tert-butyl 4-[5-(2-chlorophenyl)-1-(2,6-dichlorophenyl)-2-oxo-1,2-dihydro-1,6-naphthyridin-7-yl]piperidine-1-carboxylate

Base Information

• Chemical Name: tert-butyl 4-[5-(2-chlorophenyl)-1-(2,6-dichlorophenyl)-2-oxo-1,2-dihydro-1,6-naphthyridin-7-yl]piperidine-1-carboxylate
• CAS No.: 444665-15-0
• Molecular Formula: C₃₀H₂₈Cl₃N₃O₃
• Molecular Weight: 584.93

Synonyms:tert-butyl 4-[5-(2-chlorophenyl)-1-(2,6-dichlorophenyl)-2-oxo-1,2-dihydro-1,6-naphthyridin-7-yl]piperidine-1-carboxylate

Chemical Property of tert-butyl 4-[5-(2-chlorophenyl)-1-(2,6-dichlorophenyl)-2-oxo-1,2-dihydro-1,6-naphthyridin-7-yl]piperidine-1-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-dihydro-1,6-naphthyridin-7-yl]piperidine-1-carboxylate

There total 15 articles about tert-butyl 4-[5-(2-chlorophenyl)-1-(2,6-dichlorophenyl)-2-oxo-1,2-dihydro-1,6-naphthyridin-7-yl]piperidine-1-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:

tert-butyl 4-[5-(2-chlorophenyl)-1-(2,6-dichlorophenyl)-2-oxo-1,2-dihydro-1,6-naphthyridin-7-yl]-3,6-dihydropyridine-1(2 H)-carboxylate (444665-14-9) → tert-butyl 4-[5-(2-chlorophenyl)-1-(2,6-dichlorophenyl)-2-oxo-1,2-dihydro-1,6-naphthyridin-7-yl]piperidine-1-carboxylate (444665-15-0)

Guidance literature:

With hydrogen; platinum(IV) oxide; In ethyl acetate;

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

Reference yield:

2-chloro-3-methyl-5-nitropyridine (22280-56-4) → tert-butyl 4-[5-(2-chlorophenyl)-1-(2,6-dichlorophenyl)-2-oxo-1,2-dihydro-1,6-naphthyridin-7-yl]piperidine-1-carboxylate (444665-15-0)

Guidance literature:

Multi-step reaction with 14 steps

1: Cs₂CO₃; Pd(PPh₃)4

2: Raney-Ni

3: Br₂; HCl

4: t-BuONO

5: NBS; (BzO)2 / CCl₄

6: LHMDS / tetrahydrofuran / -78 °C

7: TFA

8: benzene; methanol

9: AlMe₃ / CH₂Cl₂

10: CuI; K₂CO₃ / dimethylformamide / 160 °C

11: NBS; AIBN / CCl₄ / 85 °C

12: DBU

13: Pd(PPh₃)4 / dioxane / 100 °C

14: H₂ / PtO₂ / ethyl acetate

With hydrogenchloride; N-Bromosuccinimide; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tert.-butylnitrite; 2,2'-azobis(isobutyronitrile); hydrogen; bromine; trimethylaluminum; nickel; potassium carbonate; caesium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic acid; lithium hexamethyldisilazane; dibenzoyl peroxide; platinum(IV) oxide; In tetrahydrofuran; 1,4-dioxane; methanol; tetrachloromethane; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; benzene; 1: Suzuki coupling / 10: Ullmann cyclization / 13: Stille coupling;

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

Reference yield:

2-Chlorobenzeneboronic acid (3900-89-8) → tert-butyl 4-[5-(2-chlorophenyl)-1-(2,6-dichlorophenyl)-2-oxo-1,2-dihydro-1,6-naphthyridin-7-yl]piperidine-1-carboxylate (444665-15-0)

Guidance literature:

Multi-step reaction with 14 steps

1: Cs₂CO₃; Pd(PPh₃)4

2: Raney-Ni

3: Br₂; HCl

4: t-BuONO

5: NBS; (BzO)2 / CCl₄

6: LHMDS / tetrahydrofuran / -78 °C

7: TFA

8: benzene; methanol

9: AlMe₃ / CH₂Cl₂

10: CuI; K₂CO₃ / dimethylformamide / 160 °C

11: NBS; AIBN / CCl₄ / 85 °C

12: DBU

13: Pd(PPh₃)4 / dioxane / 100 °C

14: H₂ / PtO₂ / ethyl acetate

With hydrogenchloride; N-Bromosuccinimide; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tert.-butylnitrite; 2,2'-azobis(isobutyronitrile); hydrogen; bromine; trimethylaluminum; nickel; potassium carbonate; caesium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic acid; lithium hexamethyldisilazane; dibenzoyl peroxide; platinum(IV) oxide; In tetrahydrofuran; 1,4-dioxane; methanol; tetrachloromethane; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; benzene; 1: Suzuki coupling / 10: Ullmann cyclization / 13: Stille coupling;

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

upstream raw materials:

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

2-chloro-3-methyl-5-nitropyridine

2-Chlorobenzeneboronic acid

6-(2-chloro-phenyl)-5-methyl-pyridin-3-ylamine

Downstream raw materials:

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

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