N-[3-chloro-4-(5H-pyrrolo[1,2-c][1,3]benzodiazepin-6-(11H)-ylcarbonyl)phenyl]-5-fluoro-2-methylbenzamide

Base Information

• Chemical Name: N-[3-chloro-4-(5H-pyrrolo[1,2-c][1,3]benzodiazepin-6-(11H)-ylcarbonyl)phenyl]-5-fluoro-2-methylbenzamide
• CAS No.: 1334215-07-4
• Molecular Formula: C₂₇H₂₁ClFN₃O₂
• Molecular Weight: 473.934
• Mol file: 1334215-07-4.mol

Synonyms:N-[3-chloro-4-(5H-pyrrolo[1,2-c][1,3]benzodiazepin-6-(11H)-ylcarbonyl)phenyl]-5-fluoro-2-methylbenzamide

Chemical Property of N-[3-chloro-4-(5H-pyrrolo[1,2-c][1,3]benzodiazepin-6-(11H)-ylcarbonyl)phenyl]-5-fluoro-2-methylbenzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[3-chloro-4-(5H-pyrrolo[1,2-c][1,3]benzodiazepin-6-(11H)-ylcarbonyl)phenyl]-5-fluoro-2-methylbenzamide

There total 13 articles about N-[3-chloro-4-(5H-pyrrolo[1,2-c][1,3]benzodiazepin-6-(11H)-ylcarbonyl)phenyl]-5-fluoro-2-methylbenzamide 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: 84.0%

3-chloro-4-(5H-pyrrolo[1,2-c][1,3]benzodiazepin-6(11H)-ylcarbonyl)aniline (1334215-12-1) + 5-fluoro-2-methylbenzoyl chloride (21900-39-0) → N-[3-chloro-4-(5H-pyrrolo[1,2-c][1,3]benzodiazepin-6-(11H)-ylcarbonyl)phenyl]-5-fluoro-2-methylbenzamide (1334215-07-4)

Guidance literature:

In dichloromethane; at 5 - 20 ℃; for 18h; Inert atmosphere;

DOI:10.1016/j.tet.2011.07.083

Reference yield:

(2-isothiocyanatophenyl)(1H-pyrrol-2-yl)methanone (249608-72-8) → N-[3-chloro-4-(5H-pyrrolo[1,2-c][1,3]benzodiazepin-6-(11H)-ylcarbonyl)phenyl]-5-fluoro-2-methylbenzamide (1334215-07-4)

Guidance literature:

Multi-step reaction with 6 steps

1: potassium carbonate / N,N-dimethyl-formamide / 2.5 h / 20 °C / Inert atmosphere

2: Raney nickel / ethanol / 0.08 h / Reflux

3: lithium aluminium tetrahydride; aluminum (III) chloride / tetrahydrofuran / 1 h / 20 °C

4: triethylamine / dichloromethane / 0.5 h / 5 - 20 °C / Inert atmosphere

5: ammonium chloride; zinc / ethanol; water / 18 h / 20 °C

6: dichloromethane / 18 h / 5 - 20 °C / Inert atmosphere

With aluminum (III) chloride; lithium aluminium tetrahydride; potassium carbonate; ammonium chloride; triethylamine; zinc; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2011.07.083

Reference yield:

5,6-dihydro-11H-pyrrolo[1,2-c][1,3]benzodiazepin-11-one (1334215-08-5) → N-[3-chloro-4-(5H-pyrrolo[1,2-c][1,3]benzodiazepin-6-(11H)-ylcarbonyl)phenyl]-5-fluoro-2-methylbenzamide (1334215-07-4)

Guidance literature:

Multi-step reaction with 4 steps

1: lithium aluminium tetrahydride; aluminum (III) chloride / tetrahydrofuran / 1 h / 20 °C

2: triethylamine / dichloromethane / 0.5 h / 5 - 20 °C / Inert atmosphere

3: ammonium chloride; zinc / ethanol; water / 18 h / 20 °C

4: dichloromethane / 18 h / 5 - 20 °C / Inert atmosphere

With aluminum (III) chloride; lithium aluminium tetrahydride; ammonium chloride; triethylamine; zinc; In tetrahydrofuran; ethanol; dichloromethane; water;

DOI:10.1016/j.tet.2011.07.083

upstream raw materials:

(2-aminophenyl)(1H-pyrrol-2-yl)methanone

(2-isothiocyanatophenyl)(1H-pyrrol-2-yl)methanone

5,6-dihydro-11H-pyrrolo[1,2-c][1,3]benzodiazepin-11-one

6,11-dihydro-5H-pyrrolo[1,2-c][1,3]benzodiazepine

Refernces