2-(4-methoxybenzyl)-10-methyl-1,2,3,4,5,10-hexahydroazepino[3,4-b]indole-1,5-dione

Base Information

Chemical Name:2-(4-methoxybenzyl)-10-methyl-1,2,3,4,5,10-hexahydroazepino[3,4-b]indole-1,5-dione
CAS No.:614735-34-1
Molecular Formula:C₂₁H₂₀N₂O₃
Molecular Weight:348.401
Hs Code.:

Synonyms:2-(4-methoxybenzyl)-10-methyl-1,2,3,4,5,10-hexahydroazepino[3,4-b]indole-1,5-dione

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Chemical Property of 2-(4-methoxybenzyl)-10-methyl-1,2,3,4,5,10-hexahydroazepino[3,4-b]indole-1,5-dione

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Technology Process of 2-(4-methoxybenzyl)-10-methyl-1,2,3,4,5,10-hexahydroazepino[3,4-b]indole-1,5-dione

There total 5 articles about 2-(4-methoxybenzyl)-10-methyl-1,2,3,4,5,10-hexahydroazepino[3,4-b]indole-1,5-dione 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: 78.0%

: 824-94-2
p-methoxybenzyl chloride

: 68724-96-9
10-methyl-1,2,3,4,5,10-hexahydroazepino[3,4-b]indole-1,5-dione

: 614735-34-1
2-(4-methoxybenzyl)-10-methyl-1,2,3,4,5,10-hexahydroazepino[3,4-b]indole-1,5-dione

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.666667h;
DOI:10.1016/S0040-4020(00)00374-4

Reference yield:

Indole-2-carboxylic acid: 1477-50-5,1228050-17-6
Indole-2-carboxylic acid

: 614735-34-1
2-(4-methoxybenzyl)-10-methyl-1,2,3,4,5,10-hexahydroazepino[3,4-b]indole-1,5-dione

Guidance literature:: Multi-step reaction with 5 steps

1: 95 percent / DMAP; EDCI / CH₂Cl₂ / 24 h / 0 - 20 °C

2: 90 percent / K₂CO₃ / acetonitrile / 24 h / Heating

3: 96 percent / LiOH / ethanol / 18 h / 20 °C

4: 86 percent / PPA; P₂O₅ / 1 h / 110 °C

5: 78 percent / NaH / dimethylformamide / 0.67 h / 0 °C

With dmap; lithium hydroxide; phosphorus pentoxide; sodium hydride; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 1: Condensation / 2: Methylation / 3: Hydrolysis / 4: Cyclization / 5: Alkylation;
DOI:10.1016/S0040-4020(00)00374-4

Reference yield:

: 68724-80-1
3-{[(1-methyl)-1H-2-indolylcarbonyl]amino}propanoic acid

: 614735-34-1
2-(4-methoxybenzyl)-10-methyl-1,2,3,4,5,10-hexahydroazepino[3,4-b]indole-1,5-dione

Guidance literature:: Multi-step reaction with 2 steps

1: 86 percent / PPA; P₂O₅ / 1 h / 110 °C

2: 78 percent / NaH / dimethylformamide / 0.67 h / 0 °C

With phosphorus pentoxide; sodium hydride; In N,N-dimethyl-formamide; 1: Cyclization / 2: Alkylation;
DOI:10.1016/S0040-4020(00)00374-4