N-[4-(2,3-dihydro-1H-cyclopenta[b]quinolin-9-ylamino)butyl]-4-fluorobenzamide

Base Information

• Chemical Name: N-[4-(2,3-dihydro-1H-cyclopenta[b]quinolin-9-ylamino)butyl]-4-fluorobenzamide
• CAS No.: 1400976-03-5
• Molecular Formula: C₂₃H₂₄FN₃O
• Molecular Weight: 377.461
• Mol file: 1400976-03-5.mol

Synonyms:N-[4-(2,3-dihydro-1H-cyclopenta[b]quinolin-9-ylamino)butyl]-4-fluorobenzamide

Chemical Property of N-[4-(2,3-dihydro-1H-cyclopenta[b]quinolin-9-ylamino)butyl]-4-fluorobenzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[4-(2,3-dihydro-1H-cyclopenta[b]quinolin-9-ylamino)butyl]-4-fluorobenzamide

There total 2 articles about N-[4-(2,3-dihydro-1H-cyclopenta[b]quinolin-9-ylamino)butyl]-4-fluorobenzamide 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: 64.0%

4-Fluorobenzoic acid (456-22-4) + N1-(2,3-dihydro-1H-cyclopenta[b]quinolin-9-yl)butane-1,4-diamine (1339111-05-5) → N-[4-(2,3-dihydro-1H-cyclopenta[b]quinolin-9-ylamino)butyl]-4-fluorobenzamide (1400976-03-5)

Guidance literature:

4-Fluorobenzoic acid; With 4-methyl-morpholine; 2-chloro-4,6-dimethoxy-1 ,3,5-triazine; In tetrahydrofuran; at -5 - 0 ℃;

N¹-(2,3-dihydro-1H-cyclopenta[b]quinolin-9-yl)butane-1,4-diamine; In tetrahydrofuran; at -5 - 20 ℃; for 14h;

DOI:10.2174/157018012801319454

Reference yield:

8-chloro-2,3-dihydro-1H-cyclopenta[1,2-b]quinoline (40528-00-5) → N-[4-(2,3-dihydro-1H-cyclopenta[b]quinolin-9-ylamino)butyl]-4-fluorobenzamide (1400976-03-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium iodide; phenol / 2 h / 180 °C

2.1: 4-methyl-morpholine; 2-chloro-4,6-dimethoxy-1 ,3,5-triazine / tetrahydrofuran / -5 - 0 °C

2.2: 14 h / -5 - 20 °C

With 4-methyl-morpholine; 2-chloro-4,6-dimethoxy-1 ,3,5-triazine; sodium iodide; phenol; In tetrahydrofuran;

DOI:10.2174/157018012801319454

Reference yield: 33.0%

N-[4-(2,3-dihydro-1H-cyclopenta[b]quinolin-9-ylamino)butyl]-4-fluorobenzamide (1400976-03-5) → N-[4-(2,3-dihydro-1H-cyclopenta[b]quinolin-9-ylamino)butyl]-4-fluorobenzamide hydrochloride (1400976-11-5)

Guidance literature:

With hydrogenchloride; In diethyl ether; at 20 ℃; for 0.0333333h;

DOI:10.2174/157018012801319454

upstream raw materials:

4-Fluorobenzoic acid

N¹-(2,3-dihydro-1H-cyclopenta[b]quinolin-9-yl)butane-1,4-diamine

8-chloro-2,3-dihydro-1H-cyclopenta[1,2-b]quinoline

Downstream raw materials:

N-[4-(2,3-dihydro-1H-cyclopenta[b]quinolin-9-ylamino)butyl]-4-fluorobenzamide hydrochloride