N-hydroxy-2-{5-[4-(N-hydroxyamidino)phenyl]furan-2-yl}imidazo[1,2-a]pyridine-6-carboxamidine

Base Information

Chemical Name:N-hydroxy-2-{5-[4-(N-hydroxyamidino)phenyl]furan-2-yl}imidazo[1,2-a]pyridine-6-carboxamidine
CAS No.:731822-88-1
Molecular Formula:C₁₉H₁₆N₆O₃
Molecular Weight:376.374
Hs Code.:

Synonyms:N-hydroxy-2-{5-[4-(N-hydroxyamidino)phenyl]furan-2-yl}imidazo[1,2-a]pyridine-6-carboxamidine

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Chemical Property of N-hydroxy-2-{5-[4-(N-hydroxyamidino)phenyl]furan-2-yl}imidazo[1,2-a]pyridine-6-carboxamidine

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Technology Process of N-hydroxy-2-{5-[4-(N-hydroxyamidino)phenyl]furan-2-yl}imidazo[1,2-a]pyridine-6-carboxamidine

There total 5 articles about N-hydroxy-2-{5-[4-(N-hydroxyamidino)phenyl]furan-2-yl}imidazo[1,2-a]pyridine-6-carboxamidine 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: 96.0%

: 731822-26-7
2-[5-(4-cyanophenyl)furan-2-yl]imidazo[1,2-a]pyridine-6-carbonitrile

: 731822-88-1
N-hydroxy-2-{5-[4-(N-hydroxyamidino)phenyl]furan-2-yl}imidazo[1,2-a]pyridine-6-carboxamidine

Guidance literature:: With hydroxylamine hydrochloride; potassium tert-butylate; In dimethyl sulfoxide; at 20 ℃;
DOI:10.1021/jm0400092

Reference yield:

: 1192-62-7,80145-44-4
1-(2-furyl)-1-ethanone

: 731822-88-1
N-hydroxy-2-{5-[4-(N-hydroxyamidino)phenyl]furan-2-yl}imidazo[1,2-a]pyridine-6-carboxamidine

Guidance literature:: Multi-step reaction with 5 steps

1: 61 percent / N-bromosuccinimide / dimethylformamide

2: 65 percent / bromine / dioxane; diethyl ether / 0 - 5 °C

3: 74 percent / ethanol / 24 h / Heating

4: 82 percent / aq. Na₂CO₃; tetrakis(triphenylphosphine)palladium / methanol / 24 h / 80 °C

5: 96 percent / hydroxylamine hydrochloride; potassium tert-butoxide / dimethylsulfoxide / 20 °C

With N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydroxylamine hydrochloride; potassium tert-butylate; bromine; sodium carbonate; In 1,4-dioxane; methanol; diethyl ether; ethanol; dimethyl sulfoxide; N,N-dimethyl-formamide; 4: Suzuki coupling;
DOI:10.1021/jm0400092

Reference yield:

: 3199-50-6
1-(5-bromofuran-2-yl)ethanone

: 731822-88-1
N-hydroxy-2-{5-[4-(N-hydroxyamidino)phenyl]furan-2-yl}imidazo[1,2-a]pyridine-6-carboxamidine

Guidance literature:: Multi-step reaction with 4 steps

1: 65 percent / bromine / dioxane; diethyl ether / 0 - 5 °C

2: 74 percent / ethanol / 24 h / Heating

3: 82 percent / aq. Na₂CO₃; tetrakis(triphenylphosphine)palladium / methanol / 24 h / 80 °C

4: 96 percent / hydroxylamine hydrochloride; potassium tert-butoxide / dimethylsulfoxide / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydroxylamine hydrochloride; potassium tert-butylate; bromine; sodium carbonate; In 1,4-dioxane; methanol; diethyl ether; ethanol; dimethyl sulfoxide; 3: Suzuki coupling;
DOI:10.1021/jm0400092