1-(tert-butoxycarbonyl)-5-(4-chlorophenyl)-N-ethyl-1,2,3,4-tetrahydrobenzo[h][1,6]naphthyridine-9-carboxamide

Base Information

Chemical Name:1-(tert-butoxycarbonyl)-5-(4-chlorophenyl)-N-ethyl-1,2,3,4-tetrahydrobenzo[h][1,6]naphthyridine-9-carboxamide
CAS No.:1567847-57-7
Molecular Formula:C₂₆H₂₈ClN₃O₃
Molecular Weight:465.98
Hs Code.:

Synonyms:1-(tert-butoxycarbonyl)-5-(4-chlorophenyl)-N-ethyl-1,2,3,4-tetrahydrobenzo[h][1,6]naphthyridine-9-carboxamide

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Chemical Property of 1-(tert-butoxycarbonyl)-5-(4-chlorophenyl)-N-ethyl-1,2,3,4-tetrahydrobenzo[h][1,6]naphthyridine-9-carboxamide

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Technology Process of 1-(tert-butoxycarbonyl)-5-(4-chlorophenyl)-N-ethyl-1,2,3,4-tetrahydrobenzo[h][1,6]naphthyridine-9-carboxamide

There total 6 articles about 1-(tert-butoxycarbonyl)-5-(4-chlorophenyl)-N-ethyl-1,2,3,4-tetrahydrobenzo[h][1,6]naphthyridine-9-carboxamide 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: 50.0%

: 1567847-47-5
C₂₄H₂₃ClN₂O₄*ClH

: 557-66-4
ethanamine hydrochloride

: 1567847-57-7
1-(tert-butoxycarbonyl)-5-(4-chlorophenyl)-N-ethyl-1,2,3,4-tetrahydrobenzo[h][1,6]naphthyridine-9-carboxamide

Guidance literature:: C₂₄H₂₃ClN₂O₄*ClH; With chloroformic acid ethyl ester; triethylamine; In dichloromethane; at 0 ℃; for 0.5h;

ethanamine hydrochloride; In dichloromethane; at 20 ℃; for 72h;
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

: 1567847-57-7
1-(tert-butoxycarbonyl)-5-(4-chlorophenyl)-N-ethyl-1,2,3,4-tetrahydrobenzo[h][1,6]naphthyridine-9-carboxamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: potassium hydroxide / methanol / 24 h / Reflux

2.1: triethylamine; chloroformic acid ethyl ester / dichloromethane / 0.5 h / 0 °C

2.2: 72 h / 20 °C

With chloroformic acid ethyl ester; triethylamine; potassium hydroxide; In methanol; dichloromethane;
DOI:10.1016/j.ejmech.2013.12.008

Reference yield:

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

: 1567847-57-7
1-(tert-butoxycarbonyl)-5-(4-chlorophenyl)-N-ethyl-1,2,3,4-tetrahydrobenzo[h][1,6]naphthyridine-9-carboxamide

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: potassium hydroxide / methanol / 24 h / Reflux

4.1: triethylamine; chloroformic acid ethyl ester / dichloromethane / 0.5 h / 0 °C

4.2: 72 h / 20 °C

With chloroformic acid ethyl ester; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; potassium hydroxide; scandium tris(trifluoromethanesulfonate); In methanol; dichloromethane; chloroform; acetonitrile;
DOI:10.1016/j.ejmech.2013.12.008