N-((5-((2-bromo-4-cyanophenoxy)methyl)-4,5-dihydroisoxazol-3-yl)methyl)imidazo[1,2-a]pyridine-6-carboxamide

Base Information

Chemical Name:N-((5-((2-bromo-4-cyanophenoxy)methyl)-4,5-dihydroisoxazol-3-yl)methyl)imidazo[1,2-a]pyridine-6-carboxamide
CAS No.:1620293-70-0
Molecular Formula:C₂₀H₁₆BrN₅O₃
Molecular Weight:454.283
Hs Code.:

Synonyms:N-((5-((2-bromo-4-cyanophenoxy)methyl)-4,5-dihydroisoxazol-3-yl)methyl)imidazo[1,2-a]pyridine-6-carboxamide

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Chemical Property of N-((5-((2-bromo-4-cyanophenoxy)methyl)-4,5-dihydroisoxazol-3-yl)methyl)imidazo[1,2-a]pyridine-6-carboxamide

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Technology Process of N-((5-((2-bromo-4-cyanophenoxy)methyl)-4,5-dihydroisoxazol-3-yl)methyl)imidazo[1,2-a]pyridine-6-carboxamide

There total 5 articles about N-((5-((2-bromo-4-cyanophenoxy)methyl)-4,5-dihydroisoxazol-3-yl)methyl)imidazo[1,2-a]pyridine-6-carboxamide 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: 35.0%

: 1620293-68-6
4-((3-(aminomethyl)-4,5-dihydroisoxazol-5-yl)methoxy)-3-bromobenzonitrile hydrochloride

: 139022-25-6
imidazo[1,2-a]pyridine-6-carboxylic acid

: 1620293-70-0
N-((5-((2-bromo-4-cyanophenoxy)methyl)-4,5-dihydroisoxazol-3-yl)methyl)imidazo[1,2-a]pyridine-6-carboxamide

Guidance literature:: With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 20 ℃; for 16h;

Reference yield:

: 2315-86-8
3-bromo-4-hydroxybenzonitrile

: 1620293-70-0
N-((5-((2-bromo-4-cyanophenoxy)methyl)-4,5-dihydroisoxazol-3-yl)methyl)imidazo[1,2-a]pyridine-6-carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: potassium carbonate; potassium iodide / acetone / 2 h / Reflux

2.1: N-chloro-succinimide / N,N-dimethyl-formamide / 3 h / 20 °C

2.2: 36 h / 20 °C

3.1: hydrogenchloride / 1,4-dioxane / 12 h / 0 - 20 °C

4.1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 16 h / 20 °C

With hydrogenchloride; N-chloro-succinimide; potassium carbonate; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; potassium iodide; In 1,4-dioxane; N,N-dimethyl-formamide; acetone;

Reference yield:

: 1620293-66-4
tert-butyl ((5-((2-bromo-4-cyanophenoxy)methyl)-4,5-dihydroisoxazol-3-yl)methyl)carbamate

: 1620293-70-0
N-((5-((2-bromo-4-cyanophenoxy)methyl)-4,5-dihydroisoxazol-3-yl)methyl)imidazo[1,2-a]pyridine-6-carboxamide

Guidance literature:: Multi-step reaction with 2 steps

1: hydrogenchloride / 1,4-dioxane / 12 h / 0 - 20 °C

2: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 16 h / 20 °C

With hydrogenchloride; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In 1,4-dioxane; N,N-dimethyl-formamide;