5-(diethylamino)-2-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-3-methylquinoline-8-carbonitrile

Base Information

Chemical Name:5-(diethylamino)-2-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-3-methylquinoline-8-carbonitrile
CAS No.:1415353-92-2
Molecular Formula:C₂₅H₂₉N₃O₃
Molecular Weight:419.524
Hs Code.:

Synonyms:5-(diethylamino)-2-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-3-methylquinoline-8-carbonitrile

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Chemical Property of 5-(diethylamino)-2-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-3-methylquinoline-8-carbonitrile

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Technology Process of 5-(diethylamino)-2-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-3-methylquinoline-8-carbonitrile

There total 5 articles about 5-(diethylamino)-2-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-3-methylquinoline-8-carbonitrile 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: 48.8%

: 1415353-86-4
2-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-N,N-diethyl-8-iodo-3-methylquinolin-5-amine

: copper(l) cyanide

: 1415353-92-2
5-(diethylamino)-2-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-3-methylquinoline-8-carbonitrile

Guidance literature:: In N,N-dimethyl-formamide; at 80 ℃;
DOI:10.1016/j.bmc.2012.09.028 DOI:10.1016/j.bmc.2012.09.028

Reference yield:

: 57876-69-4
2-chloro-3-methyl-quinoline

: 1415353-92-2
5-(diethylamino)-2-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-3-methylquinoline-8-carbonitrile

Guidance literature:: Multi-step reaction with 6 steps

1: sulfuric acid; nitric acid / 1.33 h / -10 - 20 °C

2: potassium carbonate; triphenylphosphine; palladium diacetate / 1,2-dimethoxyethane; water / 2 h / Reflux

3: palladium 10% on activated carbon; hydrogen / ethyl acetate / 2 h / 20 °C

4: sodium tris(acetoxy)borohydride; acetic acid / tetrahydrofuran / 4.5 h / 20 °C

5: N-iodo-succinimide / N,N-dimethyl-formamide / 0 - 20 °C

6: N,N-dimethyl-formamide / 80 °C

With N-iodo-succinimide; sulfuric acid; palladium 10% on activated carbon; hydrogen; nitric acid; palladium diacetate; sodium tris(acetoxy)borohydride; potassium carbonate; acetic acid; triphenylphosphine; In tetrahydrofuran; 1,2-dimethoxyethane; water; ethyl acetate; N,N-dimethyl-formamide; 2: |Suzuki-Miyaura Coupling;
DOI:10.1016/j.bmc.2012.09.028 DOI:10.1016/j.bmc.2012.09.028

Reference yield:

: 1395411-58-1
2-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-3-methyl-5-nitroquinoline

: 1415353-92-2
5-(diethylamino)-2-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-3-methylquinoline-8-carbonitrile

Guidance literature:: Multi-step reaction with 4 steps

1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 2 h / 20 °C

2: sodium tris(acetoxy)borohydride; acetic acid / tetrahydrofuran / 4.5 h / 20 °C

3: N-iodo-succinimide / N,N-dimethyl-formamide / 0 - 20 °C

4: N,N-dimethyl-formamide / 80 °C

With N-iodo-succinimide; palladium 10% on activated carbon; hydrogen; sodium tris(acetoxy)borohydride; acetic acid; In tetrahydrofuran; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2012.09.028 DOI:10.1016/j.bmc.2012.09.028