2-benzyl-9-fluoro-2,3,4,4a-tetrahydrobenzo[c][2,6]naphthyridin-5(6H)-one

Base Information

• Chemical Name: 2-benzyl-9-fluoro-2,3,4,4a-tetrahydrobenzo[c][2,6]naphthyridin-5(6H)-one
• CAS No.: 214552-05-3
• Molecular Formula: C₁₉H₁₇FN₂O
• Molecular Weight: 308.355

Synonyms:2-benzyl-9-fluoro-2,3,4,4a-tetrahydrobenzo[c][2,6]naphthyridin-5(6H)-one

Chemical Property of 2-benzyl-9-fluoro-2,3,4,4a-tetrahydrobenzo[c][2,6]naphthyridin-5(6H)-one

Chemical Property:

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Technology Process of 2-benzyl-9-fluoro-2,3,4,4a-tetrahydrobenzo[c][2,6]naphthyridin-5(6H)-one

There total 2 articles about 2-benzyl-9-fluoro-2,3,4,4a-tetrahydrobenzo[c][2,6]naphthyridin-5(6H)-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: 30.0%

1-Benzyl-5-(4-fluoro-phenylamino)-1,2,3,6-tetrahydro-pyridine-4-carboxylic acid ethyl ester (214551-57-2) → 2-benzyl-9-fluoro-2,3,4,4a-tetrahydrobenzo[c][2,6]naphthyridin-5(6H)-one (214552-05-3)

Guidance literature:

With toluene-4-sulfonic acid; In diphenylether; Heating;

DOI:10.1002/jhet.5570350422

Reference yield:

ethyl 1-benzyl-3-oxo-4-piperidinecarboxylate (39514-19-7) → 2-benzyl-9-fluoro-2,3,4,4a-tetrahydrobenzo[c][2,6]naphthyridin-5(6H)-one (214552-05-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 62 percent / p-toluenesulfonic acid monohydrate / toluene / 8 h / Heating

2: 30 percent / p-toluenesulfonic acid monohydrate / diphenyl ether / Heating

With toluene-4-sulfonic acid; In diphenylether; toluene;

DOI:10.1002/jhet.5570350422

Reference yield: 73.0%

2-benzyl-9-fluoro-2,3,4,4a-tetrahydrobenzo[c][2,6]naphthyridin-5(6H)-one (214552-05-3) → 2-Benzyl-9-fluoro-2,3,4,4a,5,6-hexahydro-benzo[c][2,6]naphthyridine (214552-12-2)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; Ambient temperature;

DOI:10.1002/jhet.5570350422

upstream raw materials:

1-Benzyl-5-(4-fluoro-phenylamino)-1,2,3,6-tetrahydro-pyridine-4-carboxylic acid ethyl ester

ethyl 1-benzyl-3-oxo-4-piperidinecarboxylate

Downstream raw materials:

2-Benzyl-9-fluoro-2,3,4,4a,5,6-hexahydro-benzo[c][2,6]naphthyridine

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