7,8-dimethoxy-2-(4-methoxy-benzyl)-3,10-dimethyl-3,4-dihydro-2H-benzo[b][1,6]naphthyridin-1-one

Base Information

Chemical Name:7,8-dimethoxy-2-(4-methoxy-benzyl)-3,10-dimethyl-3,4-dihydro-2H-benzo[b][1,6]naphthyridin-1-one
CAS No.:453556-53-1
Molecular Formula:C₂₄H₂₆N₂O₄
Molecular Weight:406.481
Hs Code.:

7,8-dimethoxy-2-(4-methoxy-benzyl)-3,10-dimethyl-3,4-dihydro-2<i>H</i>-benzo[<i>b</i>][1,6]naphthyridin-1-one

Synonyms:7,8-dimethoxy-2-(4-methoxy-benzyl)-3,10-dimethyl-3,4-dihydro-2H-benzo[b][1,6]naphthyridin-1-one

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Chemical Property of 7,8-dimethoxy-2-(4-methoxy-benzyl)-3,10-dimethyl-3,4-dihydro-2H-benzo[b][1,6]naphthyridin-1-one

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Technology Process of 7,8-dimethoxy-2-(4-methoxy-benzyl)-3,10-dimethyl-3,4-dihydro-2H-benzo[b][1,6]naphthyridin-1-one

There total 5 articles about 7,8-dimethoxy-2-(4-methoxy-benzyl)-3,10-dimethyl-3,4-dihydro-2H-benzo[b][1,6]naphthyridin-1-one 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: 55.0%

: 4101-30-8
2-amino-4,5-dimethoxyacetophenone

: 453556-46-2
(6S)-1-(p-methoxybenzyl)-6-methylpiperidine-2,4-dione

: 453556-53-1
7,8-dimethoxy-2-(4-methoxy-benzyl)-3,10-dimethyl-3,4-dihydro-2H-benzo[b][1,6]naphthyridin-1-one

Guidance literature:: With sulfuric acid; In acetic acid; for 2h; Heating;
DOI:10.1016/S0957-4166(02)00101-5

Reference yield:

: 453556-43-9
methyl (3S,αS)-3-[N-(p-methoxybenzyl)-N-(α-methylbenzyl)amino]butyrate

: 453556-53-1
7,8-dimethoxy-2-(4-methoxy-benzyl)-3,10-dimethyl-3,4-dihydro-2H-benzo[b][1,6]naphthyridin-1-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: 95 percent / H₂ / Pd(OH)2 / methanol / 20 °C

2.1: 91 percent / Et₃N / CH₂Cl₂ / 6 h / 20 °C

3.1: NaOMe / tetrahydrofuran / 2 h / Heating

3.2: 69 percent / HCl / 2 h / Heating

4.1: 55 percent / H₂SO₄ / acetic acid / 2 h / Heating

With sulfuric acid; hydrogen; sodium methylate; triethylamine; palladium dihydroxide; In tetrahydrofuran; methanol; dichloromethane; acetic acid; 3.1: Dieckmann cyclization / 4.1: Friedlaender condensation;
DOI:10.1016/S0957-4166(02)00101-5

Reference yield:

: C₁₆H₁₈NO^(1-)*Li⁽¹⁺⁾

: 453556-53-1
7,8-dimethoxy-2-(4-methoxy-benzyl)-3,10-dimethyl-3,4-dihydro-2H-benzo[b][1,6]naphthyridin-1-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: 67 percent / 0.5 h / -78 °C

2.1: 95 percent / H₂ / Pd(OH)2 / methanol / 20 °C

3.1: 91 percent / Et₃N / CH₂Cl₂ / 6 h / 20 °C

4.1: NaOMe / tetrahydrofuran / 2 h / Heating

4.2: 69 percent / HCl / 2 h / Heating

5.1: 55 percent / H₂SO₄ / acetic acid / 2 h / Heating

With sulfuric acid; hydrogen; sodium methylate; triethylamine; palladium dihydroxide; In tetrahydrofuran; methanol; dichloromethane; acetic acid; 4.1: Dieckmann cyclization / 5.1: Friedlaender condensation;
DOI:10.1016/S0957-4166(02)00101-5