(S)-3-({4-[(6,7-dihydro[1,4]dioxino[2,3-c]pyridazin-3-ylmethyl)amino]-1-piperidinyl}methyl)-10-fluoro-2,3-dihydro-1H,5H-pyrido[3,2,1-ij]quinolin-5-one benzoate

Base Information

• Chemical Name: (S)-3-({4-[(6,7-dihydro[1,4]dioxino[2,3-c]pyridazin-3-ylmethyl)amino]-1-piperidinyl}methyl)-10-fluoro-2,3-dihydro-1H,5H-pyrido[3,2,1-ij]quinolin-5-one benzoate
• CAS No.: 1075260-71-7
• Molecular Formula: C₇H₆O₂*C₂₅H₂₈FN₅O₃
• Molecular Weight: 587.651
• Mol file: 1075260-71-7.mol

Synonyms:

Chemical Property of (S)-3-({4-[(6,7-dihydro[1,4]dioxino[2,3-c]pyridazin-3-ylmethyl)amino]-1-piperidinyl}methyl)-10-fluoro-2,3-dihydro-1H,5H-pyrido[3,2,1-ij]quinolin-5-one benzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-3-({4-[(6,7-dihydro[1,4]dioxino[2,3-c]pyridazin-3-ylmethyl)amino]-1-piperidinyl}methyl)-10-fluoro-2,3-dihydro-1H,5H-pyrido[3,2,1-ij]quinolin-5-one benzoate

There total 17 articles about (S)-3-({4-[(6,7-dihydro[1,4]dioxino[2,3-c]pyridazin-3-ylmethyl)amino]-1-piperidinyl}methyl)-10-fluoro-2,3-dihydro-1H,5H-pyrido[3,2,1-ij]quinolin-5-one benzoate 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:

(S)-3-({4-[(6,7-dihydro[1,4]dioxino[2,3-c]pyridazin-3-ylmethyl)amino]-1-piperidinyl}methyl)-10-fluoro-2,3-dihydro-1H,5H-pyrido[3,2,1-ij]quinolin-5-one (1075258-40-0) → (S)-3-({4-[(6,7-dihydro[1,4]dioxino[2,3-c]pyridazin-3-ylmethyl)amino]-1-piperidinyl}methyl)-10-fluoro-2,3-dihydro-1H,5H-pyrido[3,2,1-ij]quinolin-5-one benzoate (1075260-71-7)

Guidance literature:

Reference yield:

N-(2-bromo-3-fluorophenyl)cinnamamide (1001322-85-5) → (S)-3-({4-[(6,7-dihydro[1,4]dioxino[2,3-c]pyridazin-3-ylmethyl)amino]-1-piperidinyl}methyl)-10-fluoro-2,3-dihydro-1H,5H-pyrido[3,2,1-ij]quinolin-5-one benzoate (1075260-71-7)

Guidance literature:

Multi-step reaction with 14 steps

1.1: aluminum (III) chloride / chlorobenzene / 1.58 h / 120 °C

2.1: potassium carbonate / N,N-dimethyl-formamide / 3 h

3.1: N-Methyldicyclohexylamine / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; bis(tri-t-butylphosphine)palladium⁽⁰⁾ / 1,4-dioxane / 18 h / 70 °C

4.1: hydrogen / 5%-palladium/activated carbon / ethanol / 6 h / 20 °C / 760.05 Torr

5.1: lithium aluminium tetrahydride / tetrahydrofuran / 48.17 h / 0 - 20 °C

6.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / acetone / 42 h / 20 - 40 °C

7.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 - 5 °C

7.2: 3 h / 20 °C

8.1: ytterbium(III) triflate / tetrahydrofuran; dichloromethane / 26.5 h / 20 - 40 °C

8.2: 0.5 h

8.3: 1 h / 20 °C

9.1: Dess-Martin periodane / dichloromethane / 18 h / 20 °C

10.1: acetic acid / methanol; chloroform / 36 h / 20 - 50 °C

11.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

12.1: (polystyrylmethyl)trimethylammonium cyanoborohydride; acetic acid / methanol; chloroform / 60 h / 20 °C

13.1: Resolution of racemate

With aluminum (III) chloride; lithium aluminium tetrahydride; (polystyrylmethyl)trimethylammonium cyanoborohydride; N-Methyldicyclohexylamine; hydrogen; sodium hydride; potassium carbonate; Dess-Martin periodane; acetic acid; trifluoroacetic acid; ytterbium(III) triflate; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; bis(tri-t-butylphosphine)palladium⁽⁰⁾; 5%-palladium/activated carbon; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; chloroform; N,N-dimethyl-formamide; chlorobenzene; acetone; 3.1: Heck Reaction;

Reference yield:

3-chloro-6,7-dihydro-[1,4]dioxino[2,3-c]pyridazine (943026-40-2) → (S)-3-({4-[(6,7-dihydro[1,4]dioxino[2,3-c]pyridazin-3-ylmethyl)amino]-1-piperidinyl}methyl)-10-fluoro-2,3-dihydro-1H,5H-pyrido[3,2,1-ij]quinolin-5-one benzoate (1075260-71-7)

Guidance literature:

Multi-step reaction with 5 steps

1: potassium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane; water / 48 h / 95 °C

2: sodium periodate; osmium(VIII) oxide; water / 7 h / 0 - 20 °C

3: (polystyrylmethyl)trimethylammonium cyanoborohydride; acetic acid / methanol; chloroform / 60 h / 20 °C

4: Resolution of racemate

With sodium periodate; osmium(VIII) oxide; (polystyrylmethyl)trimethylammonium cyanoborohydride; water; potassium carbonate; acetic acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In methanol; 1,2-dimethoxyethane; chloroform; water;

upstream raw materials:

(S)-3-({4-[(6,7-dihydro[1,4]dioxino[2,3-c]pyridazin-3-ylmethyl)amino]-1-piperidinyl}methyl)-10-fluoro-2,3-dihydro-1H,5H-pyrido[3,2,1-ij]quinolin-5-one

3-chloro-6,7-dihydro-[1,4]dioxino[2,3-c]pyridazine

3-ethenyl-6,7-dihydro[1,4]dioxino[2,3-c]pyridazine

6,7-dihydro[1,4]dioxino[2,3-c]pyridazine-3-carbaldehyde