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

Base Information

• Chemical Name: 5-(2-chlorophenyl)-1-(2,6-dichlorophenyl)-7-piperidin-4-yl-1,6-naphthyridin-2(1H)-one
• CAS No.: 444665-16-1
• Molecular Formula: C₂₅H₂₀Cl₃N₃O
• Molecular Weight: 484.812

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

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

Chemical Property:

Purity/Quality:

Safty Information:

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

There total 16 articles about 5-(2-chlorophenyl)-1-(2,6-dichlorophenyl)-7-piperidin-4-yl-1,6-naphthyridin-2(1H)-one 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]piperidine-1-carboxylate (444665-15-0) → 5-(2-chlorophenyl)-1-(2,6-dichlorophenyl)-7-piperidin-4-yl-1,6-naphthyridin-2(1H)-one (444665-16-1)

Guidance literature:

With trifluoroacetic acid; In dichloromethane;

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

Reference yield:

2-chloro-3-methyl-5-nitropyridine (22280-56-4) → 5-(2-chlorophenyl)-1-(2,6-dichlorophenyl)-7-piperidin-4-yl-1,6-naphthyridin-2(1H)-one (444665-16-1)

Guidance literature:

Multi-step reaction with 15 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

15: TFA / CH₂Cl₂

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) → 5-(2-chlorophenyl)-1-(2,6-dichlorophenyl)-7-piperidin-4-yl-1,6-naphthyridin-2(1H)-one (444665-16-1)

Guidance literature:

Multi-step reaction with 15 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

15: TFA / CH₂Cl₂

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]piperidine-1-carboxylate

2-chloro-3-methyl-5-nitropyridine

2-Chlorobenzeneboronic acid

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

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