5-[2,5-dimethyl-1-(1-methyl-4-piperidinyl)-1H-indol-3-yl]-2-nitrobenzaldehyde

Base Information

Chemical Name:5-[2,5-dimethyl-1-(1-methyl-4-piperidinyl)-1H-indol-3-yl]-2-nitrobenzaldehyde
CAS No.:310408-52-7
Molecular Formula:C₂₃H₂₅N₃O₃
Molecular Weight:391.47
Hs Code.:

Synonyms:5-[2,5-dimethyl-1-(1-methyl-4-piperidinyl)-1H-indol-3-yl]-2-nitrobenzaldehyde

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Chemical Property of 5-[2,5-dimethyl-1-(1-methyl-4-piperidinyl)-1H-indol-3-yl]-2-nitrobenzaldehyde

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Technology Process of 5-[2,5-dimethyl-1-(1-methyl-4-piperidinyl)-1H-indol-3-yl]-2-nitrobenzaldehyde

There total 7 articles about 5-[2,5-dimethyl-1-(1-methyl-4-piperidinyl)-1H-indol-3-yl]-2-nitrobenzaldehyde 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: 87.0%

: 310408-47-0
3-(3-diethoxymethyl-4-nitrophenyl)-2,5-dimethyl-1-(1-methyl-4-piperidinyl)-1H-indole

: 310408-52-7
5-[2,5-dimethyl-1-(1-methyl-4-piperidinyl)-1H-indol-3-yl]-2-nitrobenzaldehyde

Guidance literature:: With hydrogenchloride; In acetone; at 20 ℃; for 1h;
DOI:10.1016/S0968-0896(00)00181-4

Reference yield:

: 1445-73-4
1-Methyl-4-piperidone

: 310408-52-7
5-[2,5-dimethyl-1-(1-methyl-4-piperidinyl)-1H-indol-3-yl]-2-nitrobenzaldehyde

Guidance literature:: Multi-step reaction with 6 steps

1.1: molecular sieves 3 Angstroems; molecular sieves 5 Angstroems / methanol / 6 h / 20 °C

1.2: 72 percent / NaBH₃CN; AcOH / methanol / 3 h / 20 °C

2.1: conc. HCl; NaNO₂ / H₂O; ethanol / 3 h / 20 °C

3.1: 4.8 g / LiAlH₄ / tetrahydrofuran / 1 h / Heating

4.1: ethanol / 18 h / Heating

5.1: 1.25 g / conc. H₂SO₄ / 18 h / Heating

6.1: 87 percent / conc. HCl / acetone / 1 h / 20 °C

With hydrogenchloride; lithium aluminium tetrahydride; 3 A molecular sieve; 5A molecular sieve; sulfuric acid; sodium nitrite; In tetrahydrofuran; methanol; ethanol; water; acetone; 1.1: Condensation / 1.2: Reduction / 2.1: Nitrosation / 3.1: Reduction / 4.1: Condensation / 5.1: Cyclization / 6.1: Elimination;
DOI:10.1016/S0968-0896(00)00181-4

Reference yield:

: 106-49-0,12221-03-3
p-toluidine

: 310408-52-7
5-[2,5-dimethyl-1-(1-methyl-4-piperidinyl)-1H-indol-3-yl]-2-nitrobenzaldehyde

Guidance literature:: Multi-step reaction with 6 steps

1.1: molecular sieves 3 Angstroems; molecular sieves 5 Angstroems / methanol / 6 h / 20 °C

1.2: 72 percent / NaBH₃CN; AcOH / methanol / 3 h / 20 °C

2.1: conc. HCl; NaNO₂ / H₂O; ethanol / 3 h / 20 °C

3.1: 4.8 g / LiAlH₄ / tetrahydrofuran / 1 h / Heating

4.1: ethanol / 18 h / Heating

5.1: 1.25 g / conc. H₂SO₄ / 18 h / Heating

6.1: 87 percent / conc. HCl / acetone / 1 h / 20 °C

With hydrogenchloride; lithium aluminium tetrahydride; 3 A molecular sieve; 5A molecular sieve; sulfuric acid; sodium nitrite; In tetrahydrofuran; methanol; ethanol; water; acetone; 1.1: Condensation / 1.2: Reduction / 2.1: Nitrosation / 3.1: Reduction / 4.1: Condensation / 5.1: Cyclization / 6.1: Elimination;
DOI:10.1016/S0968-0896(00)00181-4