N-acetoxy-5-{5-[4-(N-acetoxycarbamimidoyl)-phenyl]-furan-2-yl}-pyridine-2-carboxamidine

Base Information

Chemical Name:N-acetoxy-5-{5-[4-(N-acetoxycarbamimidoyl)-phenyl]-furan-2-yl}-pyridine-2-carboxamidine
CAS No.:619334-59-7
Molecular Formula:C₂₁H₁₉N₅O₅
Molecular Weight:421.412
Hs Code.:

Synonyms:N-acetoxy-5-{5-[4-(N-acetoxycarbamimidoyl)-phenyl]-furan-2-yl}-pyridine-2-carboxamidine

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Chemical Property of N-acetoxy-5-{5-[4-(N-acetoxycarbamimidoyl)-phenyl]-furan-2-yl}-pyridine-2-carboxamidine

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Technology Process of N-acetoxy-5-{5-[4-(N-acetoxycarbamimidoyl)-phenyl]-furan-2-yl}-pyridine-2-carboxamidine

There total 6 articles about N-acetoxy-5-{5-[4-(N-acetoxycarbamimidoyl)-phenyl]-furan-2-yl}-pyridine-2-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: 89.0%

: 108-24-7
acetic anhydride

: 619334-54-2
N-hydroxy-5-{5-[4-(N-hydroxycarbamimidoyl)-phenyl]-furan-2-yl}-pyridine-2-carboxamidine

: 619334-59-7
N-acetoxy-5-{5-[4-(N-acetoxycarbamimidoyl)-phenyl]-furan-2-yl}-pyridine-2-carboxamidine

Guidance literature:: With acetic acid;
DOI:10.1021/jm0302602

Reference yield:

: 624-28-2
2,5-dibromopyridine

: 619334-59-7
N-acetoxy-5-{5-[4-(N-acetoxycarbamimidoyl)-phenyl]-furan-2-yl}-pyridine-2-carboxamidine

Guidance literature:: Multi-step reaction with 6 steps

1: 74 percent / dimethylformamide / 12 h / 110 - 120 °C

2: 83 percent / tetrakis(triphenylphosphine)palladium / dioxane / 24 h / 100 - 110 °C

3: 93 percent / N-bromosuccinimide / dimethylformamide / 20 °C

4: 64 percent / aq. NaHCO₃; tetrakis(triphenylphosphine) palladium / toluene; methanol / 24 h / 80 °C

5: 93 percent / hydroxylamine hydrochloride; potassium t-butoxide / dimethylsulfoxide / 20 °C

6: 89 percent / AcOH

With N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydroxylamine hydrochloride; potassium tert-butylate; sodium hydrogencarbonate; acetic acid; In 1,4-dioxane; methanol; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; 2: Stille coupling / 4: Suzuki coupling;
DOI:10.1021/jm0302602

Reference yield:

: 97483-77-7
2-Cyano-5-bromopyridine

: 619334-59-7
N-acetoxy-5-{5-[4-(N-acetoxycarbamimidoyl)-phenyl]-furan-2-yl}-pyridine-2-carboxamidine

Guidance literature:: Multi-step reaction with 5 steps

1: 83 percent / tetrakis(triphenylphosphine)palladium / dioxane / 24 h / 100 - 110 °C

2: 93 percent / N-bromosuccinimide / dimethylformamide / 20 °C

3: 64 percent / aq. NaHCO₃; tetrakis(triphenylphosphine) palladium / toluene; methanol / 24 h / 80 °C

4: 93 percent / hydroxylamine hydrochloride; potassium t-butoxide / dimethylsulfoxide / 20 °C

5: 89 percent / AcOH

With N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydroxylamine hydrochloride; potassium tert-butylate; sodium hydrogencarbonate; acetic acid; In 1,4-dioxane; methanol; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; 1: Stille coupling / 3: Suzuki coupling;
DOI:10.1021/jm0302602