Category: 6271-78-9

Adding a certain compound to certain chemical reactions, such as: 6271-78-9, 6-Chloropyridine-3-carboxamide, 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, Quality Control of 6-Chloropyridine-3-carboxamide, blongs to pyridine-derivatives compound. Quality Control of 6-Chloropyridine-3-carboxamide

A solution of 6-chloronicotinamide (15 g, 95.8 mmol) and hexamethyleneimine(11.4 g, 115 mmol) in DMSO (20 mL) was heated at 60 oC for 12 hours afterwhich TLC indicate complete consumption of the starting material. The mixturewas diluted with water which resulted in the formation of a thick precipitate andrequired further dilution to give a free-flowing mixture to filter (300 mL water).The solid was filtered off and washed with water (50 mL). The solid wasdissolved in DCM (500 mL) and EtOAc (500 mL), dried (Na2SO4), filtered, andconcentrated in vacuo. The resulting solid was suspended in EtOAc and filteredto give 13 as a beige crystalline solid (12 g, 57%).1H NMR (400 MHz, DMSO-d6): delta 1.4 – 1.5 (m, 4H), 1.6 – 1.7 (m, 4H), 3.5 – 3.7(m, 4H), 6.6 (d, J = 9.2 Hz, 1H), 7.0 (br s, 1H), 7.6 (br s, 1H), 7.9 (dd, J = 2.4 Hz,J = 9.2 Hz, 1H), 8.5 (d, J = 2.4 Hz, 1H). 13C NMR (100 MHz, DMSO-d6): delta 26.8,27.4, 47.6, 104.5, 117.2, 137.0, 149.0, 159.3, 167.5. MS (ESI) m/z: [M – H]+Calculated for C12H16N3O: 218.27; Found: 218.4. Purity: >99.0%.

The synthetic route of 6271-78-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Jalily, Pouria H.; Eldstrom, Jodene; Miller, Scott C.; Kwan, Daniel C.; Tai, Sheldon S.-H.; Chou, Doug; Niikura, Masahiro; Tietjen, Ian; Fedida, David; Molecular Pharmacology; vol. 90; 2; (2016); p. 80 – 95;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 6271-78-9 ,Some common heterocyclic compound, 6271-78-9, molecular formula is C6H5ClN2O, 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 1-6 6-chloro-N-(7-chloro-2-(oxazol-2-yl)-4-oxo-1-phenyl-1,4-dihydroquinolin-3-ylmethyl)nicotin-amide A 5 mL round-bottomed flask was charged with 6-chloronicotinamide (14 mg, 0.091 mmol), sodium hydride (60% suspension in mineral oil, 5.0 mg, 0.013 mmol) and DMF (1 mL) to give a slightly white suspension. This mixture was stirred at 50 C for 15 min. During this time, the reaction mixture became more cloudy and difficult to stir. The reaction mixture was cooled to room temperature. A solution of 3-(bromomethyl)-7- chloro-2-(oxazol-2-yl)-l-phenylquinolin-4(lH)-one (38 mg, 0.091 mmol) in DMF (1 mL) was added dropwise to the room temperature reaction mixture. The reaction was stirred at 50 C over 1 hr. LC/MS at this time suggested formation of the desired product. The reaction mixture was allowed to cool gradually to room temperature, then it was stirred at room temperature overnight. The reaction was quenched via addition of 1 mL water slowly. The quenched reaction mixture was then partitioned between 20 mL ethyl acetate and 20 mL water. The organic phase was dried (MgS04), filtered, then concentrated over silica gel. The silica gel supported crude product was loaded onto a 40 gram silica gel column. Flash chromatography (75% ethyl acetate-hexanes ramped to 100% ethyl acetate) was used to partially purify the desired product 6-chloro-N-(7-chloro-2-(oxazol- 2-yl)-4-oxo- 1 -phenyl- 1 ,4-dihydroquinolin-3-ylmethyl)nicotinamide from the side product 6-chloro-N,N-bis((7-chloro-2-(oxazol-2-yl)-4-oxo-l -phenyl- l,4-dihydroquinolin-3- yl)methyl)nicotinamide. Homogeneous fractions were concentrated to provide 6-chloro- N-(7-chloro-2-(oxazol-2-yl)-4-oxo-l -phenyl- l,4-dihydroquinolin-3-ylmethyl)nicotin- amide as 1 mg (2% yield) of a white solid. 1H NMR (chloroform-d) delta ppm 8.75 (d, 7=2.4 Hz, 1 H) 8.42 (d, 7=8.6 Hz, 1 H) 7.99 (dd, 7=8.2, 2.7 Hz, 1 H) 7.68 (bs, 1 H), 7.58 (s, 1 H), 7.45 (m, 3 H), 7.39 (dd, 7=8.5, 2.0 Hz, 1 H) 7.34 (d, 7=8.2 Hz, 1 H) 7.28 (m, 2H) 7.13 (s, 1H) 6.85 (d, J=2.0 Hz, 1 H) 4.47 (d, 7=5.5 Hz, 2 H). MS calcd. for C25H16C12N4O3

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. 6271-78-9, 6-Chloropyridine-3-carboxamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; BILOTTA, Joseph Anthony; CHEUNG, Adrian Wai-Hing; FIROOZNIA, Fariborz; GUERTIN, Kevin Richard; HAYDEN, Stuart; HAYNES, Nancy-Ellen; LUKACS-LESBURG, Christine M.; MARCOPULOS, Nicholas; MERTZ, Eric; QI, Lida; QIAN, Yimin; SO, Sung-Sau; TAN, Jenny; THAKKAR, Kshitij Chhabilbhai; WO2013/7676; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 6271-78-9, 6-Chloropyridine-3-carboxamide, 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, Computed Properties of C6H5ClN2O, blongs to pyridine-derivatives compound. Computed Properties of C6H5ClN2O

A solution of 4-hydroxy-3-methylbenzaldehyde (1. 0 equiv) in DMF (0.2 M solution) was treated with K2CO3 (1.5 equiv) and 6-CHLORONICOTINAMIDE (1.0 equiv). The reaction mixture was placed inside the microwave oven and then irradiated for 5 min. Upon completion of the reaction, the mixture was cooled, poured into H20 and extracted with ethyl acetate, and the combined organic layers were washed twice with water and brine. After drying the extracts over magnesium sulfate and evaporation under vacuum the crude product was purified by silica gel chromatography using CHCl3 : EtOH 7%: NH40H 0.7% to afford the title compound as a solid. 40% yield ‘H NMR (CD30D, 200 MHz) 8 : 9.94 (s, I H), 8.59 (d, J = 2.2 Hz, 1H), 8.29 (dd, J=8.8, 2.6 Hz, 1H), 7.86 (s, 1H), 7.80 (dd, J = 8.4, 1.8 Hz, 1H), 7.22 (d, J = 8.4 Hz, 1H), 7.10 (d, J = 8. 8 Hz, 1H), 2.22 (s, 3H). 13C NMR (CD30D, 200 MHz) 5 : 191.6, 167.3, 165.3, 157.2, 147.6, 140.0, 134.1, 133.4, 132.2, 129.5, 125.0, 122.7, 111.6, 16. 8.

The synthetic route of 6271-78-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELI LILLY AND COMPANY; WO2004/26305; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 6271-78-9, 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 6271-78-9, name is 6-Chloropyridine-3-carboxamide. This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 23 4-Oxo-2-propyl-4H-pyrido[1,2-a]thieno[2,3-d]pyrimidine-7-carboxamide From 4.6 g (0.0029 mol) of 6-chloro-3-pyridinecarboxamide (Aldrich Chemical Company) and 8.6 g (0.040 mol) of 2-amino-5-propyl-3-thiophenecarboxylic acid, ethyl ester, following the procedure of Example 22 there is obtained 2.6 g of 4-oxo-2-propyl-4H-pyrido[1,2-a]thieno[2,3-d]pyrimidine-7-carboxamide; mp 260-264 C. after recrystallization from pyridine.

According to the analysis of related databases, 6271-78-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Warner-Lambert Company; US4230707; (1980); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 6271-78-9, 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 6271-78-9 as follows.

To a solution of 6-chloronicotinamide (20.0 g,128.20 mmol) in MeOH/ THF/ DMF (40/20/10.0 mL) was added 2M methyl amine solutionin THF (96.0 mL, 192.3 mmol) and heatedin a sealed bomb at 80 C for 12 h. After completion of the reaction thereaction mixture was concentrated under reduced pressure, the crude waspurified on Combiflash purifier with 6% Methanol in Dichloromethane as eluentto afford the title compound as off-white solid (6.0 g, 31%). 1H NMR(DMSO-d6, 400 MHz) delta 2.78 (d, J= 4.4 Hz, 3H), 6.39 (d, J = 8.0 Hz,1H), 6.93-6.94 (m, 2H), 7.60 (bs, 1H), 7.78 (dd, J = 2.0 Hz, J = 2.0 Hz,1H), 8.50 (d, J = 1.6 Hz, 1H); MS (ESI) m/z 152.1 (M+H)+; HPLC Purity 215nm, 99.15%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,6271-78-9, its application will become more common.

Reference:
Article; Ruf, Sven; Hallur, Mahanandeesha Siddappa; Anchan, Nisha K.; Swamy, Indu N.; Murugesan, Karthikai Raj; Sarkar, Sayantani; Narasimhulu, Lokesh Kananti; Putta, V.P. Rama Kishore; Shaik, Shama; Chandrasekar, Devaraj Venkatapura; Mane, Vishal Subhash; Kadnur, Sanjay Venkatachalapathi; Suresh, Juluri; Bhamidipati, Ravi Kanth; Singh, Manvi; Burri, Raghunadha Reddy; Kristam, Rajendra; Schreuder, Herman; Czech, Joerg; Rudolph, Christine; Marker, Alexander; Langer, Thomas; Mullangi, Ramesh; Yura, Takeshi; Gosu, Ramachandraiah; Kannt, Aimo; Dhakshinamoorthy, Saravanakumar; Rajagopal, Sridharan; Bioorganic and Medicinal Chemistry Letters; vol. 28; 5; (2018); p. 922 – 925;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 6271-78-9, 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 6271-78-9, name is 6-Chloropyridine-3-carboxamide. This compound has unique chemical properties. The synthetic route is as follows.

Example 754 6-(3-{[2-amino-6-(3-chloro-2-methylphenyl)pyrimidin-4-yl]amino}propoxy)pyridine- 3-carboxamide. A mixture of 3-{[2-amino-6-(3-chloro-2-methylphenyl)pyrimidin-4-yl]amino}propan- 1 -ol (intermediate 60), 6-chloropyridine-3-carboxamide (1.1 equiv.) and Cs2C03 (2.0 equiv.) in DMSO was heated in a sealed tube at 90C for 2 h. After cooling was methanol added to the solution, followed by filtration and purification by preparative LC to furnish the title compound. LCMS [M+H]+ 413. 1 H NMR (400 MHz, METHANOL-^) delta ppm 8.67 (dd, J=2.5, 0.6 Hz, 1 H), 8.13 (dd, J=8.8, 2.5 Hz, 1 H), 7.58 – 7.63 (m, 1 H), 7.29 – 7.40 (m, 2 H), 6.86 (dd, J=8.8, 0.6 Hz, 1 H), 6.03 (s, 1 H), 4.48 (t, J=6.2 Hz, 2 H), 3.72 (t, J=6.6 Hz, 2 H), 2.37 (s, 3 H), 2.15 (quin, J=6.4 Hz, 2 H).

According to the analysis of related databases, 6271-78-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; THOMAS HELLEDAYS STIFTELSE FOeR MEDICINSK FORSKNING; SCOBIE, Martin; WALLNER, Olov; KOOLMEISTER, Tobias; VALLIN, Karl Sven Axel; HENRIKSSON, Carl Martin; HOMAN, Evert; HELLEDAY, Thomas; JACQUES, Sylvain; DESROSES, Matthieu; JACQUES-CORDONNIER, Marie-Caroline; FISKESUND, Roland Julius Yu; (359 pag.)WO2015/187089; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem