3-Quinolinecarboxylic acid, 4-(4-fluorophenyl)-2-(1-methylethyl)-, methyl ester

Base Information

• Chemical Name: 3-Quinolinecarboxylic acid, 4-(4-fluorophenyl)-2-(1-methylethyl)-, methyl ester
• CAS No.: 130954-89-1
• Molecular Formula: C20H18FNO2
• Molecular Weight: 323.367
• Mol file: 130954-89-1.mol

Synonyms:

Chemical Property of 3-Quinolinecarboxylic acid, 4-(4-fluorophenyl)-2-(1-methylethyl)-, methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-Quinolinecarboxylic acid, 4-(4-fluorophenyl)-2-(1-methylethyl)-, methyl ester

There total 1 articles about 3-Quinolinecarboxylic acid, 4-(4-fluorophenyl)-2-(1-methylethyl)-, methyl ester 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: 94.0%

Methyl 4-methyl-3-oxopentanoate (42558-54-3) + 2-amino-4'-fluorobenzophenone (3800-06-4) → methyl 4-(4-fluorophenyl)-2-(1-methylethyl)-3-quinolinecarboxylate (130954-89-1)

Guidance literature:

With toluene-4-sulfonic acid; for 0.00833333h; microwave irradiation;

DOI:10.1039/b513721g

Reference yield: 94.0%

methyl 4-(4-fluorophenyl)-2-(1-methylethyl)-3-quinolinecarboxylate (130954-89-1) → 4-(4'-fluorophenyl)-3-hydroxymethyl-2-(1'-methylethyl)-quinoline (121659-65-2)

Guidance literature:

With diisobutylaluminium hydride; In dichloromethane; at -78 ℃; for 3h;

DOI:10.1021/jm00105a057

Reference yield:

methyl 4-(4-fluorophenyl)-2-(1-methylethyl)-3-quinolinecarboxylate (130954-89-1) → 3-[4-(4-Fluoro-phenyl)-2-isopropyl-quinolin-3-yl]-propan-1-ol

Guidance literature:

Multi-step reaction with 5 steps

1: 94 percent / DIBAL-H / CH₂Cl₂ / 3 h / -78 °C

2: 100 percent / oxalyl chloride, dimethyl sulfoxide / CH₂Cl₂ / 1 h / -78 °C

3: 74 percent / CH₂Cl₂ / 72 h / Ambient temperature

4: 60 percent / H₂ / 10percent Pd/C / methanol / 5 h / 2585.7 Torr / Ambient temperature

5: DIBAL-H / CH₂Cl₂ / 2 h / -78 °C

With oxalyl dichloride; hydrogen; diisobutylaluminium hydride; dimethyl sulfoxide; palladium on activated charcoal; In methanol; dichloromethane;

DOI:10.1021/jm00105a057

upstream raw materials:

Methyl 4-methyl-3-oxopentanoate

2-amino-4'-fluorobenzophenone

Downstream raw materials:

4-(4'-fluorophenyl)-3-hydroxymethyl-2-(1'-methylethyl)-quinoline

(E)-3-<4-(4-fluorophenyl)-2-(1-methylethyl)-3-quinolinyl>-2-propen-1-ol

(E)-3-<4-(4-fluorophenyl)-2-(1-methylethyl)-3-quinolinyl>-2-propenal

(4R,6R)-6-{2-[4-(4-Fluoro-phenyl)-2-isopropyl-quinolin-3-yl]-ethyl}-4-hydroxy-tetrahydro-pyran-2-one