N-{6-(3-methylphenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl}cyclohexanecarboxamide

Base Information

Chemical Name:N-{6-(3-methylphenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl}cyclohexanecarboxamide
CAS No.:1353647-34-3
Molecular Formula:C₂₀H₂₂N₄O
Molecular Weight:334.421
Hs Code.:

Synonyms:N-{6-(3-methylphenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl}cyclohexanecarboxamide

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Chemical Property of N-{6-(3-methylphenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl}cyclohexanecarboxamide

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Technology Process of N-{6-(3-methylphenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl}cyclohexanecarboxamide

There total 5 articles about N-{6-(3-methylphenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl}cyclohexanecarboxamide 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: 72.0%

: 1353647-29-6
N-(6-bromo[1,2,4]triazolo[1,5-a]pyridin-2-yl)cyclohexanecarboxamide

: 17933-03-8
m-tolylboronic acid

: 1353647-34-3
N-{6-(3-methylphenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl}cyclohexanecarboxamide

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In water; N,N-dimethyl-formamide; at 140 ℃; for 0.166667h; Microwave irradiation;
DOI:10.1002/cmdc.201100344

Reference yield:

: 1072-97-5
5-bromo-2-pyridylamine

: 1353647-34-3
N-{6-(3-methylphenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl}cyclohexanecarboxamide

Guidance literature:: Multi-step reaction with 4 steps

1: 1,4-dioxane / 17 h / 0 - 20 °C / Inert atmosphere

2: hydroxylamine hydrochloride; N-ethyl-N,N-diisopropylamine / methanol; ethanol / 5 h / 20 - 60 °C

3: pyridine; dmap / 17 h / 0 - 20 °C / Inert atmosphere

4: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / water; N,N-dimethyl-formamide / 0.17 h / 140 °C / Microwave irradiation

With pyridine; dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydroxylamine hydrochloride; potassium carbonate; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; methanol; ethanol; water; N,N-dimethyl-formamide; 4: Suzuki coupling;
DOI:10.1002/cmdc.201100344

Reference yield:

: 1010120-60-1
ethyl [(5-bromopyridin-2-yl)carbamothioyl]carbamate

: 1353647-34-3
N-{6-(3-methylphenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl}cyclohexanecarboxamide

Guidance literature:: Multi-step reaction with 3 steps

1: hydroxylamine hydrochloride; N-ethyl-N,N-diisopropylamine / methanol; ethanol / 5 h / 20 - 60 °C

2: pyridine; dmap / 17 h / 0 - 20 °C / Inert atmosphere

3: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / water; N,N-dimethyl-formamide / 0.17 h / 140 °C / Microwave irradiation

With pyridine; dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydroxylamine hydrochloride; potassium carbonate; N-ethyl-N,N-diisopropylamine; In methanol; ethanol; water; N,N-dimethyl-formamide; 3: Suzuki coupling;
DOI:10.1002/cmdc.201100344