3-[1-benzyl-3-(2-benzyloxy-ethyl)-1H-indol-2-yl]-1-methyl-3,4-dihydro-[2,7]naphthyridine

Base Information

Chemical Name:3-[1-benzyl-3-(2-benzyloxy-ethyl)-1H-indol-2-yl]-1-methyl-3,4-dihydro-[2,7]naphthyridine
CAS No.:1026356-02-4
Molecular Formula:C₃₃H₃₁N₃O
Molecular Weight:485.629
Hs Code.:

3-[1-benzyl-3-(2-benzyloxy-ethyl)-1<i>H</i>-indol-2-yl]-1-methyl-3,4-dihydro-[2,7]naphthyridine

Synonyms:3-[1-benzyl-3-(2-benzyloxy-ethyl)-1H-indol-2-yl]-1-methyl-3,4-dihydro-[2,7]naphthyridine

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Chemical Property of 3-[1-benzyl-3-(2-benzyloxy-ethyl)-1H-indol-2-yl]-1-methyl-3,4-dihydro-[2,7]naphthyridine

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Technology Process of 3-[1-benzyl-3-(2-benzyloxy-ethyl)-1H-indol-2-yl]-1-methyl-3,4-dihydro-[2,7]naphthyridine

There total 8 articles about 3-[1-benzyl-3-(2-benzyloxy-ethyl)-1H-indol-2-yl]-1-methyl-3,4-dihydro-[2,7]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:

: 5444-01-9
3-cyano-4-methylpyridine

: 1026356-02-4
3-[1-benzyl-3-(2-benzyloxy-ethyl)-1H-indol-2-yl]-1-methyl-3,4-dihydro-[2,7]naphthyridine

Guidance literature:: Multi-step reaction with 2 steps

1.1: NaHMDS / tetrahydrofuran / -78 - -76 °C

1.2: 68 percent / tetrahydrofuran / 0.03 h / -78 °C

2.1: toluene; diethyl ether / 2 h / -18 °C

2.2: aq. HCl / toluene; diethyl ether / 1.5 h / 0 °C

With sodium hexamethyldisilazane; In tetrahydrofuran; diethyl ether; toluene;
DOI:10.1021/jo061443+

Reference yield:

: 915415-68-8
(S_s)-(-)-N-[(1S)-1-{1-benzyl-3-[2-(benzyloxy)ethyl]-1H-indol-2-yl}-2-(3-cyanopyridin-4-yl)ethyl]-4-methylbenzenesulfinamide

: 917-54-4
methyllithium

: 1026356-02-4
3-[1-benzyl-3-(2-benzyloxy-ethyl)-1H-indol-2-yl]-1-methyl-3,4-dihydro-[2,7]naphthyridine

Guidance literature:: (S_s)-(-)-N-[(1S)-1-{1-benzyl-3-[2-(benzyloxy)ethyl]-1H-indol-2-yl}-2-(3-cyanopyridin-4-yl)ethyl]-4-methylbenzenesulfinamide; methyllithium; In diethyl ether; toluene; at -18 ℃; for 2h;

With hydrogenchloride; In diethyl ether; toluene; at 0 ℃; for 1.5h;
DOI:10.1021/jo061443+

Reference yield:

: 915415-65-5
1-benzyl-3-(2-(benzyloxy)ethyl)-1H-indole-2-carbaldehyde

: 1026356-02-4
3-[1-benzyl-3-(2-benzyloxy-ethyl)-1H-indol-2-yl]-1-methyl-3,4-dihydro-[2,7]naphthyridine

Guidance literature:: Multi-step reaction with 3 steps

1.1: 76 percent / Ti(OEt)4 / CH₂Cl₂ / 20 h / Heating

2.1: NaHMDS / tetrahydrofuran / -78 - -76 °C

2.2: 68 percent / tetrahydrofuran / 0.03 h / -78 °C

3.1: toluene; diethyl ether / 2 h / -18 °C

3.2: aq. HCl / toluene; diethyl ether / 1.5 h / 0 °C

With titanium(IV) tetraethanolate; sodium hexamethyldisilazane; In tetrahydrofuran; diethyl ether; dichloromethane; toluene;
DOI:10.1021/jo061443+