8-ethyl-5-nitro-7-phenyl-1-(tetrahydro-2H-pyran-2-yl)-1,6-dihydropyrrolo[2,3-g]indazole

Base Information

Chemical Name:8-ethyl-5-nitro-7-phenyl-1-(tetrahydro-2H-pyran-2-yl)-1,6-dihydropyrrolo[2,3-g]indazole
CAS No.:1334218-32-4
Molecular Formula:C₂₂H₂₂N₄O₃
Molecular Weight:390.442
Hs Code.:

Synonyms:8-ethyl-5-nitro-7-phenyl-1-(tetrahydro-2H-pyran-2-yl)-1,6-dihydropyrrolo[2,3-g]indazole

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Chemical Property of 8-ethyl-5-nitro-7-phenyl-1-(tetrahydro-2H-pyran-2-yl)-1,6-dihydropyrrolo[2,3-g]indazole

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Technology Process of 8-ethyl-5-nitro-7-phenyl-1-(tetrahydro-2H-pyran-2-yl)-1,6-dihydropyrrolo[2,3-g]indazole

There total 4 articles about 8-ethyl-5-nitro-7-phenyl-1-(tetrahydro-2H-pyran-2-yl)-1,6-dihydropyrrolo[2,3-g]indazole 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: 67.0%

: 622-76-4,83585-27-7
1-phenyl-1-butyne

: 1334217-96-7
7-iodo-5-nitro-1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-6-amine

: 1334218-32-4
8-ethyl-5-nitro-7-phenyl-1-(tetrahydro-2H-pyran-2-yl)-1,6-dihydropyrrolo[2,3-g]indazole

: 1334218-30-2
7-ethyl-5-nitro-8-phenyl-1-(tetrahydro-2H-pyran-2-yl)-1,6-dihydropyrrolo[2,3-g]indazole

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; XPhos; In tetrahydrofuran; for 16h; regioselective reaction; Reflux; Inert atmosphere;
DOI:10.1016/j.tet.2011.07.029

Reference yield:

: 59601-91-1
5,6-dinitro-1H-indazole

: 1334218-32-4
8-ethyl-5-nitro-7-phenyl-1-(tetrahydro-2H-pyran-2-yl)-1,6-dihydropyrrolo[2,3-g]indazole

: 1334218-30-2
7-ethyl-5-nitro-8-phenyl-1-(tetrahydro-2H-pyran-2-yl)-1,6-dihydropyrrolo[2,3-g]indazole

Guidance literature:: Multi-step reaction with 3 steps

1.1: sulfuric acid / dichloromethane

2.1: palladium 10% on activated carbon; cyclohexa-1,4-diene / methanol / 3 h / Reflux

2.2: 1 h / 20 °C

3.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; XPhos / tetrahydrofuran / 16 h / Reflux; Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; cyclohexa-1,4-diene; sulfuric acid; palladium 10% on activated carbon; potassium carbonate; XPhos; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/j.tet.2011.07.029

Reference yield:

: 7597-18-4
6-nitroindazole

: 1334218-32-4
8-ethyl-5-nitro-7-phenyl-1-(tetrahydro-2H-pyran-2-yl)-1,6-dihydropyrrolo[2,3-g]indazole

: 1334218-30-2
7-ethyl-5-nitro-8-phenyl-1-(tetrahydro-2H-pyran-2-yl)-1,6-dihydropyrrolo[2,3-g]indazole

Guidance literature:: Multi-step reaction with 4 steps

1.1: sulfuric acid; potassium nitrate

2.1: sulfuric acid / dichloromethane

3.1: palladium 10% on activated carbon; cyclohexa-1,4-diene / methanol / 3 h / Reflux

3.2: 1 h / 20 °C

4.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; XPhos / tetrahydrofuran / 16 h / Reflux; Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; cyclohexa-1,4-diene; sulfuric acid; palladium 10% on activated carbon; potassium carbonate; potassium nitrate; XPhos; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/j.tet.2011.07.029