cis-5-(4-hydroxycyclohexyloxy)-7-(4-dimethylamino-3-methylphenyl)-[1,6]naphthyridine

Base Information

Chemical Name:cis-5-(4-hydroxycyclohexyloxy)-7-(4-dimethylamino-3-methylphenyl)-[1,6]naphthyridine
CAS No.:1207840-44-5
Molecular Formula:C₂₃H₂₇N₃O₂
Molecular Weight:377.486
Hs Code.:

Synonyms:cis-5-(4-hydroxycyclohexyloxy)-7-(4-dimethylamino-3-methylphenyl)-[1,6]naphthyridine

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Chemical Property of cis-5-(4-hydroxycyclohexyloxy)-7-(4-dimethylamino-3-methylphenyl)-[1,6]naphthyridine

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Technology Process of cis-5-(4-hydroxycyclohexyloxy)-7-(4-dimethylamino-3-methylphenyl)-[1,6]naphthyridine

There total 4 articles about cis-5-(4-hydroxycyclohexyloxy)-7-(4-dimethylamino-3-methylphenyl)-[1,6]naphthyridine 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: 5.5%

: 556-48-9
1,4-Cyclohexanediol

: 1207840-79-6
5-chloro-7-(4-dimethylamino-3-methylphenyl)-[1,6]naphthyridine

: 1207840-45-6
trans-5-(4-hydroxycyclohexyl)-7-(4-dimethylamino-3-methylphenyl)-[1,6]naphthyridine

: 1207840-44-5
cis-5-(4-hydroxycyclohexyloxy)-7-(4-dimethylamino-3-methylphenyl)-[1,6]naphthyridine

Guidance literature:: 1,4-Cyclohexanediol; With sodium hydride; In ISOPROPYLAMIDE; at 20 ℃; for 0.25h;

5-chloro-7-(4-dimethylamino-3-methylphenyl)-[1,6]naphthyridine; In ISOPROPYLAMIDE; at 70 ℃; for 2h;

Reference yield:

: 185147-08-4
4-fluoro-3-methylbenzonitrile

: 1207840-45-6
trans-5-(4-hydroxycyclohexyl)-7-(4-dimethylamino-3-methylphenyl)-[1,6]naphthyridine

: 1207840-44-5
cis-5-(4-hydroxycyclohexyloxy)-7-(4-dimethylamino-3-methylphenyl)-[1,6]naphthyridine

Guidance literature:: Multi-step reaction with 4 steps

1.1: potassium carbonate / dimethyl sulfoxide / 60 - 85 °C

2.1: lithium diisopropyl amide / tetrahydrofuran / 2.5 h / -80 - -60 °C / Inert atmosphere

2.2: 4.5 h / -60 - 0 °C / Inert atmosphere

3.1: N,N-diethylaniline; trichlorophosphate / 1 h / 115 °C

4.1: sodium hydride / ISOPROPYLAMIDE / 0.25 h / 20 °C

4.2: 2 h / 70 °C

With sodium hydride; potassium carbonate; N,N-diethylaniline; lithium diisopropyl amide; trichlorophosphate; In tetrahydrofuran; ISOPROPYLAMIDE; dimethyl sulfoxide;

Reference yield:

: 60081-99-4
4-(Dimethylamino)-3-methylbenzonitrile

: 1207840-45-6
trans-5-(4-hydroxycyclohexyl)-7-(4-dimethylamino-3-methylphenyl)-[1,6]naphthyridine

: 1207840-44-5
cis-5-(4-hydroxycyclohexyloxy)-7-(4-dimethylamino-3-methylphenyl)-[1,6]naphthyridine

Guidance literature:: Multi-step reaction with 3 steps

1.1: lithium diisopropyl amide / tetrahydrofuran / 2.5 h / -80 - -60 °C / Inert atmosphere

1.2: 4.5 h / -60 - 0 °C / Inert atmosphere

2.1: N,N-diethylaniline; trichlorophosphate / 1 h / 115 °C

3.1: sodium hydride / ISOPROPYLAMIDE / 0.25 h / 20 °C

3.2: 2 h / 70 °C

With sodium hydride; N,N-diethylaniline; lithium diisopropyl amide; trichlorophosphate; In tetrahydrofuran; ISOPROPYLAMIDE;