41010-50-8

Upstream product

• 6298-19-7 2-chloro-3-aminopyridine 
• 62-53-3 aniline 
• 57-13-6 urea 
• 209798-48-1 tert-butyl N-(2-chloro-3-pyridinyl)carbamate 
• 61964-07-6 1-(2-chloro-pyridin-3-yl)-3-phenyl-urea 
• 462-08-8 pyridin-3-ylamine 
• 5470-18-8 2-Chloro-3-nitropyridine 
• 41010-49-5 3-amino-2-phenylaminopyridine 
• 34949-41-2 3-nitro-2-phenylaminopyridine 
• 75-44-5 phosgene 
• 88369-65-7 2-anilino-3-ethoxycarbonylaminopyridine 
• 18364-47-1 N-methyl-N-(3-pyridyl)amine 
• 103-71-9 phenyl isocyanate 
• 88369-82-8 2-N-acetyl-N-phenylamino-3-nitropyridine 

Relevant academic research and scientific papers

Pd(II)/Ag(I)-Promoted One-Pot Synthesis of Cyclic Ureas from (Hetero)Aromatic Amines and Isocyanates

A simple and facile one-pot reaction has been developed to afford a diverse range of N,N′-disubstituted benzimidazolones and imidazopyridinones containing two differently substituted N atoms. A cooperative Pd(II)/Ag(I) system promotes the sequential addition/intramolecular C-H amidation reaction of (hetero)aromatic amines and isocyanates, leading to the formation of two C-N bonds. A mechanism involving radical intermediates generated by single-electron transfer (SET) in the presence of a Ag2CO3 oxidant and Pd(OAc)2 Lewis acid is proposed. This protocol offers an operationally easy, simple, and robust approach with the use of readily available starting materials, good functional group tolerance, and high efficiency.

Two-step synthesis of 3-aryl-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-ones

One-pot tandem palladium-catalysed amination and intramolecular amidation of tert-butyl (2-chloropyridin-3-yl)carbamate with substituted primary anilines allows for the preparation of 3-arylated 1,3-dihydro-2H-imidazo[4,5-b]pyridin-2- ones (49-90% yield)

Synthesis of 1-and 3-substituted imidazo[4,5-b]pyridin-2-ones

1-and 3-Substituted imidazo[4,5-b]pyridin-2-ones were synthesized by heating equimolar amounts of 3-amino-2-chloropyridine or 2-chloro-3- methylaminopyridine, urea, and the corresponding arylamine at 150-210°C. The reaction of 3-amino-2-chloropyridine wit

New Synthesis of 11-Acyl-5,11-dihydro-6H-pyridobenzodiazepin-6-ones and Related Studies

New synthesis of 11-acyl-5,11-dihydro-6H-pyridobenzodiazepin-6-ones (42-44) is reported.The crucial steps (Scheme VI) represented N-oxidation of 1 (1A) to 35 (35A), facilitated ring-closure of 36 into 37, its subsequent N-α-chloroacetylation to 38, aminolysis to 39-41 (involving N-O anchimeric assistance as depicted in 38A) and deoxygenation to 42-44 (Scheme VII).The central intermediate 37 is also obtained on oxygenation of 2, a new synthesis of which was reported in the previous paper of this series .Other attempts of cyclisation "from the top" or "from the bottom" (Scheme I) are described.Thus, interaction of 1 with acetamide afforded 3 and 4 instead of the expected 2A.Compound 5 cyclised into 3-pyridoquinazolone 6 while its 2-(4'-methylpiperazin-1'-yl) analogue 9 was observed to be unstable for the attempted ring-opening and reclosure to 42. "From the bottom" cyclisations of 10A-10C, via intermediary amines 11A-11C failed and pyridoquinazolinone 13 was isolated (Scheme V).The attempted oxidative cyclisation of the compounds 15 and 18 into 2 and 42, respectively, 13 afforded imidazolopyridine derivative (18-19), while 15 remained unchanged. 3-Acylamino-2-arylaminopyridines (21-24), cyclised into the imidazolopyridines 29-30.Model compounds 45-50 were prepared to study selective aminolysis of the chlorine atoms in 2-chloro-3-(2'-chlorobenzoyl)aminopyridine 1, and its N-oxide 35.