3-(4-fluorophenyl)-1-methyl-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one

Base Information

• Chemical Name: 3-(4-fluorophenyl)-1-methyl-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one
• CAS No.: 1393598-35-0
• Molecular Formula: C₁₃H₁₀FN₃O
• Molecular Weight: 243.24
• Mol file: 1393598-35-0.mol

Synonyms:3-(4-fluorophenyl)-1-methyl-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one

Chemical Property of 3-(4-fluorophenyl)-1-methyl-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(4-fluorophenyl)-1-methyl-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one

There total 6 articles about 3-(4-fluorophenyl)-1-methyl-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 85.0%

N-methyl-N-(3-pyridyl)amine (18364-47-1) + para-fluorophenyl isocyanate (1195-45-5) → 3-(4-fluorophenyl)-1-methyl-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one (1393598-35-0)

Guidance literature:

With palladium diacetate; silver carbonate; In 1,2-dichloro-ethane; at 120 ℃;

DOI:10.1021/acs.orglett.6b03151

Reference yield: 56.0%

C7H6BrClN2O (1393598-49-6) + 4-fluoroaniline (371-40-4) → 3-(4-fluorophenyl)-1-methyl-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one (1393598-35-0)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; at 85 - 95 ℃; Inert atmosphere;

DOI:10.1021/co300078f

Reference yield:

pyridin-3-ylamine (462-08-8) → 3-(4-fluorophenyl)-1-methyl-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one (1393598-35-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / 0 - 25 °C

1.2: 3 h

2.1: palladium diacetate; silver carbonate / 1,2-dichloro-ethane / 120 °C

With n-butyllithium; palladium diacetate; silver carbonate; In tetrahydrofuran; hexane; 1,2-dichloro-ethane;

DOI:10.1021/acs.orglett.6b03151

upstream raw materials:

(2-bromo-pyridin-3-yl)-carbamic acid tert-butyl ester

tert-butyl (2-bromopyridin-3-yl)(methyl)carbamate

N-(2-bromopyridin-3-yl)-N-methylamine

C₇H₆BrClN₂O