N-(7-chloro-4-oxo-1-phenyl-1,4-dihydro-quinolin-3-ylmethyl)-6-(4-methyl-piperazin-1-yl)nicotinamide trifluoroacetate

Base Information

• Chemical Name: N-(7-chloro-4-oxo-1-phenyl-1,4-dihydro-quinolin-3-ylmethyl)-6-(4-methyl-piperazin-1-yl)nicotinamide trifluoroacetate
• CAS No.: 1418024-42-6
• Molecular Formula: C₂HF₃O₂*C₂₇H₂₄ClN₅O₂
• Molecular Weight: 599.997

Synonyms:N-(7-chloro-4-oxo-1-phenyl-1,4-dihydro-quinolin-3-ylmethyl)-6-(4-methyl-piperazin-1-yl)nicotinamide trifluoroacetate

Chemical Property of N-(7-chloro-4-oxo-1-phenyl-1,4-dihydro-quinolin-3-ylmethyl)-6-(4-methyl-piperazin-1-yl)nicotinamide trifluoroacetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(7-chloro-4-oxo-1-phenyl-1,4-dihydro-quinolin-3-ylmethyl)-6-(4-methyl-piperazin-1-yl)nicotinamide trifluoroacetate

There total 11 articles about N-(7-chloro-4-oxo-1-phenyl-1,4-dihydro-quinolin-3-ylmethyl)-6-(4-methyl-piperazin-1-yl)nicotinamide trifluoroacetate 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: 98.0%

(1S,4S)-tert-butyl 5-{5-[(7-chloro-4-oxo-1-phenyl-1,4-dihydro-quinolin-3-yl)methylcarbamoyl]pyridin-2-yl}-2,5-diazabicyclo-[2.2.1]-heptane-2-carboxylic acid (1418024-14-2) + trifluoroacetic acid (76-05-1) → N-(7-chloro-4-oxo-1-phenyl-1,4-dihydro-quinolin-3-ylmethyl)-6-(4-methyl-piperazin-1-yl)nicotinamide trifluoroacetate (1418024-42-6)

Guidance literature:

In dichloromethane; at 20 ℃; for 5h; under 760.051 Torr; Inert atmosphere;

Reference yield:

4-chloro-N-methoxy-N-methyl-2-phenylamino-benzamide (1402345-30-5) → N-(7-chloro-4-oxo-1-phenyl-1,4-dihydro-quinolin-3-ylmethyl)-6-(4-methyl-piperazin-1-yl)nicotinamide trifluoroacetate (1418024-42-6)

Guidance literature:

Multi-step reaction with 8 steps

1.1: tetrahydrofuran / 2 h / 0 - 20 °C / 760.05 Torr / Inert atmosphere

2.1: oxalyl dichloride / tetrahydrofuran / 1.5 h / 0 - 20 °C / 760.05 Torr / Inert atmosphere

2.2: 2 h / 115 °C / 760.05 Torr / Inert atmosphere

3.1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 1 h / 115 °C / 760.05 Torr / Inert atmosphere

4.1: sodium azide / N,N-dimethyl-formamide / 20 °C / 760.05 Torr / Inert atmosphere

5.1: platinum(IV) oxide; hydrogen / ethyl acetate / 5 h / 20 °C / 760.05 Torr / Inert atmosphere

6.1: N-ethyl-N,N-diisopropylamine; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate / dichloromethane / 0.25 h / 760.05 Torr / Inert atmosphere

6.2: 1.5 h / 760.05 Torr / Inert atmosphere

7.1: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / 115 °C / 760.05 Torr / Inert atmosphere; Sealed tube

8.1: dichloromethane / 5 h / 20 °C / 760.05 Torr / Inert atmosphere

With platinum(IV) oxide; N-Bromosuccinimide; sodium azide; oxalyl dichloride; 2,2'-azobis(isobutyronitrile); hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; tetrachloromethane; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

Reference yield:

1-(4-chloro-2-phenylamino-phenyl)propan-1-one (1402345-31-6) → N-(7-chloro-4-oxo-1-phenyl-1,4-dihydro-quinolin-3-ylmethyl)-6-(4-methyl-piperazin-1-yl)nicotinamide trifluoroacetate (1418024-42-6)

Guidance literature:

Multi-step reaction with 7 steps

1.1: oxalyl dichloride / tetrahydrofuran / 1.5 h / 0 - 20 °C / 760.05 Torr / Inert atmosphere

1.2: 2 h / 115 °C / 760.05 Torr / Inert atmosphere

2.1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 1 h / 115 °C / 760.05 Torr / Inert atmosphere

3.1: sodium azide / N,N-dimethyl-formamide / 20 °C / 760.05 Torr / Inert atmosphere

4.1: platinum(IV) oxide; hydrogen / ethyl acetate / 5 h / 20 °C / 760.05 Torr / Inert atmosphere

5.1: N-ethyl-N,N-diisopropylamine; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate / dichloromethane / 0.25 h / 760.05 Torr / Inert atmosphere

5.2: 1.5 h / 760.05 Torr / Inert atmosphere

6.1: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / 115 °C / 760.05 Torr / Inert atmosphere; Sealed tube

7.1: dichloromethane / 5 h / 20 °C / 760.05 Torr / Inert atmosphere

With platinum(IV) oxide; N-Bromosuccinimide; sodium azide; oxalyl dichloride; 2,2'-azobis(isobutyronitrile); hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; tetrachloromethane; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

upstream raw materials:

4-chloro-N-methoxy-N-methyl-2-phenylamino-benzamide

1-(4-chloro-2-phenylamino-phenyl)propan-1-one

(1S,4S)-tert-butyl 5-{5-[(7-chloro-4-oxo-1-phenyl-1,4-dihydro-quinolin-3-yl)methylcarbamoyl]pyridin-2-yl}-2,5-diazabicyclo-[2.2.1]-heptane-2-carboxylic acid

trifluoroacetic acid

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