(E)-6-(3-oxo-3-(3-phenoxyazetidin-1-yl)prop-1-en-1-yl)-3,4-dihydro-1,8-naphthyridin-2(1H)-one

Base Information

Chemical Name:(E)-6-(3-oxo-3-(3-phenoxyazetidin-1-yl)prop-1-en-1-yl)-3,4-dihydro-1,8-naphthyridin-2(1H)-one
CAS No.:1309205-42-2
Molecular Formula:C₂₀H₁₉N₃O₃
Molecular Weight:349.389
Hs Code.:

Synonyms:(E)-6-(3-oxo-3-(3-phenoxyazetidin-1-yl)prop-1-en-1-yl)-3,4-dihydro-1,8-naphthyridin-2(1H)-one

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Chemical Property of (E)-6-(3-oxo-3-(3-phenoxyazetidin-1-yl)prop-1-en-1-yl)-3,4-dihydro-1,8-naphthyridin-2(1H)-one

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Technology Process of (E)-6-(3-oxo-3-(3-phenoxyazetidin-1-yl)prop-1-en-1-yl)-3,4-dihydro-1,8-naphthyridin-2(1H)-one

There total 10 articles about (E)-6-(3-oxo-3-(3-phenoxyazetidin-1-yl)prop-1-en-1-yl)-3,4-dihydro-1,8-naphthyridin-2(1H)-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: 17.0%

: 76263-18-8
3-phenorxyazetidine

: 527758-08-3
(E)-3-(7-oxo-5,6,7,8-tetrahydro-1,8-naphthyridin-3-yl)acrylic acid

: 1309205-42-2
(E)-6-(3-oxo-3-(3-phenoxyazetidin-1-yl)prop-1-en-1-yl)-3,4-dihydro-1,8-naphthyridin-2(1H)-one

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 16h;
DOI:10.1016/j.ejmech.2014.07.036

Reference yield:

: 301335-39-7
3-phenoxyazetidine hydrochloride salt

: (E)-3-(7-oxo-5,6,7,8-tetrahydro-1,8-naphthyridin-3-yl)acrylic acid hydrochloride

: 1309205-42-2
(E)-6-(3-oxo-3-(3-phenoxyazetidin-1-yl)prop-1-en-1-yl)-3,4-dihydro-1,8-naphthyridin-2(1H)-one

Guidance literature:: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃;

Reference yield:

: 23612-57-9
(2-amino-3-pyridinyl)methanol

: 1309205-42-2
(E)-6-(3-oxo-3-(3-phenoxyazetidin-1-yl)prop-1-en-1-yl)-3,4-dihydro-1,8-naphthyridin-2(1H)-one

Guidance literature:: Multi-step reaction with 7 steps

1.1: bromine / acetic acid / 20 °C

2.1: hydrogen bromide / water / Reflux

3.1: sodium methylate / methanol / 0.75 h / 20 °C

3.2: 20 °C

4.1: sodium hydroxide / methanol / 4 h / 20 °C / Reflux

4.2: 20 °C / Reflux

5.1: N-ethyl-N,N-diisopropylamine; tris-(o-tolyl)phosphine / palladium diacetate / N,N-dimethyl-formamide; propiononitrile / 110 °C / Inert atmosphere

6.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

6.2: 0.17 h / 20 °C

7.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20 °C

With hydrogen bromide; bromine; sodium methylate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; tris-(o-tolyl)phosphine; trifluoroacetic acid; sodium hydroxide; palladium diacetate; In methanol; dichloromethane; water; acetic acid; N,N-dimethyl-formamide; propiononitrile;