3-(hydroxymethyl)-6-[(1E)-3-{4-[(4-fluorophenoxy)methyl]piperidin-1-yl}-3-oxoprop-1-en-1-yl]-3,4-dihydro-1,8-naphthyridin-2(1H)-one

Base Information

Chemical Name:3-(hydroxymethyl)-6-[(1E)-3-{4-[(4-fluorophenoxy)methyl]piperidin-1-yl}-3-oxoprop-1-en-1-yl]-3,4-dihydro-1,8-naphthyridin-2(1H)-one
CAS No.:1309351-04-9
Molecular Formula:C₂₄H₂₆FN₃O₄
Molecular Weight:439.487
Hs Code.:

Synonyms:3-(hydroxymethyl)-6-[(1E)-3-{4-[(4-fluorophenoxy)methyl]piperidin-1-yl}-3-oxoprop-1-en-1-yl]-3,4-dihydro-1,8-naphthyridin-2(1H)-one

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Chemical Property of 3-(hydroxymethyl)-6-[(1E)-3-{4-[(4-fluorophenoxy)methyl]piperidin-1-yl}-3-oxoprop-1-en-1-yl]-3,4-dihydro-1,8-naphthyridin-2(1H)-one

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Technology Process of 3-(hydroxymethyl)-6-[(1E)-3-{4-[(4-fluorophenoxy)methyl]piperidin-1-yl}-3-oxoprop-1-en-1-yl]-3,4-dihydro-1,8-naphthyridin-2(1H)-one

There total 10 articles about 3-(hydroxymethyl)-6-[(1E)-3-{4-[(4-fluorophenoxy)methyl]piperidin-1-yl}-3-oxoprop-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: 6.0%

: 1309207-62-2
6-bromo-3-(hydroxymethyl)-3,4-dihydro-1,8-naphthyridin-2(1H)-one

: 1309207-61-1
1-acryloyl-4-[(4-fluorophenoxy)methyl]piperidine

: 1309351-04-9
3-(hydroxymethyl)-6-[(1E)-3-{4-[(4-fluorophenoxy)methyl]piperidin-1-yl}-3-oxoprop-1-en-1-yl]-3,4-dihydro-1,8-naphthyridin-2(1H)-one

Guidance literature:: With N-ethyl-N,N-diisopropylamine; tris-(o-tolyl)phosphine; palladium diacetate; In N,N-dimethyl-formamide; propiononitrile; at 100 ℃; for 48h; Inert atmosphere;

Reference yield:

: 5345-47-1
2-aminopyridin-3-carboxylic acid

: 1309351-04-9
3-(hydroxymethyl)-6-[(1E)-3-{4-[(4-fluorophenoxy)methyl]piperidin-1-yl}-3-oxoprop-1-en-1-yl]-3,4-dihydro-1,8-naphthyridin-2(1H)-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 °C / Reflux

1.2: 0 °C

2.1: bromine / acetic acid / 20 °C

3.1: hydrogen bromide / water / Reflux

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

4.2: 20 °C

5.1: sodium tetrahydroborate / tetrahydrofuran / 20 - 60 °C / Inert atmosphere

5.2: pH 6.5

6.1: N-ethyl-N,N-diisopropylamine; tris-(o-tolyl)phosphine / palladium diacetate / N,N-dimethyl-formamide; propiononitrile / 48 h / 100 °C / Inert atmosphere

With sodium tetrahydroborate; lithium aluminium tetrahydride; hydrogen bromide; bromine; sodium methylate; N-ethyl-N,N-diisopropylamine; tris-(o-tolyl)phosphine; palladium diacetate; In tetrahydrofuran; methanol; water; acetic acid; N,N-dimethyl-formamide; propiononitrile;

Reference yield:

: 371-41-5
4-Fluorophenol

: 1309351-04-9
3-(hydroxymethyl)-6-[(1E)-3-{4-[(4-fluorophenoxy)methyl]piperidin-1-yl}-3-oxoprop-1-en-1-yl]-3,4-dihydro-1,8-naphthyridin-2(1H)-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

2.1: hydrogenchloride / 1,4-dioxane; dichloromethane / 20 °C / Cooling

3.1: 4-methyl-morpholine; isobutyl chloroformate / dichloromethane / 0.25 h / 0 °C

3.2: 20 °C

4.1: N-ethyl-N,N-diisopropylamine; tris-(o-tolyl)phosphine / palladium diacetate / N,N-dimethyl-formamide; propiononitrile / 48 h / 100 °C / Inert atmosphere

With 4-methyl-morpholine; hydrogenchloride; N-ethyl-N,N-diisopropylamine; triphenylphosphine; tris-(o-tolyl)phosphine; diethylazodicarboxylate; isobutyl chloroformate; palladium diacetate; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; propiononitrile; 1.1: Mitsunobu reaction;