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

Base Information

Chemical Name:2-benzyl-7,8-dimethoxy-3,10-dimethyl-3,4-dihydro-2H-benzo[b][1,6]naphthyridin-1-one
CAS No.:453556-55-3
Molecular Formula:C₂₃H₂₄N₂O₃
Molecular Weight:376.455
Hs Code.:

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

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

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

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

There total 4 articles about 2-benzyl-7,8-dimethoxy-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: 75.0%

: 100-39-0
benzyl bromide

: 453556-54-2
7,8-dimethoxy-3,10-dimethyl-3,4-dihydro-2H-benzo[b][1,6]naphthyridin-1-one

: 453556-55-3
2-benzyl-7,8-dimethoxy-3,10-dimethyl-3,4-dihydro-2H-benzo[b][1,6]naphthyridin-1-one

Guidance literature:: With potassium hydroxide; In dimethyl sulfoxide; for 2h;
DOI:10.1016/S0957-4166(02)00101-5

Reference yield:

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

: 453556-55-3
2-benzyl-7,8-dimethoxy-3,10-dimethyl-3,4-dihydro-2H-benzo[b][1,6]naphthyridin-1-one

Guidance literature:: Multi-step reaction with 3 steps

1: 55 percent / H₂SO₄ / acetic acid / 2 h / Heating

2: 67 percent / CAN / acetonitrile; H₂O / 4 h / 20 °C

3: 75 percent / KOH / dimethylsulfoxide / 2 h

With potassium hydroxide; ammonium cerium(IV) nitrate; sulfuric acid; In water; acetic acid; dimethyl sulfoxide; acetonitrile; 1: Friedlaender condensation;
DOI:10.1016/S0957-4166(02)00101-5

Reference yield:

: 453556-45-1
methyl (3S)-3-[N-(p-methoxybenzyl)-N-((ethoxycarbonyl)acetyl)amino]butyrate

: 453556-55-3
2-benzyl-7,8-dimethoxy-3,10-dimethyl-3,4-dihydro-2H-benzo[b][1,6]naphthyridin-1-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: NaOMe / tetrahydrofuran / 2 h / Heating

1.2: 69 percent / HCl / 2 h / Heating

2.1: 55 percent / H₂SO₄ / acetic acid / 2 h / Heating

3.1: 67 percent / CAN / acetonitrile; H₂O / 4 h / 20 °C

4.1: 75 percent / KOH / dimethylsulfoxide / 2 h

With potassium hydroxide; ammonium cerium(IV) nitrate; sulfuric acid; sodium methylate; In tetrahydrofuran; water; acetic acid; dimethyl sulfoxide; acetonitrile; 1.1: Dieckmann cyclization / 2.1: Friedlaender condensation;
DOI:10.1016/S0957-4166(02)00101-5