N⁴-[5-(6-Benzyloxy-hexyloxy)-6-methoxy-4-methyl-quinolin-8-yl]-pentane-1,4-diamine

Base Information

• Chemical Name: N⁴-[5-(6-Benzyloxy-hexyloxy)-6-methoxy-4-methyl-quinolin-8-yl]-pentane-1,4-diamine
• CAS No.: 108190-28-9
• Molecular Formula: C₂₉H₄₁N₃O₃
• Molecular Weight: 479.663

Synonyms:N⁴-[5-(6-Benzyloxy-hexyloxy)-6-methoxy-4-methyl-quinolin-8-yl]-pentane-1,4-diamine

Chemical Property of N⁴-[5-(6-Benzyloxy-hexyloxy)-6-methoxy-4-methyl-quinolin-8-yl]-pentane-1,4-diamine

Chemical Property:

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Technology Process of N⁴-[5-(6-Benzyloxy-hexyloxy)-6-methoxy-4-methyl-quinolin-8-yl]-pentane-1,4-diamine

There total 6 articles about N⁴-[5-(6-Benzyloxy-hexyloxy)-6-methoxy-4-methyl-quinolin-8-yl]-pentane-1,4-diamine 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:

4-bromo-1-phthalimidopentane (59353-62-7) → N4-[5-(6-Benzyloxy-hexyloxy)-6-methoxy-4-methyl-quinolin-8-yl]-pentane-1,4-diamine (108190-28-9)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N / 4.5 h / 140 - 150 °C

2: 95percent aq. H₂NNH₂ / ethanol / 4.5 h / Heating

With hydrazine hydrate; triethylamine; In ethanol;

DOI:10.1021/jm00390a012

Reference yield:

1-bromo-6-benzyloxyhexane (54247-27-7) → N4-[5-(6-Benzyloxy-hexyloxy)-6-methoxy-4-methyl-quinolin-8-yl]-pentane-1,4-diamine (108190-28-9)

Guidance literature:

Multi-step reaction with 4 steps

1: triethylamine, hexamethylphosphoric triamide, propylene oxide / 2.5 h / 140 - 150 °C

2: Fe, AcOH / H₂O; dibutyl ether / 6 h / 100 °C

3: Et₃N / 4.5 h / 140 - 150 °C

4: 95percent aq. H₂NNH₂ / ethanol / 4.5 h / Heating

With N,N,N,N,N,N-hexamethylphosphoric triamide; iron; hydrazine hydrate; acetic acid; triethylamine; methyloxirane; In ethanol; dibutyl ether; water;

DOI:10.1021/jm00390a012

Reference yield:

2-{4-[5-(6-Benzyloxy-hexyloxy)-6-methoxy-4-methyl-quinolin-8-ylamino]-pentyl}-isoindole-1,3-dione (108190-88-1) → N4-[5-(6-Benzyloxy-hexyloxy)-6-methoxy-4-methyl-quinolin-8-yl]-pentane-1,4-diamine (108190-28-9)

Guidance literature:

With hydrazine hydrate; In ethanol; for 4.5h; Heating;

DOI:10.1021/jm00390a012

upstream raw materials:

2-{4-[5-(6-Benzyloxy-hexyloxy)-6-methoxy-4-methyl-quinolin-8-ylamino]-pentyl}-isoindole-1,3-dione

4-bromo-1-phthalimidopentane

1-bromo-6-benzyloxyhexane

4-methyl-5-hydroxy-6-methoxy-8-nitroquinoline

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