Synthesis of 3-Aminopyridin-2(1H)-Ones and 1H-Pyrido[2,3-b][1,4]Oxazin-2(3H)-Ones

Synthesis, Molecular Docking, and Hemorheological Activity of New 4-(Thien-2-yl)-3-aminopyridine-2(1H)-one Derivatives

“…We also carried out the reaction of its acylation with chloroacetyl chloride under different conditions. It has been shown that 3-aminopyridine-2(1Н)-one 4, as well as 3-aminopyridine-2(1Н)-ones previously described in [31], acylates quite smoothly in methylene chloride in the presence of pyridine at room temperature to form the corresponding chloroacetamide 5 in 85% yield (Scheme 2). The replacement of methylene chloride with DMF and an increase in the temperature of the reaction medium to 80-100°C lead to the cyclization of the intermediate chloroacetamide 5 to 1H-pyrido[2,3-b]- [1,4]oxazin-2(3H)-one 6.…”

“…The methods of their preparation are described by a few examples [28][29][30] based on various pyridine derivatives. We have also shown on single examples [31,32] As the object of modification, we chose 4-(thien-2-yl)-3-aminopyridine-2(1Н)-one 4, which was not previously studied in respect to chemical modification. We also carried out the reaction of its acylation with chloroacetyl chloride under different conditions.…”

“…)-1,2dihydropyridine-3-yl]acetamide (5) was obtained in a similar manner as described in [31]. Chloroacetyl chloride (1.0 mL, 1.2 mmol) was added to a solution of 0.206 g (1 mol) of 3-amino-6-methyl-4-(thien-2-yl)pyridine-2(1H)-one 4 in dichloromethane (20 mL) with cooling.…”

Design, synthesis, spectroscopic characterization, computational analysis, and in vitro α-amylase and α-glucosidase evaluation of 3-aminopyridin-2(1H)-one based novel monothiooxamides and 1,3,4-thiadiazoles

“…In our earlier series of works, we have shown the synthesis and high antiradical and neurotropic activity of some derivatives of 3-aminopyridin-2(1H)-one. [49][50][51][52] Thus, on the basis of the indicated derivatives of 3-aminopyridin-2(1H)-one 1(a,b), we obtained the corresponding chloroacetamides 2a,b, 53 which under the reaction conditions (heating to 100 °C, DMF, weakly basic medium) underwent intramolecular cyclization to derivatives of 1H-pyrido[2,3-b] [1,4]oxazin-2(3H)-one 3(a,b) (Scheme 1).…”

Synthesis of 3‐Aminopyrido[2,1‐a]isoquinolin‐4‐one Derivatives via Condensation of Azlactones with 1‐Alkyl‐3,4‐dihydroisoquinolines

“…In clinical practice, 5‐amino‐[3,4′‐bipyridin]‐6(1 H )‐one 4 , known as the cardiotonic drug Amrinone, is used [17] . In addition, 3‐aminopyridin‐2(1 H )‐ones are used in the synthesis more complex biologically active compounds [18a–m] …”