13-benzyl-8,13,13b,14-tetrahydroindolo<2',3':3:4>pirido<1,2-b><2,7>-naphthyridin-5<7H>-imine

Base Information

Chemical Name:13-benzyl-8,13,13b,14-tetrahydroindolo<2',3':3:4>pirido<1,2-b><2,7>-naphthyridin-5<7H>-imine
CAS No.:109355-95-5
Molecular Formula:C₂₅H₂₂N₄
Molecular Weight:378.476
Hs Code.:

Synonyms:13-benzyl-8,13,13b,14-tetrahydroindolo<2',3':3:4>pirido<1,2-b><2,7>-naphthyridin-5<7H>-imine

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Chemical Property of 13-benzyl-8,13,13b,14-tetrahydroindolo<2',3':3:4>pirido<1,2-b><2,7>-naphthyridin-5<7H>-imine

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Technology Process of 13-benzyl-8,13,13b,14-tetrahydroindolo<2',3':3:4>pirido<1,2-b><2,7>-naphthyridin-5<7H>-imine

There total 8 articles about 13-benzyl-8,13,13b,14-tetrahydroindolo<2',3':3:4>pirido<1,2-b><2,7>-naphthyridin-5<7H>-imine 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: 89.0%

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

: Trifluoro-methanesulfonate9-benzyl-2-trimethylsilanyl-4,4a,9,9a-tetrahydro-3H-β-carbolin-2-ium;

: 109355-95-5
13-benzyl-8,13,13b,14-tetrahydroindolo<2',3':3:4>pirido<1,2-b><2,7>-naphthyridin-5<7H>-imine

Guidance literature:: With lithium diisopropyl amide; In tetrahydrofuran; at -40 ℃; for 3h;
DOI:10.1039/c39860001608

Reference yield:

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

: 109355-90-0
Trifluoro-methanesulfonate9-benzyl-2-trimethylsilanyl-4,9-dihydro-3H-β-carbolin-2-ium;

: 109355-95-5
13-benzyl-8,13,13b,14-tetrahydroindolo<2',3':3:4>pirido<1,2-b><2,7>-naphthyridin-5<7H>-imine

Guidance literature:: Yield given. Multistep reaction; 1.) THF, -78 deg C, 20 min , -40 deg C, 4 h;
DOI:10.1016/S0040-4020(01)87781-4

Reference yield:

: 771-51-7
indole-3-acetonitrile

: 109355-95-5
13-benzyl-8,13,13b,14-tetrahydroindolo<2',3':3:4>pirido<1,2-b><2,7>-naphthyridin-5<7H>-imine

Guidance literature:: Multi-step reaction with 6 steps

1: 78 percent / NaH / benzene / 1.) reflux, 20 min; 2.) 12 h, room temp.

2: 95 percent / H₂, / 5percent Rh-Al₂O₃ / tetrahydrofuran; various solvent(s) / 48 h / 2068.6 Torr

3: 96 percent / 2 h / 120 °C

4: 77 percent / POCl₃ / ice bath, room temp. 10-20 min, 40 deg C, 5 min, room temp., 2 h

5: tetrahydrofuran / 1 h / -78 °C

6: 1.) THF, -78 deg C, 20 min , -40 deg C, 4 h

With hydrogen; sodium hydride; trichlorophosphate; rhodium on alumina; In tetrahydrofuran; benzene;
DOI:10.1016/S0040-4020(01)87781-4