Pyridine-derivatives

Synthetic Route of 869108-35-0 , The common heterocyclic compound, 869108-35-0, name is Methyl 3-fluoropyridine-2-carboxylate, molecular formula is C7H6FNO2, 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.

Synthesis of Compound 66:; To a solution of LDA (1.8M in THF/heptane ; 72.0 ml_ ; 129 mmol ; 2.1 eq.) in THF (60 ml_) at -78C was added ierf-butylacetate (20.0 ml_ ; 148 mmol ; 2.4 eq.). The deep red solution was stirred at -78C for 45 minutes and maintained at that temperature during the slow addition of a solution of compound 63 (9.5 g ; 62 mmol ; 1 eq.) in THF (60 mL). The reaction mixture was then stirred for an additional 2 hours and quenched at -78C by addition of MTBE (150 mL) and water/acetic acid (1 :1 ; 150 mL). After warming up to room temperature, the layers were separated and the aqueous phase was extracted with MTBE (2 chi 100 mL). The combined organic phases were washed with water (300 mL) and brine (300 mL), dried over Na2S04, filtered and evaporated to dryness to afford compound 66 as an yellow oil (16.2 g ; contaminated with 8.5% W of acetic acid ; yield = 00%).

The synthetic route of 869108-35-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CRITICAL OUTCOME TECHNOLOGIES INC.; DANTER, Wayne; THRELFALL, Clinton; GUIZZETTI, Sylvain; MARIN, Julien; WO2011/120153; (2011); A1;,
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. 20173-24-4, name is 2-(Pyridin-3-yl)ethanamine, the common compound, a new synthetic route is introduced below. Safety of 2-(Pyridin-3-yl)ethanamine

1-(1-(4-chlorobenzyl)-1H-indole-2-carbonyl)piperidine-4-carboxylic acid (300 mg, 0.756 mmol), 1-hydroxybenzotriazole (170 mg, 1.261 mmol), EDCI (242 mg, 1.261 mmol) were dissolved in DCM (Ratio: 4.00, Volume: 4.0 ml). the reaction was allowed to stir at room temperature for 10 minutes before adding Hunig’sBase (0.330 ml, 1.891 mmol) and a DMF (Ratio: 1.000, Volume: 1 ml) solution of 2-(pyridin-3-yl)ethanamine, HCl (100 mg, 0.630 mmol). The reaction was stirred overnight. The reaction was diluted with water and ethyl acetate. The organic layer was washed with saturated sodium bicarbonate, 10% aqeuous citric acid solution, followed by saturated sodium chloride solution. The organic layer was dried over magnesium sulfate, filtered and concentrated. The resulting solid was triturated with ethyl acetate to obtain white solid as a product. 1H-NMR (400 MHz, DMSO-d6) 8.40, 7.88, 7.66-7.57, 7.54, 7.36-7.27, 7.20, 7.16-7.04, 6.71, 5.48, 4.56-3.80, 3.32-3.25, 2.89, 2.73, 2.38-2.27, 1.47

The synthetic route of 20173-24-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF MICHIGAN; US2012/252807; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 6419-36-9 , The common heterocyclic compound, 6419-36-9, name is 2-(Pyridin-3-yl)acetic acid hydrochloride, molecular formula is C7H8ClNO2, 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.

3-pyridyl acetate acid chloride (27 mg, 0.128 x 1.2 mmol) was dissolved in N.N-dimethylformamide (1 mL) under argon atmosphere, and cooled at 0 degree C. Triethylamine (21 mul, 0.128 x 1.2 mmol), 1-ethyl-3-(3-dimethylaminopropyl)-carbodiimide hydrochloride (29 mg, 0.128 x 1.2 mmol) and 1-hydroxybenzotriazol monohydrate (21 mg, 0.128 x1.2 mmol) were added, and stirred at 0 degree C for 30 minutes. 4-chloro deacetyl colchicine (50 mg, 0.128 mol) was added, and stirred at room temperature for 4 hours. Water was added and the reaction mixture was quenched, ethyl acetate was added, and washed with 10% aqueous-citric-acid solution, saturated sodium bicarbonate solution, and a saturated sodium chloride solution. The ethyl acetate layer was dried with anhydrous magnesium sulfate, and the solvent was distilled off. The obtained residue was purified by Silica gel chromatography (Biotage Isolera One, SNAP 10 g, methanol/chloroform) to obtain title compound (brown solid and 8 mg, 0.016 mmol, 11%).

The synthetic route of 6419-36-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CHIBA UNIVERSITY; YAKULTHONSHA COMPANY LIMITED; TAKAYAMA, HIROMITSU; YASOBU, NAOKO; KITAJIMA, MARIKO; YAEGASHI, TAKASHI; MATSUZAKI, TAKESHI; NAGAOKA, MASATO; HASHIMOTO, SHUSUKE; NISHIYAMA, HIROYUKI; SUGIMOTO, TAKUYA; ONO, MASAHIRO; (176 pag.)JP5829520; (2015); B2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 99368-66-8, 5-Nitro-3-(trifluoromethyl)pyridin-2-ol, 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, 99368-66-8, blongs to pyridine-derivatives compound. Computed Properties of C6H3F3N2O3

Synthesis of 2-chloro-5-nitro-3-(trifluoromethyl)pyridine, 4 (0076) (0077) A mixture of 5-nitro-3-(trifluoromethyl)pyridin-2(1H)-one 3 (1.50 g, 7.21 mmol), POCl3 (2.76 g, 18.02 mmol) and PCl5 (1.4 g, 10.09 mmol) is heated to about 110-120° C. for 8 hours and then poured into ice water. The mixture is neutralized with solid NaHCO3 and extracted with ethyl acetate (3×40 ml). The combined organic phases is dried over Na2SO4 and all solvents removed under reduced pressure to obtain 2-chloro-5-nitro-3-(trifluoromethyl)pyridine 4.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,99368-66-8, its application will become more common.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; Jung, Michael E.; Sawyers, Charles L.; Ouk, Samedy; Tran, Chris; Wongvipat, John; (28 pag.)US9388159; (2016); B2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 73290-22-9, Adding some certain compound to certain chemical reactions, such as: 73290-22-9, name is 2-Bromo-5-iodopyridine,molecular formula is C5H3BrIN, 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 73290-22-9.

Pd2(dba)3 (229 mg, 0.25 mmol), Xantphos (290 mg, 0.5 mmol) and sodium tert-butoxide (2.88 g, 30 mmol) were added to 2-bromo-5-iodopyridine (3.41 g, 12 mmol)And a solution of 1-methylpiperazine (1.0 g, 10 mmol) in toluene (50 ml), heated to 60 degrees Celsius under the protection of argon, and stirred for 24 hours.After the reaction solution was cooled to room temperature, the solid was filtered off, the filter cake was washed with ethyl acetate, and the filtrate was concentrated under reduced pressure to obtain a crude product, which was purified by Combi-flash column chromatography [DCM: MeOH = 100: 0 to 90:10] The compound 1-(6-bromopyridin-3-yl)-4-methylpiperazine was obtained (2.68 g, 79.3%).

According to the analysis of related databases, 73290-22-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shanghai Haiyan Pharmaceutical Technology Co., Ltd.; Zhou Fusheng; Shi Xiaoyong; Huang Dong; Tang Wangqi; Wang Shengyuan; Zhao Jinzhu; Qiao Changjiang; Chen Xi; Lan Jiong; (28 pag.)CN110256446; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 153034-86-7, Adding some certain compound to certain chemical reactions, such as: 153034-86-7, name is 2-Chloro-4-iodopyridine,molecular formula is C5H3ClIN, 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 153034-86-7.

To a solution of of 2-chloro-4-iodopyridine (1.0 g, 4.18 mmol) in anhydrous THF (10 mL) was added n-BuLi (3.34 mL, 8.35 mmol) at -78 C. The mixture was stirred at -78 C for 20 mins. Then oxetan-3-one (361 mg, 5.01 mmol) was added at -78 C and the mixture was stirred at -78 C for 50 mins. The mixture was quenched with saturatedNH4Cl (10 mL) and extracted with ethyl acetate (100 mL><3). The combined organic layers were washed with brine, dried over sodium sulfate, filtered and concentrated to afford the crude product, which was purified on silica gel chromatography (EA: PE = 5% ~ 40%) to afford3-(2-chloropyridin-4-yl)oxetan-3- ol(620 mg, yield 86%) as a yellow solid.(ESI): M/Z (M+l): 352 (Condition: 0- 60AB 3MIN; R.T.: 1.303). 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. 153034-86-7, 2-Chloro-4-iodopyridine, other downstream synthetic routes, hurry up and to see. Reference:
Patent; MERCK SHARP & DOHME CORP.; WU, Hao; KIM, Ronald M.; LIU, Jian; GAO, Xiaolei; BOGA, Sobhana Babu; GUIADEEN, Deodialsingh; KOZLOWSKI, Joseph; YU, Wensheng; ANAND, Rajan; YU, Younong; SELYUTIN, Oleg B.; GAO, Ying-Duo; LIU, Shilan; YANG, Chundao; WANG, Hongjian; WO2014/114185; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 18368-63-3 ,Some common heterocyclic compound, 18368-63-3, 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.

2-Chloro-6-bromomethyl-pyridine was prepared from 2-chloro-6-methylpyridine [(638] mg, 5.0 mmol) with NBS (996.5 mg, 5.6 mmol) and AIBN (92 mg) in tetrachlorocarbon. [3-{5-] [[1- (6-CLROMO-PYRIDIN-2-YLMETHYL)-PIPERIDIN-2-YL]- [L,] 2,4] oxadiazol-3-yl}-benzonitrile (450 mg, quantitative) was obtained from [3- (5-PIPERIDIN-2-YL- [1,] 2,4] oxadiazol-3-yl) -benzonitrile (300 mg, 1.18 mmol) with crude 2-chloro-6-bromomethyl-pyridine (640 mg, 3.12 mmol) and diisopropylethylamine (762.5 mg, 5.0 mmol) in DMF (8 mL) at 80 [C] for [18] [H. IH] NMR [(CDC13),] [8] (ppm): 8.40 (d, 1H), 8.33 (dd, 1H), 7.79 (dd, 1H), 7.62 (q, 2H), 7.49 (d, [1H),] 7.18 (d, [1H),] 4.16 (t, [1H),] 3.75 (dd, 2H), 3.04 (m, [1H),] 2.49 (m, [1H),] 2.04 (m, 2H), 1.50-1. 86 (m, 4H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,18368-63-3, its application will become more common.

Reference:
Patent; ASTRAZENECA AB; NPS PHARMACEUTICALS, INC.; WO2004/14902; (2004); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 7598-35-8 ,Some common heterocyclic compound, 7598-35-8, molecular formula is C5H5BrN2, 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 solution of 2-bromopyridin-4-amine (LVIII) (584 g, 3.38 mol, 1 eq) and sodium acetate (554 g, 6.75 mol, 2 eq) in HOAc (2000 mL) was added a solution of iodine monochloride (559 g, 3.44 mol, 176 mL, 1.02 eq) in HOAc (1000 mL) drop-wise at 70 C., the resulting mixture was stirred at 70 C. for 3 h. The mixture was concentrated to remove HOAc and poured into water (20 L). The aqueous solution was extracted with EtOAc (10 L*3). The combined organic layers were washed with saturated aq. Na2CO3 (20 L), saturated aq. Na2S2O3 (10 L), brine (10 L), dried over Na2SO4, filtered and concentrated to give a yellow residue, which was purified by column chromatography (1:1?1:0 petroleum ether:DCM) to obtain 2-bromo-5-iodopyridin-4-amine (II) as a yellow solid (340 g, 1.14 mol, 33.7% yield). H NMR (400 MHz, DMSO-d6) delta ppm 6.56-6.53 (3H, m), 7.73-7.72 (1H, d, J=5.2 Hz); ESIMS found for C5H4BrIN2 m/z 299.9 (M+1).

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. 7598-35-8, 2-Bromopyridin-4-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Samumed, LLC; KC, Sunil Kumar; Mak, Chi Ching; Cao, Jianguo; Bollu, Venkataiah; Chiruta, Chandramouli; Mittapalli, Gopi Kumar; Eastman, Brian Walter; Hofilena, Brian Joseph; (960 pag.)US2019/127370; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 53014-84-9 , The common heterocyclic compound, 53014-84-9, name is 2-Methyl-5-formylpyridine, molecular formula is C7H7NO, 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 15 Preparation of 2-methyl-5-(oxiran-2-yl)py?dme [0380] The title compound was prepared by following general procedure 3 DMSO (4mL) was added to NaH 60% dispersion in oil (0 314 g, 7 8 mmol, 1 3 equiv ) and heated to 65 0C for 1 h THF (1OmL) was added at the same temperature and heated for another 10 mm After 10 mm , the reaction mixture was cooled to 00C T?methylsulfomum iodide (1 2 g, 5 9 mmol, 1 equiv ) was added and stirred for 10 mm and then a solution of 6-methylmcotmaldehyde (0 720 g, 5 9 mmol, 1 equiv ) in THF was added dropwise After complete addition, the reaction mixture was stirred at RT for 2 h, the product was detected by LCMS The reaction mixture was poured into ice water and the product was extracted in diethyl ether (4 x 5OmL), dried over Na2SO4 and concentrated at 25 0C to get the crude product 2-methyl-5-(oxiran-2-yl)py?dme (1 1 g crude)

The synthetic route of 53014-84-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MEDIVATION TECHNOLOGIES, INC.; HUNG, David, T.; PROTTER, Andrew, Asher; JAIN, Rajendra, Parasmal; CHAKRAVARTY, Sarvajit; GIORGETTI, Marco; WO2010/51503; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 31181-53-0, 5-Fluoro-2-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, 31181-53-0, blongs to pyridine-derivatives compound. Computed Properties of C6H6FN

1 5-Fluoro-2-pyridinecarboxylic acid To water (100 ml) were added 5-fluoro-2-methylpyridine (J. Med. Chem., 32, 1970(1989): 2.2 g, 20 mmol) and potassium permanganate (19.1 g, 120 mmol), and heated under reflux for 4 hours. The reaction mixture was filtrated and the filtrate was concentrated, acidified with KHSO4, extracted with ethyl acetate and the extract was dried over Na2SO4. The sol vent was evaporated to give the title compound (0.80 g; 28%). 1H-NMR(270 MHz, DMSO-d6) 8.70 (d, J=2.8 Hz, 1H), 8.14 (dd, J=8.7, 4.6 Hz, 1H), 7.89 (td, J=8.7, 2.8 Hz, 1H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,31181-53-0, its application will become more common.

Reference:
Patent; Sumitomo Pharmaceuticals Company, Limited; US6384033; (2002); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem