(E)-N-methyl-N-((3-methylbenzofuran-2-yl)methyl)-3-(7-oxo-5,6,7,8-tetrahydro-1,8-naphthyridin-3-yl)acrylamide p-toluenesulfonate

Base Information

Chemical Name:(E)-N-methyl-N-((3-methylbenzofuran-2-yl)methyl)-3-(7-oxo-5,6,7,8-tetrahydro-1,8-naphthyridin-3-yl)acrylamide p-toluenesulfonate
CAS No.:1047981-31-6
Molecular Formula:C₇H₈O₃S*C₂₂H₂₁N₃O₃
Molecular Weight:547.632
Hs Code.:

Synonyms:(E)-N-methyl-N-((3-methylbenzofuran-2-yl)methyl)-3-(7-oxo-5,6,7,8-tetrahydro-1,8-naphthyridin-3-yl)acrylamide p-toluenesulfonate

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Chemical Property of (E)-N-methyl-N-((3-methylbenzofuran-2-yl)methyl)-3-(7-oxo-5,6,7,8-tetrahydro-1,8-naphthyridin-3-yl)acrylamide p-toluenesulfonate

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Technology Process of (E)-N-methyl-N-((3-methylbenzofuran-2-yl)methyl)-3-(7-oxo-5,6,7,8-tetrahydro-1,8-naphthyridin-3-yl)acrylamide p-toluenesulfonate

There total 8 articles about (E)-N-methyl-N-((3-methylbenzofuran-2-yl)methyl)-3-(7-oxo-5,6,7,8-tetrahydro-1,8-naphthyridin-3-yl)acrylamide p-toluenesulfonate 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: 87.0%

: 620175-39-5
(2E)-N-methyl-N-[(3-methyl-1-benzofuran-2-yl)methyl]-3-(7-oxo-5,6,7,8-tetrahydro-1,8-naphthyridin-3-yl)prop-2-enamide

: 104-15-4
toluene-4-sulfonic acid

: 1047981-31-6
(E)-N-methyl-N-((3-methylbenzofuran-2-yl)methyl)-3-(7-oxo-5,6,7,8-tetrahydro-1,8-naphthyridin-3-yl)acrylamide p-toluenesulfonate

Guidance literature:: In tetrahydrofuran; n-heptane; at 20 - 60 ℃; Product distribution / selectivity;

Reference yield:

: 24673-56-1
3-methyl-1-benzofuran-2-carboxylic acid

: 1047981-31-6
(E)-N-methyl-N-((3-methylbenzofuran-2-yl)methyl)-3-(7-oxo-5,6,7,8-tetrahydro-1,8-naphthyridin-3-yl)acrylamide p-toluenesulfonate

Guidance literature:: Multi-step reaction with 5 steps

1.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 2 - 20 °C / Heating / reflux

2.1: dichloromethane / 8 - 20 °C

3.1: lithium aluminium tetrahydride / tetrahydrofuran / 8.5 h / 5 - 10 °C / Heating / reflux

3.2: -20 - 0 °C

4.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 17.5 h / 20.3 - 41.9 °C

5.1: tetrahydrofuran / 20 °C / Heating / reflux

With lithium aluminium tetrahydride; oxalyl dichloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 6-bromo-3,4-dihydro-1,8-naphthyridin-2(1H)-one hydrobromide

: 1047981-31-6
(E)-N-methyl-N-((3-methylbenzofuran-2-yl)methyl)-3-(7-oxo-5,6,7,8-tetrahydro-1,8-naphthyridin-3-yl)acrylamide p-toluenesulfonate

Guidance literature:: Multi-step reaction with 4 steps

1: N-ethyl-N,N-diisopropylamine / palladium diacetate; tris-(o-tolyl)phosphine / N,N-dimethyl-formamide; acetonitrile / 20.17 h / 75 - 80 °C

2: water; hydrogen bromide; acetic acid / 18.5 h / 20 - 25 °C

3: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 17.5 h / 20.3 - 41.9 °C

4: tetrahydrofuran / 20 °C / Heating / reflux

With water; hydrogen bromide; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; palladium diacetate; tris-(o-tolyl)phosphine; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile;