ethyl 5-(4-chlorophenyl)-1,2,3,4-tetrahydro-1-(4-methoxybenzyl)benzo[h][1,6]naphthyridine-9-carboxylate

Base Information

Chemical Name:ethyl 5-(4-chlorophenyl)-1,2,3,4-tetrahydro-1-(4-methoxybenzyl)benzo[h][1,6]naphthyridine-9-carboxylate
CAS No.:1567847-53-3
Molecular Formula:C₂₉H₂₇ClN₂O₃
Molecular Weight:486.998
Hs Code.:

Synonyms:ethyl 5-(4-chlorophenyl)-1,2,3,4-tetrahydro-1-(4-methoxybenzyl)benzo[h][1,6]naphthyridine-9-carboxylate

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Chemical Property of ethyl 5-(4-chlorophenyl)-1,2,3,4-tetrahydro-1-(4-methoxybenzyl)benzo[h][1,6]naphthyridine-9-carboxylate

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Technology Process of ethyl 5-(4-chlorophenyl)-1,2,3,4-tetrahydro-1-(4-methoxybenzyl)benzo[h][1,6]naphthyridine-9-carboxylate

There total 6 articles about ethyl 5-(4-chlorophenyl)-1,2,3,4-tetrahydro-1-(4-methoxybenzyl)benzo[h][1,6]naphthyridine-9-carboxylate 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: 40.0%

: 1567847-51-1
ethyl 5-(4-chlorophenyl)-1,2,3,4-tetrahydrobenzo[h][1,6]naphthyridine-9-carboxylate

: 824-94-2
p-methoxybenzyl chloride

: 1567847-53-3
ethyl 5-(4-chlorophenyl)-1,2,3,4-tetrahydro-1-(4-methoxybenzyl)benzo[h][1,6]naphthyridine-9-carboxylate

Guidance literature:: With sodium hydride; In dimethyl sulfoxide; at 20 ℃; for 18h;
DOI:10.1016/j.ejmech.2013.12.008

Reference yield:

: 1567847-49-7
ethyl 1-(tert-butoxycarbonyl)-5-(4-chlorophenyl)-1,2,3,4-tetrahydrobenzo[h][1,6]naphthyridine-9-carboxylate

: 1567847-53-3
ethyl 5-(4-chlorophenyl)-1,2,3,4-tetrahydro-1-(4-methoxybenzyl)benzo[h][1,6]naphthyridine-9-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: hydrogenchloride / 1,4-dioxane / 18 h / 0 - 20 °C

2: sodium hydride / dimethyl sulfoxide / 18 h / 20 °C

With hydrogenchloride; sodium hydride; In 1,4-dioxane; dimethyl sulfoxide;
DOI:10.1016/j.ejmech.2013.12.008

Reference yield:

: 131667-57-7
tert-butyl 1,2,3,4-tetrahydro-1-pyridinecarboxylate

: 1567847-53-3
ethyl 5-(4-chlorophenyl)-1,2,3,4-tetrahydro-1-(4-methoxybenzyl)benzo[h][1,6]naphthyridine-9-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: scandium tris(trifluoromethanesulfonate) / acetonitrile / 0.08 h / 20 °C / Molecular sieve; Inert atmosphere

1.2: 72 h / 20 °C / Inert atmosphere

2.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / chloroform / 20 °C / Inert atmosphere

3.1: hydrogenchloride / 1,4-dioxane / 18 h / 0 - 20 °C

4.1: sodium hydride / dimethyl sulfoxide / 18 h / 20 °C

With hydrogenchloride; sodium hydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; scandium tris(trifluoromethanesulfonate); In 1,4-dioxane; chloroform; dimethyl sulfoxide; acetonitrile;
DOI:10.1016/j.ejmech.2013.12.008