N-{6-[(4-methoxybenzyl)oxy]imidazo[1,2-a]pyridin-2-yl}cyclopropanecarboxamide

Base Information

Chemical Name:N-{6-[(4-methoxybenzyl)oxy]imidazo[1,2-a]pyridin-2-yl}cyclopropanecarboxamide
CAS No.:1195782-20-7
Molecular Formula:C₁₉H₁₉N₃O₃
Molecular Weight:337.378
Hs Code.:

Synonyms:N-{6-[(4-methoxybenzyl)oxy]imidazo[1,2-a]pyridin-2-yl}cyclopropanecarboxamide

Suppliers and Price of N-{6-[(4-methoxybenzyl)oxy]imidazo[1,2-a]pyridin-2-yl}cyclopropanecarboxamide

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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 N-{6-[(4-methoxybenzyl)oxy]imidazo[1,2-a]pyridin-2-yl}cyclopropanecarboxamide

Chemical Property:

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Technology Process of N-{6-[(4-methoxybenzyl)oxy]imidazo[1,2-a]pyridin-2-yl}cyclopropanecarboxamide

There total 7 articles about N-{6-[(4-methoxybenzyl)oxy]imidazo[1,2-a]pyridin-2-yl}cyclopropanecarboxamide 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: 83.0%

: 1195782-18-3
6-[(4-methoxybenzyl)oxy]imidazo[1,2-a]pyridine-2-amine

: 4023-34-1
cyclopropanecarboxylic acid chloride

: 1195782-20-7
N-{6-[(4-methoxybenzyl)oxy]imidazo[1,2-a]pyridin-2-yl}cyclopropanecarboxamide

Guidance literature:: In N,N-dimethyl acetamide; at 0 ℃; for 3h;
DOI:10.1016/j.bmc.2013.10.028

Reference yield:

: 824-94-2
p-methoxybenzyl chloride

: 1195782-20-7
N-{6-[(4-methoxybenzyl)oxy]imidazo[1,2-a]pyridin-2-yl}cyclopropanecarboxamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 4 h / 80 °C

2.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; CyJohnPhos; lithium hexamethyldisilazane / tetrahydrofuran / 4 h / 80 °C / Inert atmosphere

2.2: 20 °C / Inert atmosphere

3.1: pyridine / 4 h / 0 - 20 °C

4.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 48 h / 20 °C

5.1: trifluoroacetic anhydride / tetrahydrofuran / 1 h / 0 °C

5.2: pH 12 - 13

6.1: N,N-dimethyl acetamide / 3 h / 0 °C

With pyridine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium carbonate; N-ethyl-N,N-diisopropylamine; trifluoroacetic anhydride; lithium hexamethyldisilazane; CyJohnPhos; In tetrahydrofuran; N,N-dimethyl acetamide; N,N-dimethyl-formamide; 2.1: |Buchwald-Hartwig Coupling;
DOI:10.1016/j.bmc.2013.10.028

Reference yield:

: 1195782-12-7
2-chloro-5-[(4-methoxybenzyl)oxy]pyridine

: 1195782-20-7
N-{6-[(4-methoxybenzyl)oxy]imidazo[1,2-a]pyridin-2-yl}cyclopropanecarboxamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; CyJohnPhos; lithium hexamethyldisilazane / tetrahydrofuran / 4 h / 80 °C / Inert atmosphere

1.2: 20 °C / Inert atmosphere

2.1: pyridine / 4 h / 0 - 20 °C

3.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 48 h / 20 °C

4.1: trifluoroacetic anhydride / tetrahydrofuran / 1 h / 0 °C

4.2: pH 12 - 13

5.1: N,N-dimethyl acetamide / 3 h / 0 °C

With pyridine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; N-ethyl-N,N-diisopropylamine; trifluoroacetic anhydride; lithium hexamethyldisilazane; CyJohnPhos; In tetrahydrofuran; N,N-dimethyl acetamide; N,N-dimethyl-formamide; 1.1: |Buchwald-Hartwig Coupling;
DOI:10.1016/j.bmc.2013.10.028