N-{3-[4-(3-acetamidophenyl)piperidin-1-yl]propyl}-5-(3-chloro-4-fluorophenyl)naphtho[1,2-b]furan-2-carboxamide

Base Information

Chemical Name:N-{3-[4-(3-acetamidophenyl)piperidin-1-yl]propyl}-5-(3-chloro-4-fluorophenyl)naphtho[1,2-b]furan-2-carboxamide
CAS No.:1431734-37-0
Molecular Formula:C₃₅H₃₃ClFN₃O₃
Molecular Weight:598.117
Hs Code.:

Synonyms:N-{3-[4-(3-acetamidophenyl)piperidin-1-yl]propyl}-5-(3-chloro-4-fluorophenyl)naphtho[1,2-b]furan-2-carboxamide

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Chemical Property of N-{3-[4-(3-acetamidophenyl)piperidin-1-yl]propyl}-5-(3-chloro-4-fluorophenyl)naphtho[1,2-b]furan-2-carboxamide

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Technology Process of N-{3-[4-(3-acetamidophenyl)piperidin-1-yl]propyl}-5-(3-chloro-4-fluorophenyl)naphtho[1,2-b]furan-2-carboxamide

There total 8 articles about N-{3-[4-(3-acetamidophenyl)piperidin-1-yl]propyl}-5-(3-chloro-4-fluorophenyl)naphtho[1,2-b]furan-2-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: 26.0%

: 387827-27-2
N₁-{3-[1-(3-aminopropyl)-4-piperidyl]phenyl}acetamide

: 1431734-62-1
C₁₉H₁₀ClFO₃

: 1431734-37-0
N-{3-[4-(3-acetamidophenyl)piperidin-1-yl]propyl}-5-(3-chloro-4-fluorophenyl)naphtho[1,2-b]furan-2-carboxamide

Guidance literature:: C₁₉H₁₀ClFO₃; With thionyl chloride; In 1,2-dichloro-ethane; for 3h; Reflux;

N₁-{3-[1-(3-aminopropyl)-4-piperidyl]phenyl}acetamide; With triethylamine; In dichloromethane; at 20 ℃; for 15h;
DOI:10.1248/cpb.c13-00486

Reference yield:

: 574-96-9
1-hydroxy-2-naphthaldehyde

: 1431734-37-0
N-{3-[4-(3-acetamidophenyl)piperidin-1-yl]propyl}-5-(3-chloro-4-fluorophenyl)naphtho[1,2-b]furan-2-carboxamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: potassium carbonate / acetonitrile / 15 h / Reflux

2.1: bromine / dichloromethane / 1 h / 20 °C

3.1: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene; methanol / 2 h / Reflux

4.1: sodium hydroxide / methanol; water / 2 h / Reflux

5.1: thionyl chloride / 1,2-dichloro-ethane / 3 h / Reflux

5.2: 15 h / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; thionyl chloride; bromine; sodium carbonate; potassium carbonate; sodium hydroxide; In methanol; dichloromethane; water; 1,2-dichloro-ethane; toluene; acetonitrile; 3.1: |Suzuki Coupling;
DOI:10.1248/cpb.c13-00486

Reference yield:

: 74222-20-1
ethyl naphthol<1,2-b>furan-2-carboxylate

: 1431734-37-0
N-{3-[4-(3-acetamidophenyl)piperidin-1-yl]propyl}-5-(3-chloro-4-fluorophenyl)naphtho[1,2-b]furan-2-carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: bromine / dichloromethane / 1 h / 20 °C

2.1: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene; methanol / 2 h / Reflux

3.1: sodium hydroxide / methanol; water / 2 h / Reflux

4.1: thionyl chloride / 1,2-dichloro-ethane / 3 h / Reflux

4.2: 15 h / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; thionyl chloride; bromine; sodium carbonate; sodium hydroxide; In methanol; dichloromethane; water; 1,2-dichloro-ethane; toluene; 2.1: |Suzuki Coupling;
DOI:10.1248/cpb.c13-00486