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

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Chemical Name:13-benzyl-13b,14-dihydronauclefine <14-benzyl-8,13,13b,14-tetrahydroindolo<2',3':3,4>pyrido<1,2-b><2,7>naphthyridin-5<7H>one>
CAS No.:109355-97-7
Molecular Formula:C₂₅H₂₁N₃O
Molecular Weight:379.461
Hs Code.:

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

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

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

There total 10 articles about 13-benzyl-13b,14-dihydronauclefine <14-benzyl-8,13,13b,14-tetrahydroindolo<2',3':3,4>pyrido<1,2-b><2,7>naphthyridin-5<7H>one> 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%

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

: 109355-97-7
13-benzyl-13b,14-dihydronauclefine <14-benzyl-8,13,13b,14-tetrahydroindolo<2',3':3,4>pyrido<1,2-b><2,7>naphthyridin-5<7H>one>

Guidance literature:: With potassium hydroxide; In 1,4-dioxane; for 48h; Heating;
DOI:10.1016/S0040-4020(01)87781-4

Reference yield:

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

: 109355-97-7
13-benzyl-13b,14-dihydronauclefine <14-benzyl-8,13,13b,14-tetrahydroindolo<2',3':3,4>pyrido<1,2-b><2,7>naphthyridin-5<7H>one>

Guidance literature:: Multi-step reaction with 2 steps

1: 89 percent / LDA / tetrahydrofuran / 3 h / -40 °C

2: 89 percent / 20percent aq. KOH / 48 h / Heating

With potassium hydroxide; lithium diisopropyl amide; In tetrahydrofuran;
DOI:10.1039/c39860001608

Reference yield:

: 771-51-7
indole-3-acetonitrile

: 109355-97-7
13-benzyl-13b,14-dihydronauclefine <14-benzyl-8,13,13b,14-tetrahydroindolo<2',3':3,4>pyrido<1,2-b><2,7>naphthyridin-5<7H>one>

Guidance literature:: Multi-step reaction with 7 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

7: 89 percent / 20percent aq. KOH / dioxane / 48 h / Heating

With potassium hydroxide; hydrogen; sodium hydride; trichlorophosphate; rhodium on alumina; In tetrahydrofuran; 1,4-dioxane; benzene;
DOI:10.1016/S0040-4020(01)87781-4