1-benzyl 5-ethyl 7-bromo-2-(2-bromo-6-chlorophenyl)-3,4-dihydrobenzo[h][1,6]naphthyridine-1,5(2H)-dicarboxylate

Base Information

Chemical Name:1-benzyl 5-ethyl 7-bromo-2-(2-bromo-6-chlorophenyl)-3,4-dihydrobenzo[h][1,6]naphthyridine-1,5(2H)-dicarboxylate
CAS No.:1296216-90-4
Molecular Formula:C₂₉H₂₃Br₂ClN₂O₄
Molecular Weight:658.774
Hs Code.:

Synonyms:1-benzyl 5-ethyl 7-bromo-2-(2-bromo-6-chlorophenyl)-3,4-dihydrobenzo[h][1,6]naphthyridine-1,5(2H)-dicarboxylate

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Chemical Property of 1-benzyl 5-ethyl 7-bromo-2-(2-bromo-6-chlorophenyl)-3,4-dihydrobenzo[h][1,6]naphthyridine-1,5(2H)-dicarboxylate

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Technology Process of 1-benzyl 5-ethyl 7-bromo-2-(2-bromo-6-chlorophenyl)-3,4-dihydrobenzo[h][1,6]naphthyridine-1,5(2H)-dicarboxylate

There total 6 articles about 1-benzyl 5-ethyl 7-bromo-2-(2-bromo-6-chlorophenyl)-3,4-dihydrobenzo[h][1,6]naphthyridine-1,5(2H)-dicarboxylate 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: 65.0%

: 1296216-87-9
7-bromo-2-(2-bromo-6-chloro-phenyl)-3,4,4a,5,6,10b-hexahydro-2Hbenzo[h][1,6]naphthyridine-1,5-dicarboxylic acid 1-benzyl ester 5-ethyl ester

: 1296216-90-4
1-benzyl 5-ethyl 7-bromo-2-(2-bromo-6-chlorophenyl)-3,4-dihydrobenzo[h][1,6]naphthyridine-1,5(2H)-dicarboxylate

Guidance literature:: With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; at 20 ℃; for 24h; Inert atmosphere;
DOI:10.1021/ol200709h

Reference yield:

: 1296216-84-6
2-(2-bromo-6-chloro-phenyl)-3,4-dihydro-2H-pyridine-1-carboxylic acid benzylester

: 1296216-90-4
1-benzyl 5-ethyl 7-bromo-2-(2-bromo-6-chlorophenyl)-3,4-dihydrobenzo[h][1,6]naphthyridine-1,5(2H)-dicarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: scandium tris(trifluoromethanesulfonate)

2: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 24 h / 20 °C / Inert atmosphere

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; scandium tris(trifluoromethanesulfonate); In dichloromethane;
DOI:10.1021/ol200709h

Reference yield:

: 64622-16-8
2-bromo-6-chlorobenzaldehyde

: 1296216-90-4
1-benzyl 5-ethyl 7-bromo-2-(2-bromo-6-chlorophenyl)-3,4-dihydrobenzo[h][1,6]naphthyridine-1,5(2H)-dicarboxylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: dichloromethane / 12 h / 20 °C / Molecular sieve

2.1: tetrahydrofuran / 1 h / 60 °C / Inert atmosphere

2.2: 2 h / -78 °C / Inert atmosphere

2.3: 0 °C / Saturated solution

3.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 14.5 h / 20 °C / Inert atmosphere

4.1: triethylamine / tetrahydrofuran / 0.83 h / 120 °C / Inert atmosphere; Microwave irradiation

5.1: scandium tris(trifluoromethanesulfonate)

6.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 24 h / 20 °C / Inert atmosphere

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; scandium tris(trifluoromethanesulfonate); In tetrahydrofuran; dichloromethane; 2.2: Mannich type reaction;
DOI:10.1021/ol200709h