1-(2,4-dimethoxy-benzyl)-6-fluoro-4-oxo-7-pyrrolidin-1-yl-1,4-dihydro-[1,8]naphthyridine-3-carbaldehyde

Base Information

Chemical Name:1-(2,4-dimethoxy-benzyl)-6-fluoro-4-oxo-7-pyrrolidin-1-yl-1,4-dihydro-[1,8]naphthyridine-3-carbaldehyde
CAS No.:779341-05-8
Molecular Formula:C₂₂H₂₂FN₃O₄
Molecular Weight:411.433
Hs Code.:

Synonyms:1-(2,4-dimethoxy-benzyl)-6-fluoro-4-oxo-7-pyrrolidin-1-yl-1,4-dihydro-[1,8]naphthyridine-3-carbaldehyde

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Chemical Property of 1-(2,4-dimethoxy-benzyl)-6-fluoro-4-oxo-7-pyrrolidin-1-yl-1,4-dihydro-[1,8]naphthyridine-3-carbaldehyde

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Technology Process of 1-(2,4-dimethoxy-benzyl)-6-fluoro-4-oxo-7-pyrrolidin-1-yl-1,4-dihydro-[1,8]naphthyridine-3-carbaldehyde

There total 7 articles about 1-(2,4-dimethoxy-benzyl)-6-fluoro-4-oxo-7-pyrrolidin-1-yl-1,4-dihydro-[1,8]naphthyridine-3-carbaldehyde 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:

: 779339-62-7
1-(2,4-dimethoxy-benzyl)-6-fluoro-4-oxo-7-pyrrolidin-1-yl-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid methoxy-methyl-amide

: 779341-05-8
1-(2,4-dimethoxy-benzyl)-6-fluoro-4-oxo-7-pyrrolidin-1-yl-1,4-dihydro-[1,8]naphthyridine-3-carbaldehyde

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; at -78 ℃;
DOI:10.1016/j.bmcl.2004.03.091

Reference yield:

: 20781-20-8
2,4-Dimethoxybenzylamine

: 779341-05-8
1-(2,4-dimethoxy-benzyl)-6-fluoro-4-oxo-7-pyrrolidin-1-yl-1,4-dihydro-[1,8]naphthyridine-3-carbaldehyde

Guidance literature:: Multi-step reaction with 6 steps

1: CH₂Cl₂ / 3 h / 25 °C

2: K₂CO₃ / acetonitrile / 16 h / Heating

3: K₂CO₃ / CH₂Cl₂ / 16 h / 25 °C

4: aq. LiOH / ethanol / 60 °C

5: Hunig's base; TBTU / CHCl₃ / 25 °C

6: DIBAL / CH₂Cl₂ / -78 °C

With lithium hydroxide; diisobutylaluminium hydride; potassium carbonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In ethanol; dichloromethane; chloroform; acetonitrile;
DOI:10.1016/j.bmcl.2004.03.091

Reference yield:

: 96568-05-7
2,6-dichloro-α-(ethoxymethylene)-5-fluoro-β-oxo-3-pyridinepropanoic acid ethyl ester

: 779341-05-8
1-(2,4-dimethoxy-benzyl)-6-fluoro-4-oxo-7-pyrrolidin-1-yl-1,4-dihydro-[1,8]naphthyridine-3-carbaldehyde

Guidance literature:: Multi-step reaction with 6 steps

1: CH₂Cl₂ / 3 h / 25 °C

2: K₂CO₃ / acetonitrile / 16 h / Heating

3: K₂CO₃ / CH₂Cl₂ / 16 h / 25 °C

4: aq. LiOH / ethanol / 60 °C

5: Hunig's base; TBTU / CHCl₃ / 25 °C

6: DIBAL / CH₂Cl₂ / -78 °C

With lithium hydroxide; diisobutylaluminium hydride; potassium carbonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In ethanol; dichloromethane; chloroform; acetonitrile;
DOI:10.1016/j.bmcl.2004.03.091