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

Base Information

Chemical Name:5-(diethylamino)-2-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-3-methylquinoline-8-carbaldehyde
CAS No.:1415353-87-5
Molecular Formula:C₂₅H₃₀N₂O₄
Molecular Weight:422.524
Hs Code.:

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

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

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

There total 3 articles about 5-(diethylamino)-2-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-3-methylquinoline-8-carbaldehyde 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: 34.9%

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

: 68-12-2,33513-42-7
N,N-dimethyl-formamide

: 1415353-87-5
5-(diethylamino)-2-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-3-methylquinoline-8-carbaldehyde

Guidance literature:: 2-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-N,N-diethyl-8-iodo-3-methylquinolin-5-amine; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

N,N-dimethyl-formamide; In tetrahydrofuran; hexane; at -78 ℃; for 1h;
DOI:10.1016/j.bmc.2012.09.028 DOI:10.1016/j.bmc.2012.09.028

Reference yield:

: 1395411-59-2
2-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-3-methylquinolin-5-amine

: 1415353-87-5
5-(diethylamino)-2-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-3-methylquinoline-8-carbaldehyde

Guidance literature:: Multi-step reaction with 3 steps

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

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

3.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C

3.2: 1 h / -78 °C

With N-iodo-succinimide; n-butyllithium; sodium tris(acetoxy)borohydride; acetic acid; In tetrahydrofuran; hexane; N,N-dimethyl-formamide;
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

: 1415353-87-5
5-(diethylamino)-2-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-3-methylquinoline-8-carbaldehyde

Guidance literature:: Multi-step reaction with 4 steps

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

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

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

4.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C

4.2: 1 h / -78 °C

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