N,N-diisopropyl-2-(5'-nitro-4-pyrrolidin-1-yl-3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl-6'-yl)-benzamide

Base Information

• Chemical Name: N,N-diisopropyl-2-(5'-nitro-4-pyrrolidin-1-yl-3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl-6'-yl)-benzamide
• CAS No.: 577795-04-1
• Molecular Formula: C₂₇H₃₇N₅O₃
• Molecular Weight: 479.622

Synonyms:N,N-diisopropyl-2-(5'-nitro-4-pyrrolidin-1-yl-3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl-6'-yl)-benzamide

Chemical Property of N,N-diisopropyl-2-(5'-nitro-4-pyrrolidin-1-yl-3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl-6'-yl)-benzamide

Chemical Property:

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Technology Process of N,N-diisopropyl-2-(5'-nitro-4-pyrrolidin-1-yl-3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl-6'-yl)-benzamide

There total 3 articles about N,N-diisopropyl-2-(5'-nitro-4-pyrrolidin-1-yl-3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl-6'-yl)-benzamide 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: 81.0%

4-(1-pyrrolidinyl)piperidine (5004-07-9) + 2-(6-chloro-3-nitropyridin-2-yl)-N,N-diisopropylbenzamide (433728-66-6) → N,N-diisopropyl-2-(5'-nitro-4-pyrrolidin-1-yl-3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl-6'-yl)-benzamide (577795-04-1)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 65 ℃;

DOI:10.1021/jm030109s

Reference yield:

2,6-dicholoro-3-nitropyridine (16013-85-7,136901-10-5) → N,N-diisopropyl-2-(5'-nitro-4-pyrrolidin-1-yl-3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl-6'-yl)-benzamide (577795-04-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 42 percent / K₂CO₃; [Pd(PPh₃)4] / toluene; ethanol; H₂O / 80 °C

2: 81 percent / ethyldiisopropylamine / tetrahydrofuran / 65 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; ethanol; water; toluene; 1: Suzuki coupling;

DOI:10.1021/jm030109s

Reference yield:

2-diisopropylaminocarbonylphenylboronic acid (103681-98-7) → N,N-diisopropyl-2-(5'-nitro-4-pyrrolidin-1-yl-3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl-6'-yl)-benzamide (577795-04-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 42 percent / K₂CO₃; [Pd(PPh₃)4] / toluene; ethanol; H₂O / 80 °C

2: 81 percent / ethyldiisopropylamine / tetrahydrofuran / 65 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; ethanol; water; toluene; 1: Suzuki coupling;

DOI:10.1021/jm030109s

upstream raw materials:

4-(1-pyrrolidinyl)piperidine

2-(6-chloro-3-nitropyridin-2-yl)-N,N-diisopropylbenzamide

2,6-dicholoro-3-nitropyridine

2-diisopropylaminocarbonylphenylboronic acid

Downstream raw materials:

2-(5'-amino-4-pyrrolidin-1-yl-3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl-6'-yl)-N,N-diisopropyl-benzamide

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