tert-butyl 4-[5-(2-chlorophenyl)-1-(2,6-dichlorophenyl)-2-oxo-1,2-dihydroquinolin-7-yl]-3,6-dihydropyridine-1(2 H)-carboxylate

Base Information

• Chemical Name: tert-butyl 4-[5-(2-chlorophenyl)-1-(2,6-dichlorophenyl)-2-oxo-1,2-dihydroquinolin-7-yl]-3,6-dihydropyridine-1(2 H)-carboxylate
• CAS No.: 444665-23-0
• Molecular Formula: C₃₁H₂₇Cl₃N₂O₃
• Molecular Weight: 581.926
• Mol file: 444665-23-0.mol

Synonyms:tert-butyl 4-[5-(2-chlorophenyl)-1-(2,6-dichlorophenyl)-2-oxo-1,2-dihydroquinolin-7-yl]-3,6-dihydropyridine-1(2 H)-carboxylate

Chemical Property of tert-butyl 4-[5-(2-chlorophenyl)-1-(2,6-dichlorophenyl)-2-oxo-1,2-dihydroquinolin-7-yl]-3,6-dihydropyridine-1(2 H)-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl 4-[5-(2-chlorophenyl)-1-(2,6-dichlorophenyl)-2-oxo-1,2-dihydroquinolin-7-yl]-3,6-dihydropyridine-1(2 H)-carboxylate

There total 12 articles about tert-butyl 4-[5-(2-chlorophenyl)-1-(2,6-dichlorophenyl)-2-oxo-1,2-dihydroquinolin-7-yl]-3,6-dihydropyridine-1(2 H)-carboxylate 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:

1-tert-butyloxycarbonyl-4-trimethylstannyl-1,2,5,6-tetrahydropyridine (162046-38-0) + 5-(2-chlorophenyl)-1-(2,6-dichlorophenyl)-2-oxo-1,2-dihydroquinolin-7-yl trifluoromethanesulfonate → tert-butyl 4-[5-(2-chlorophenyl)-1-(2,6-dichlorophenyl)-2-oxo-1,2-dihydroquinolin-7-yl]-3,6-dihydropyridine-1(2 H)-carboxylate (444665-23-0)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; lithium chloride; In 1,4-dioxane; at 100 ℃;

DOI:10.1016/S0960-894X(02)00990-3

Reference yield:

5-(2-chlorophenyl)-1-(2,6-dichlorophenyl)-2-oxo-1,2-dihydroquinolin-7-yl trifluoromethanesulfonate → tert-butyl 4-[5-(2-chlorophenyl)-1-(2,6-dichlorophenyl)-2-oxo-1,2-dihydroquinolin-7-yl]-3,6-dihydropyridine-1(2 H)-carboxylate (444665-23-0)

Guidance literature:

Reference yield:

2,6-dibromo-4-methoxytoluene (14542-71-3) → tert-butyl 4-[5-(2-chlorophenyl)-1-(2,6-dichlorophenyl)-2-oxo-1,2-dihydroquinolin-7-yl]-3,6-dihydropyridine-1(2 H)-carboxylate (444665-23-0)

Guidance literature:

Multi-step reaction with 11 steps

1: NBS; (BzO)2 / CCl₄

2: LHMDS / tetrahydrofuran / -78 °C

3: TFA

4: (COBr)2; DMF / CH₂Cl₂ / -78 - 20 °C

5: DIPEA / CH₂Cl₂

6: 86 percent / CuI; K₂CO₃ / dimethylformamide / 155 °C

7: 62 percent / NBS; AIBN / CCl₄ / 85 °C

8: Na₂CO₃; Pd(PPh₃)4 / toluene; ethanol / 100 °C

9: BBr₃ / CH₂Cl₂

10: iPr₂NEt / CH₂Cl₂

11: LiCl; Pd(PPh₃)4 / dioxane / 100 °C

With N-Bromosuccinimide; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2,2'-azobis(isobutyronitrile); Oxalyl bromide; boron tribromide; sodium carbonate; potassium carbonate; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; trifluoroacetic acid; lithium chloride; lithium hexamethyldisilazane; dibenzoyl peroxide; In tetrahydrofuran; 1,4-dioxane; tetrachloromethane; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; 6: Ullmann cyclization / 8: Suzuki coupling / 11: Stille coupling;

DOI:10.1016/S0960-894X(02)00990-3

upstream raw materials:

1-tert-butyloxycarbonyl-4-trimethylstannyl-1,2,5,6-tetrahydropyridine

2,6-dibromo-4-methoxytoluene

1,3-dibromo-2-(bromomethyl)-5-methoxybenzene

3-(2,6-dibromo-4-methoxyphenyl)-propionic acid

Downstream raw materials:

5-(2-chlorophenyl)-1-(2,6-dichlorophenyl)-7-piperidin-4-ylquinolin-2(1H)-one

tert-Butyl 4-[5-(2-chlorophenyl)-1-(2,6-dichlorophenyl)-2-oxo-1,2-dihydroquinolin-7-yl]piperidine-1-carboxylate