N-[6-(4-amino-2-fluorophenoxy)imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide

Base Information

Chemical Name:N-[6-(4-amino-2-fluorophenoxy)imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide
CAS No.:1195781-23-7
Molecular Formula:C₁₇H₁₅FN₄O₂
Molecular Weight:326.33
Hs Code.:

Synonyms:N-[6-(4-amino-2-fluorophenoxy)imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide

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Chemical Property of N-[6-(4-amino-2-fluorophenoxy)imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide

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Technology Process of N-[6-(4-amino-2-fluorophenoxy)imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide

There total 18 articles about N-[6-(4-amino-2-fluorophenoxy)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: 92.0%

: 1195782-72-9
N-[6-(2-fluoro-4-nitrophenoxy)imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide

: 1195781-23-7
N-[6-(4-amino-2-fluorophenoxy)imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide

Guidance literature:: With hydrazine hydrate; In tetrahydrofuran; methanol; for 16h; activated carbon; Reflux;

Reference yield: 71.0%

: 1195778-63-2
benzyl [4-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-a]pyridin-6-yl}oxy)-3-fluorophenyl]carbamate

: 1195781-23-7
N-[6-(4-amino-2-fluorophenoxy)imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide

Guidance literature:: With water; barium(II) hydroxide; In 1,2-dimethoxyethane; at 90 ℃; for 16h;

Reference yield:

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

: 1195781-23-7
N-[6-(4-amino-2-fluorophenoxy)imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide

Guidance literature:: Multi-step reaction with 8 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

6.1: methoxybenzene; trifluoroacetic acid / 3 h / 20 °C

7.1: caesium carbonate / dimethyl sulfoxide / 5 h / 20 °C / Inert atmosphere

8.1: iron(III) chloride hexahydrate; hydrazine hydrate; pyrographite / tetrahydrofuran; methanol / 16 h / Reflux

With pyridine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; iron(III) chloride hexahydrate; pyrographite; caesium carbonate; hydrazine hydrate; methoxybenzene; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; trifluoroacetic anhydride; lithium hexamethyldisilazane; CyJohnPhos; In tetrahydrofuran; methanol; N,N-dimethyl acetamide; dimethyl sulfoxide; N,N-dimethyl-formamide; 1.1: |Buchwald-Hartwig Coupling;
DOI:10.1016/j.bmc.2013.10.028