1,3-dihydro-5-methyl2H-imidazo[4,5-b]pyridin-2-one

Base Information

Chemical Name:1,3-dihydro-5-methyl2H-imidazo[4,5-b]pyridin-2-one
CAS No.:77712-95-9
Molecular Formula:C₇H₇N₃O
Molecular Weight:149.152
Hs Code.:
DSSTox Substance ID:DTXSID401225247

Synonyms:1,3-dihydro-5-methyl2H-imidazo[4,5-b]pyridin-2-one;SCHEMBL1502964;SKFHSGGAWOIMBG-UHFFFAOYSA-N;DTXSID401225247;AKOS019707794;5-Methyl-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one;1,3-DIHYDRO-5-METHYL-2H-IMIDAZO[4,5-B]PYRIDIN-2-ONE

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 1,3-dihydro-5-methyl2H-imidazo[4,5-b]pyridin-2-one

Chemical Property:

XLogP3:0.2
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:0
Exact Mass:149.058911855
Heavy Atom Count:11
Complexity:183

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CC1=NC2=C(C=C1)NC(=O)N2

Technology Process of 1,3-dihydro-5-methyl2H-imidazo[4,5-b]pyridin-2-one

There total 1 articles about 1,3-dihydro-5-methyl2H-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:

: 33259-72-2
2,3-diamino-6-methyl-pyridine

: 530-62-1
1,1'-carbonyldiimidazole

: 77712-95-9
5-Methyl-3H-imidazo<4,5-b>pyridine-2-(1H)one

Guidance literature:: In tetrahydrofuran; at 20 ℃; for 1h;
DOI:10.1021/acs.jmedchem.7b01861

Reference yield:

: 77712-95-9
5-Methyl-3H-imidazo<4,5-b>pyridine-2-(1H)one

: methyl (R)-4-(3-(2-cyano-1-((5-methyl-1H-imidazo[4,5-b]pyridin-2-yl)amino)ethyl)benzyl)piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: trichlorophosphate / 95 °C

2: toluene-4-sulfonic acid / tetrahydrofuran / 2 h / Reflux

3: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; sodium t-butanolate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / toluene / 16 h / 85 °C / Inert atmosphere

4: hydrogenchloride / methanol; diethyl ether; 1,4-dioxane / 0.5 h / 20 °C

With hydrogenchloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; toluene-4-sulfonic acid; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate; trichlorophosphate; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; toluene; 3: |Buchwald-Hartwig Coupling;
DOI:10.1021/acs.jmedchem.7b01861

Reference yield:

: 77712-95-9
5-Methyl-3H-imidazo<4,5-b>pyridine-2-(1H)one

: methyl (R)-4-(3-(2-cyano-1-((5-methyl-1H-imidazo[4,5-b]pyridin-2-yl)amino)ethyl)benzyl)-4-hydroxypiperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: trichlorophosphate / 95 °C

2: toluene-4-sulfonic acid / tetrahydrofuran / 2 h / Reflux

3: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; sodium t-butanolate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / toluene / 15 h / 85 °C / Inert atmosphere

4: hydrogen; palladium on activated charcoal / ethanol; ethyl acetate / 4 h

5: triethylamine / dichloromethane / 1 h / 20 °C

6: hydrogenchloride / methanol; 1,4-dioxane / 20 °C

With hydrogenchloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; palladium on activated charcoal; hydrogen; toluene-4-sulfonic acid; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; triethylamine; sodium t-butanolate; trichlorophosphate; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; ethyl acetate; toluene; 3: |Buchwald-Hartwig Coupling;
DOI:10.1021/acs.jmedchem.7b01861