2-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-N,N-diethyl-3-fluoro-8-methoxyquinolin-5-amine

Base Information

Chemical Name:2-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-N,N-diethyl-3-fluoro-8-methoxyquinolin-5-amine
CAS No.:1415353-96-6
Molecular Formula:C₂₄H₂₉FN₂O₄
Molecular Weight:428.504
Hs Code.:

Synonyms:2-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-N,N-diethyl-3-fluoro-8-methoxyquinolin-5-amine

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Chemical Property of 2-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-N,N-diethyl-3-fluoro-8-methoxyquinolin-5-amine

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Technology Process of 2-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-N,N-diethyl-3-fluoro-8-methoxyquinolin-5-amine

There total 4 articles about 2-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-N,N-diethyl-3-fluoro-8-methoxyquinolin-5-amine 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: 61.3%

: 1395411-85-4
2-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-N,N-diethyl-3-fluoro-8-iodoquinolin-5-amine

: 124-41-4
sodium methylate

: 1415353-96-6
2-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-N,N-diethyl-3-fluoro-8-methoxyquinolin-5-amine

Guidance literature:: With copper(I) bromide; In methanol; ethyl acetate; for 3h; Reflux;
DOI:10.1016/j.bmc.2012.09.028 DOI:10.1016/j.bmc.2012.09.028

Reference yield:

: 1395411-64-9
3-fluoro-2-iodo-5-nitroquinoline

: 1415353-96-6
2-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-N,N-diethyl-3-fluoro-8-methoxyquinolin-5-amine

Guidance literature:: Multi-step reaction with 5 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / 1,2-dimethoxyethane; water / 4 h / Reflux

2: ammonium chloride; iron / water; ethanol / 1 h / Reflux

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

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

5: copper(I) bromide / ethyl acetate; methanol / 3 h / Reflux

With N-iodo-succinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium tris(acetoxy)borohydride; iron; sodium carbonate; ammonium chloride; acetic acid; copper(I) bromide; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; ethanol; water; ethyl acetate; N,N-dimethyl-formamide; 1: |Suzuki-Miyaura Coupling;
DOI:10.1016/j.bmc.2012.09.028 DOI:10.1016/j.bmc.2012.09.028

Reference yield:

: 1395411-65-0
2-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-3-fluoro-5-nitroquinoline

: 1415353-96-6
2-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-N,N-diethyl-3-fluoro-8-methoxyquinolin-5-amine

Guidance literature:: Multi-step reaction with 4 steps

1: ammonium chloride; iron / water; ethanol / 1 h / Reflux

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: copper(I) bromide / ethyl acetate; methanol / 3 h / Reflux

With N-iodo-succinimide; sodium tris(acetoxy)borohydride; iron; ammonium chloride; acetic acid; copper(I) bromide; In tetrahydrofuran; methanol; ethanol; water; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2012.09.028 DOI:10.1016/j.bmc.2012.09.028