N-({1-[(3aS,8aR)-3a-ethyl-1,2,3,3a,8,8a-hexahydro-1,8-dimethylpyrrolo[2,3-b]indol-5-yl]-1H-1,2,3-triazol-4-yl}methyl)-N-methylaniline

Base Information

Chemical Name:N-({1-[(3aS,8aR)-3a-ethyl-1,2,3,3a,8,8a-hexahydro-1,8-dimethylpyrrolo[2,3-b]indol-5-yl]-1H-1,2,3-triazol-4-yl}methyl)-N-methylaniline
CAS No.:1314798-05-4
Molecular Formula:C₂₄H₃₀N₆
Molecular Weight:402.542
Hs Code.:

Synonyms:N-({1-[(3aS,8aR)-3a-ethyl-1,2,3,3a,8,8a-hexahydro-1,8-dimethylpyrrolo[2,3-b]indol-5-yl]-1H-1,2,3-triazol-4-yl}methyl)-N-methylaniline

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Chemical Property of N-({1-[(3aS,8aR)-3a-ethyl-1,2,3,3a,8,8a-hexahydro-1,8-dimethylpyrrolo[2,3-b]indol-5-yl]-1H-1,2,3-triazol-4-yl}methyl)-N-methylaniline

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Technology Process of N-({1-[(3aS,8aR)-3a-ethyl-1,2,3,3a,8,8a-hexahydro-1,8-dimethylpyrrolo[2,3-b]indol-5-yl]-1H-1,2,3-triazol-4-yl}methyl)-N-methylaniline

There total 6 articles about N-({1-[(3aS,8aR)-3a-ethyl-1,2,3,3a,8,8a-hexahydro-1,8-dimethylpyrrolo[2,3-b]indol-5-yl]-1H-1,2,3-triazol-4-yl}methyl)-N-methylaniline 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: 64.0%

: 1313809-96-9
(3aS,8aR)-5-azido-3a-ethyl-1,8-dimethyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indole

: 106-96-7
propargyl bromide

: 100-61-8
N-methylaniline

: 1314798-05-4
N-({1-[(3aS,8aR)-3a-ethyl-1,2,3,3a,8,8a-hexahydro-1,8-dimethylpyrrolo[2,3-b]indol-5-yl]-1H-1,2,3-triazol-4-yl}methyl)-N-methylaniline

Guidance literature:: With copper(l) iodide; triethylamine; In water; at 20 ℃; for 2h; regioselective reaction;
DOI:10.1002/hlca.201100020

Reference yield:

: 1313810-17-1
(3aS,8aR)-3a-ethyl-5-iodo-1,8-dimethyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indole

: 1314798-05-4
N-({1-[(3aS,8aR)-3a-ethyl-1,2,3,3a,8,8a-hexahydro-1,8-dimethylpyrrolo[2,3-b]indol-5-yl]-1H-1,2,3-triazol-4-yl}methyl)-N-methylaniline

Guidance literature:: Multi-step reaction with 2 steps

1: copper(l) iodide; sodium azide; sodium ascorbate; N,N`-dimethylethylenediamine / water; dimethyl sulfoxide / 24 h / 20 °C / Inert atmosphere

2: copper(l) iodide; triethylamine / water / 2 h / 20 °C

With copper(l) iodide; sodium azide; sodium ascorbate; triethylamine; N,N`-dimethylethylenediamine; In water; dimethyl sulfoxide; 2: three-component Huisgen reaction;
DOI:10.1002/hlca.201100020

Reference yield:

: 1313810-16-0
(3aS,8aS)-methyl 8-methyl-3a-(3-oxopropyl)-3,3a,8,8a-tetrahydropyrrolo[2,3-b]indole-1(2H)-carboxylate

: 1314798-05-4
N-({1-[(3aS,8aR)-3a-ethyl-1,2,3,3a,8,8a-hexahydro-1,8-dimethylpyrrolo[2,3-b]indol-5-yl]-1H-1,2,3-triazol-4-yl}methyl)-N-methylaniline

Guidance literature:: Multi-step reaction with 5 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 0 °C / Reflux

2: Raney-Ni / toluene / Reflux

3: N-iodo-succinimide / dichloromethane / 0 - 20 °C

4: copper(l) iodide; sodium azide; sodium ascorbate; N,N`-dimethylethylenediamine / water; dimethyl sulfoxide / 24 h / 20 °C / Inert atmosphere

5: copper(l) iodide; triethylamine / water / 2 h / 20 °C

With N-iodo-succinimide; copper(l) iodide; lithium aluminium tetrahydride; sodium azide; sodium ascorbate; triethylamine; N,N`-dimethylethylenediamine; In tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide; toluene; 5: three-component Huisgen reaction;
DOI:10.1002/hlca.201100020