Pyridine-derivatives

Related Products of 78177-12-5, 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. 78177-12-5, name is 2-Amino-6-isopropylpyridine, molecular formula is C8H12N2, 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.

Step 1 Methyl 6-chloro-4-(6-isopropylpyridin-2-ylamino)pyridazine-3-carboxylate A stirred solution of methyl 4,6-dichloropyridazine-3-carboxylate (255 mg, 1.23 mmol) and 6-isopropylpyridin-2-amine (252 mg, 1.85 mmol) in acetonitrile (8.0 mL) was heated at 140 C. for 21 h. After cooling to room temperature the reaction mixture was concentrated in vacuo, then the residue purified by chromatography (silica, 20-45 mum, 80 g, Thomson, 0 to 10% acetone in dichloromethane, 20 min) to give methyl 6-chloro-4-(6-isopropylpyridin-2-ylamino)pyridazine-3-carboxylate (113 mg, 30%) as a yellow solid. 1H NMR (400 MHz, CHLOROFORM-d) delta ppm 10.64 (br. s., 1H) 9.39 (s, 1H) 7.63 (t, J=7.83 Hz, 1H) 6.94 (d, J=7.58 Hz, 1H) 6.78 (d, J=8.08 Hz, 1H) 4.12 (s, 3H) 3.01-3.19 (m, 1H) 1.31-1.42 (m, 6H). LCMS (EI/CI) m/z: 307 [M+H].

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 78177-12-5, 2-Amino-6-isopropylpyridine.

Reference:
Patent; Hoffman-La Roche Inc.; Hermann, Johannes Cornelius; Kennedy-Smith, Joshua; Lucas, Matthew C.; Padilla, Fernando; Soth, Michael; US2013/178478; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 19798-77-7, 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 19798-77-7 as follows.

In the second step, the first step product 2- [1- (2-cyanoethyl) -1H-indol-3-yl] acetic acid was added to dichloromethane (20 mL)EDCI (1.27 g) was added at room temperature,Stirring dissolved;3-Chloro-4-aminopyridine (0.9 g) was added,DMAP (0.15 g),The reaction was stirred at room temperature for 3 h.(10 mL) was stirred for 10 min, and the organic phase was added with saturated brine (10 mL) for 10 min.The organic phase was separated by column chromatography and eluted with ethyl acetate-petroleum ether (1: 3) to give a pale yellow solidN- (3-chloropyridin-4-yl) -2- [1- (2-cyanoethyl) -1H-indol-3-yl] acetamide (0.8 g).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,19798-77-7, its application will become more common.

Reference:
Patent; Chinese Academy Of Medical Sciences Pharmaceutical Institute; Shi Jiangong; Guo Ying; Xu Chengbo; Chen Qing; Chen Minghua; Ba Mingyu; Zhu Chenggen; Tang Ke; Jiang Jiandong; Guo Jiamei; Guo Qinglan; Lin Sheng; Yang Yongchun; (44 pag.)CN107151223; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 552331-00-7, Adding some certain compound to certain chemical reactions, such as: 552331-00-7, name is 4-Iodopyridin-2-amine,molecular formula is C5H5IN2, 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 552331-00-7.

Library Protocol 3 To a 0.2M solution of 5-(4,4, 5,5-tetramethyl- 1, 3,2-dioxaborolan-2-yl)-2-[( 1 -{[4-(trifluoromethoxy) phenyl]acetyl}piperidin-4-yl)oxy]benzamide (Preparation 14, 500 p L, 100 pmol) in DMF was added a 0.2M solution of compounds of formula (IV) (500 pL, lOOpmol) in DMF with argon purging. A 2M solution of cesium carbonate (100 pL, 200 pmol) in degassed water was added followed by tetrakis(triphenylphosphine)palladium (0) (5.7 mg, 5 pmol) and the reaction was heated to 130C under microwave irradiation for 15 minutes. The reaction wascooled and concentrated in vacuo. The residue was dissolved in DMSO (1 mL) and purified using preparative HPLC using one of the Purification Methods (PM) below:

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. 552331-00-7, 4-Iodopyridin-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PFIZER LIMITED; SKERRATT, Sarah Elizabeth; BAGAL, Sharanjeet Kaur; SWAIN, Nigel Alan; OMOTO, Kiyoyuki; ANDREWS, Mark David; WO2015/92610; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 156270-06-3, 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. 156270-06-3, name is 1H-Pyrrolo[2,3-b]pyridine-3-carboxylicacid. A new synthetic method of this compound is introduced below.

A mixture of trans-3- (2- (1- (4-amino) cyclohexyl) ethyl)-7-cyano-2, 3,4, 5-tetrahydro- 1 H 3-benzazepine (103 mg, 0.35 mmol), 3-pyrrol [2,3-b] pyridyl carboxylic acid (56 mg, 0.35 mmol), 1- (3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (67 mg, 0.35 mmol) and 1-hydroxybenzotriazole (20 mg, 0.15 mmol) in dichloromethane (8 ml) was shaken at room temperature for 16 h. The reaction mixture was washed with saturated aqueous sodium bicarbonate (4 ml). The resulting precipitate was collected by filtration, washed with water (2 x 10 ml) and dried to give the title compound (81 mg, 0.18 mmol, 53percent) as a colourless solid. Mass spectrum (API+) : Found 442 (MH+). C27H31N5O requires 441. 1 H NMR (DMSO-d6) 8 : 1.02 (2H, m), 1.15-1. 45 (6H, m), 1.81 (4H, m), 2.50 (5H, m), 2.91 (4H, m), 3.73 (1H, m), 7.14 (1H, m), 7.32 (1H, d, J = 8 Hz), 7.57 (2H, m), 7.73 (1H, d, J = 8 Hz), 8.16 (1H, m), 8.25 (1H, m), 8.42 (1H, m), 12.03 (1H, br s).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,156270-06-3, 1H-Pyrrolo[2,3-b]pyridine-3-carboxylicacid, and friends who are interested can also refer to it.

Reference:
Patent; GLAXO GROUP LIMITED; WO2005/94835; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 405174-97-2, 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.405174-97-2, name is 3-Bromo-2-formylpyridine, molecular formula is C6H4BrNO, molecular weight is 186.0061, as common compound, the synthetic route is as follows.

A mixture of B6.1 (480 mg, 2.58 mmol ) in MeOH(10 mL) and THF(5 mL) was cooled to 0 oC , NaBH4 (390 mg, 10.32 mmol) was added in portions .The mixture was stirred for 4 h, then concentrated, and diluted with water(30 mL), extracted with DCM (30 mL × 3). The organic layer was washed with brine (30 mL), dried over Na2SO4, concentrated to give the title compound (400 mg, 82%) as a white solid. LC-MS: [MH]+ = 188.0.

Statistics shows that 405174-97-2 is playing an increasingly important role. we look forward to future research findings about 3-Bromo-2-formylpyridine.

Reference:
Patent; NOVARTIS AG; CHAN, Ho Man; FU, Xingnian; GU, Xiang-Ju Justin; HUANG, Ying; LI, Ling; MI, Yuan; QI, Wei; SENDZIK, Martin; SUN, Yongfeng; WANG, Long; YU, Zhengtian; ZHANG, Hailong; ZHANG, Ji Yue; ZHANG, Man; ZHANG, Qiong; ZHAO, Kehao; (193 pag.)WO2017/221092; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 13958-98-0, Adding some certain compound to certain chemical reactions, such as: 13958-98-0, name is 3-Bromo-4-cyanopyridine,molecular formula is C6H3BrN2, 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 13958-98-0.

4-cyano-3-bromopyridine in a 300 mL three-necked flask(3.9 g, 21.3 mmol), 3-fluoro-4-tributylstannylpyridine (9.05 g, 23.4 mmol),Add CuI (406 mg, 2.1 mmol) and add dioxaneIt was dissolved in (106 ml).To this was added Pd (PPh3) 4 (739 g, 0.64 mmol), and the mixture was heated and stirred overnight while being refluxed. After cooling to room temperature, concentrate andThe obtained residue was purified by column chromatography to obtain 3.9 g (19.6 mmol) of bipyridine compound 5 (yield 92%).

According to the analysis of related databases, 13958-98-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Nippon Catalyst Co., Ltd.; Kuwata, Kenji; Hasegawa, Munehiro; (29 pag.)JP2019/73486; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 944401-56-3 ,Some common heterocyclic compound, 944401-56-3, molecular formula is C6H4BrF3N2, 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-4-(trifluoromethyl)-pyridin-2-amine (6, 7.47 g, 31 mmol) and DMAP (366 mg, 3.0 mmol) in CH2Cl2 (120 mL) were added triethylamine (8.6 mL, 62 mmol) followed by di-tert-butyl dicarbonate (7.6 mL, 33 mmol) at 0 C. The reaction mixture was stirred at rt for 5 h. The organic solution was washed with water and brine, dried over MgSO4. The organic solvent was removed, and the residue was purified by silica gel chromatography with 1:20 EtOAc/PE to give 7 as white solid (6.67 g, 92% yield, Rf = 0.56 in 1:10 EtOAc/PE). 1H NMR (400 MHz, CDCl3) delta: 9.07 (s, 1H), 8.58 (s, 1H), 8.42 (s, 1H), 1.58 (s, 9H). 13C NMR (100 MHz, CDCl3) delta: 152.3, 152.1, 151.7, 139.4 (q, J = 33 Hz), 121.7 (q, 1JCF = 275 Hz), 110.9 (q, J = 6 Hz), 108.9, 82.3, 28.3. MS (ESI + APCI) m/z: 341.0 [M-H]-, 343.0 [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. 944401-56-3, 5-Bromo-4-(trifluoromethyl)pyridin-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Peng, Wei; Tu, Zheng-Chao; Long, Zi-Jie; Liu, Quentin; Lu, Gui; European Journal of Medicinal Chemistry; vol. 108; (2016); p. 644 – 654;,
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. 126053-15-4, name is 4-Chloro-6,7-dihydro-5H-cyclopenta[b]pyridin-7-ol. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 4-Chloro-6,7-dihydro-5H-cyclopenta[b]pyridin-7-ol

Example A4PXQP ar ation _o_ f intermediate 14 ; Dibromotriphenyl- phosphorane (0.004 mol) was added to a solution of 4-chloro-6,7- dihydro- 5H-Cyclopenta[b]pyridin-7-ol (0.002 mol) in acetonitrile (6 ml). The mixture was stirred for 3 hours, quenched with potassium carbonate 10% and extracted with EtOAc. The organic layer was separated, dried (MgSO4), filtered and the solvent was evaporated till dryness. The residue (1.6g) was purified by column chromatography over silica gel (15-40 mum) (eluent DCM 100). The pure fractions were collected and the solvent was evaporated till dryness, yielding 0.3 Ig (67%) of intermediate 14.

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, 126053-15-4, 4-Chloro-6,7-dihydro-5H-cyclopenta[b]pyridin-7-ol.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; WO2009/118384; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 100367-39-3, 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. 100367-39-3, name is 4-Bromo-2-methoxypyridine. A new synthetic method of this compound is introduced below.

A suspension of 4-bromo-2-methoxypyridine (1.225 g, 6.511 mmol), A- methylthiophenyl boronic acid (2.188 g, 13.02 mmol), PdCl2(dppf) (531 mg, 0.651 mmol) Attorney’s Docket 2882.023B and K2CO3 (1.797 g, 13.02 mmol) in DMSO (10 niL) was degassed under reduced pressure for 25 min. The suspension was put under N2 and stirred at 95 0C for 16 h. The suspension was cooled, H2O was added, and the suspension was filtered to afford a light colored solid. Flash chromatography (silica gel, hexanes/(l :l EtOAc/hexanes), 100:0 to 0 : 100) afforded 1.10 g of a white powder

At the same time, in my other blogs, there are other synthetic methods of this type of compound,100367-39-3, 4-Bromo-2-methoxypyridine, and friends who are interested can also refer to it.

Reference:
Patent; ALBANY MOLECULAR RESEARCH, INC.; WO2009/89482; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 100137-47-1 ,Some common heterocyclic compound, 100137-47-1, molecular formula is C6H7N3O, 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 4-aminopyridine-2-carboxamide (2.559 g, 18.66 mmol) and diisopropylethylamine (6.03 g, 46.65 mmol) in dichloromethane (28.5 mL) cooled at 0C was added dropwise a solution of 6-bromo- 2- fluoro-3-(trifluoromethyl)benzoyl chloride (5.7 g, 18.66 mmol) in dichloromethane (28.5 mL). The mixture was stirred at room temperature overnight. Ethyl acetate (150ml) was added to the mixture was washed with water. The organic layer was dried over sodium sulfate and concentrated. Purification by silica gel chromatography (dichloromethane/methanol gradient) gave 4-[[6-bromo-2-fluoro-3- (trifluoromethyl)benzoyl]amino]pyridine-2-carboxamide (800 mg, 11%). ESI-MS m/z calc. 406.97, found 408.2 (M+l)+; retention time (Method A): 0.58 minutes (1.2 minute run).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,100137-47-1, its application will become more common.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; AHMAD, Nadia; ANDERSON, Corey; ARUMUGAM, Vijayalaksmi; ASGIAN, Iuliana, Luci; CAMP, Joanne, Louise; FANNING, Lev Tyler, Dewey; HADIDA RUAH, Sara, Sabina; HURLEY, Dennis; SCHMIDT, Yvonne; SHAW, David; SHETH, Urvi, Jagdishbhai; THOMSON, Stephen, Andrew; (691 pag.)WO2019/14352; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem