5-benzyl-11-methyl-2,5,6,11-tetrahydro-2,6-methano[1,5]thiazocino[2,3-b]indole-3-carbonitrile

Base Information

• Chemical Name: 5-benzyl-11-methyl-2,5,6,11-tetrahydro-2,6-methano[1,5]thiazocino[2,3-b]indole-3-carbonitrile
• CAS No.: 1410792-55-0
• Molecular Formula: C₂₂H₁₉N₃S
• Molecular Weight: 357.479

Synonyms:5-benzyl-11-methyl-2,5,6,11-tetrahydro-2,6-methano[1,5]thiazocino[2,3-b]indole-3-carbonitrile

Chemical Property of 5-benzyl-11-methyl-2,5,6,11-tetrahydro-2,6-methano[1,5]thiazocino[2,3-b]indole-3-carbonitrile

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Technology Process of 5-benzyl-11-methyl-2,5,6,11-tetrahydro-2,6-methano[1,5]thiazocino[2,3-b]indole-3-carbonitrile

There total 3 articles about 5-benzyl-11-methyl-2,5,6,11-tetrahydro-2,6-methano[1,5]thiazocino[2,3-b]indole-3-carbonitrile 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:

1-methyl-2-indolinethione (13637-38-2) + N-benzyl-3-cyanopyridin-1-ium bromide (6516-53-6) → 3-benzyl-11-methyl-2,3,6,11-tetrahydro-2,6-methano[1,3]thiazocino[8,7-b]indole-5-carbonitrile (1410792-54-9) + 5-benzyl-11-methyl-2,5,6,11-tetrahydro-2,6-methano[1,5]thiazocino[2,3-b]indole-3-carbonitrile (1410792-55-0)

Guidance literature:

With potassium carbonate; In acetonitrile; at 20 ℃; for 24h; Overall yield = 67%; Overall yield = 201 mg; regioselective reaction; Inert atmosphere;

DOI:10.1016/j.tet.2012.09.059

Reference yield:

benzyl bromide (100-39-0) → 3-benzyl-11-methyl-2,3,6,11-tetrahydro-2,6-methano[1,3]thiazocino[8,7-b]indole-5-carbonitrile (1410792-54-9) + 5-benzyl-11-methyl-2,5,6,11-tetrahydro-2,6-methano[1,5]thiazocino[2,3-b]indole-3-carbonitrile (1410792-55-0)

Guidance literature:

Multi-step reaction with 2 steps

1: acetone / Inert atmosphere

2: potassium carbonate / acetonitrile / 24 h / 20 °C / Inert atmosphere

With potassium carbonate; In acetone; acetonitrile;

DOI:10.1016/j.tet.2012.09.059

Reference yield:

pyridine-3-carbonitrile (100-54-9,121697-66-3,1232169-17-3,68271-95-4) → 3-benzyl-11-methyl-2,3,6,11-tetrahydro-2,6-methano[1,3]thiazocino[8,7-b]indole-5-carbonitrile (1410792-54-9) + 5-benzyl-11-methyl-2,5,6,11-tetrahydro-2,6-methano[1,5]thiazocino[2,3-b]indole-3-carbonitrile (1410792-55-0)

Guidance literature:

Multi-step reaction with 2 steps

1: acetone / Inert atmosphere

2: potassium carbonate / acetonitrile / 24 h / 20 °C / Inert atmosphere

With potassium carbonate; In acetone; acetonitrile;

DOI:10.1016/j.tet.2012.09.059

upstream raw materials:

benzyl bromide

pyridine-3-carbonitrile

1-methyl-2-indolinethione

N-benzyl-3-cyanopyridin-1-ium bromide

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