36 g, 15.77 mmol). The reaction mixture was heated at 90¡ã C. for 20 h, then cooled to room temperature. The resulting mixture was diluted with water (100 mL) and extracted with EtOAc (100 mL). The organic layer washed with water (100 mL), dried (Na2SO4) and concentrated under reduced pressure. The residue was purified by column chromatography (silica gel, gradient from 80percent EtOAc/20percent hexanes to 100percent EtOAc) to afford methyl(4-nitrophenyl)-4-pyridylamine (0.42 g)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,7379-35-3, 4-Chloropyridine hydrochloride, and friends who are interested can also refer to it.

Reference:
Patent; Dumas, Jacques; Khire, Uday; Lowinger, Timothy B.; Paulsen, Holger; Riedl, Bernd; Scott, William J.; Smith, Roger A.; Wood, Jill E.; Hatoum-Mokdad, Holia; Johnson, Jeffrey; Lee, Wendy; Redman, Aniko; Sibley, Robert; Renick, Joel; US2007/244120; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

462-08-8, 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 462-08-8, name is Pyridin-3-amine. This compound has unique chemical properties. The synthetic route is as follows.

Reference Example 69 tert-Butyl N-(3-pyridyl)carbamate Sodium bis(trimethylsilyl)amide (1.0M tetrahydrofuran solution 800 mL, 0.80M) was added to a solution of 3-aminopyridine (34.2 g, 0.36 mmol) in tetrahydrofuran (800 mL), followed by stirring for two hours. A solution of di-tert-butyl dicarbonate in tetrahydrofuran (200 mL) was added thereto and stirred for 30 minutes. Water was added, extracted with ethyl acetate, and the organic layer was washed with 1N hydrochloric acid, water and brine, dried over anhydrous magnesium sulfate and evaporated. The resulting crystals were washed with hexane, to give the title compound (55.0 g) as white crystals. 1H NMR (400 MHz, CDCl3) delta1.52 (s, 9H), 6.85 (br s, 1H), 7.24 (ddd, J=8.4 Hz, 4.8 Hz, 0.8 Hz, 1H), 7.95-8.04 (m, 1H), 8. 28 (dd, J=4.8 Hz, 1.6 Hz, 1H), 8.35 (dd, J=2.8 Hz, 0.8 Hz, 1H).

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 462-08-8, Pyridin-3-amine.

Reference:
Patent; Hibi, Shigeki; Hoshino, Yorihisa; Yoshiuchi, Tatsuya; Shin, Kogyoku; Kikuchi, Kouichi; Soejima, Motohiro; Tabata, Mutsuko; Takahashi, Yoshinori; Shibata, Hisashi; Hida, Takayuki; Hirakawa, Tetsuya; Ino, Mitsuhiro; US2003/78277; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

16063-70-0, 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 16063-70-0, name is 2,3,5-Trichloropyridine. This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 8 850 g of sulfolane, 204.3 g (3.3 mol) of potassium fluoride/cesium fluoride (9:1), 7.5 g of potassium carbonate and 20.4 g of tetra-n-octylphosphonium bromide as the phase transfer catalyst were azeotropically dried by removal of about 100 g of sulfolane by distillation (170¡ã C.). 273.5 g (1.5 mol) of 2,3,5-trichloropyridine were then added at 190¡ã C. and the reaction mixture was heated to 215¡ã C. After about 2 h reflux commenced. This was maintained for 20 h, and all the substance which boiled below 3 mm Hg/140¡ã C. was then removed from the reaction mixture by distillation. A first fraction (15.8 g) which contained 14.2 g of 5-chloro-2,3-difluoropyridine and 1.3 g of 3,5-dichloro-2-fluoropyridine (determined by GC by means of internal standard) was obtained.

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 16063-70-0, 2,3,5-Trichloropyridine.

Reference:
Patent; Hoechst Aktiengesellschaft; US5468863; (1995); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem