8-[(1-methyl-4-phthalimido)-butyl]-amino-2,6-dimethoxy-4-methyl-5-phenyl-quinoline

Base Information

Chemical Name:8-[(1-methyl-4-phthalimido)-butyl]-amino-2,6-dimethoxy-4-methyl-5-phenyl-quinoline
CAS No.:1260253-45-9
Molecular Formula:C₃₁H₃₁N₃O₄
Molecular Weight:509.605
Hs Code.:

Synonyms:8-[(1-methyl-4-phthalimido)-butyl]-amino-2,6-dimethoxy-4-methyl-5-phenyl-quinoline

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Chemical Property of 8-[(1-methyl-4-phthalimido)-butyl]-amino-2,6-dimethoxy-4-methyl-5-phenyl-quinoline

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Technology Process of 8-[(1-methyl-4-phthalimido)-butyl]-amino-2,6-dimethoxy-4-methyl-5-phenyl-quinoline

There total 5 articles about 8-[(1-methyl-4-phthalimido)-butyl]-amino-2,6-dimethoxy-4-methyl-5-phenyl-quinoline 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: 57.0%

: 1260253-44-8
C₁₈H₁₈N₂O₂

: 63460-47-9
2-(4-iodopentyl)-1,3-isoindolinedione

: 1260253-45-9
8-[(1-methyl-4-phthalimido)-butyl]-amino-2,6-dimethoxy-4-methyl-5-phenyl-quinoline

Guidance literature:: With diisopropylamine; In 1-methyl-pyrrolidin-2-one; at 80 ℃; for 28h; Inert atmosphere;
DOI:10.1021/jm100911f

Reference yield:

: 189746-19-8
5-chloro-2,6-dimethoxy-4-methyl-quinoline

: 1260253-45-9
8-[(1-methyl-4-phthalimido)-butyl]-amino-2,6-dimethoxy-4-methyl-5-phenyl-quinoline

Guidance literature:: Multi-step reaction with 4 steps

1.1: phosphorus pentoxide / triethyl phosphate / 1 h / 20 °C / Inert atmosphere

1.2: 0.25 h / 35 °C / Reflux; Inert atmosphere

2.1: tetrabutylammomium bromide; palladium diacetate; sodium carbonate; triphenylphosphine / 1,2-dimethoxyethane; water / 39 h / Inert atmosphere; Reflux

3.1: 10% palladium on activated carbon; hydrogen / methanol / 2 h / 20 °C / 2585.81 Torr

4.1: diisopropylamine / 1-methyl-pyrrolidin-2-one / 28 h / 80 °C / Inert atmosphere

With phosphorus pentoxide; 10% palladium on activated carbon; tetrabutylammomium bromide; hydrogen; palladium diacetate; sodium carbonate; diisopropylamine; triphenylphosphine; In 1-methyl-pyrrolidin-2-one; methanol; 1,2-dimethoxyethane; triethyl phosphate; water; 2.1: Suzuki coupling;
DOI:10.1021/jm100911f

Reference yield:

: 189746-21-2
5-chloro-2,6-dimethoxy-4-methyl-8-nitro-quinoline

: 1260253-45-9
8-[(1-methyl-4-phthalimido)-butyl]-amino-2,6-dimethoxy-4-methyl-5-phenyl-quinoline

Guidance literature:: Multi-step reaction with 3 steps

1: tetrabutylammomium bromide; palladium diacetate; sodium carbonate; triphenylphosphine / 1,2-dimethoxyethane; water / 39 h / Inert atmosphere; Reflux

2: 10% palladium on activated carbon; hydrogen / methanol / 2 h / 20 °C / 2585.81 Torr

3: diisopropylamine / 1-methyl-pyrrolidin-2-one / 28 h / 80 °C / Inert atmosphere

With 10% palladium on activated carbon; tetrabutylammomium bromide; hydrogen; palladium diacetate; sodium carbonate; diisopropylamine; triphenylphosphine; In 1-methyl-pyrrolidin-2-one; methanol; 1,2-dimethoxyethane; water; 1: Suzuki coupling;
DOI:10.1021/jm100911f