N¹-(3-fluoro-4-(6-methoxy-7-(3-(4-methylpiperidin-1-yl)-propoxy)quinolin-4-yloxy)phenyl)semicarbazide

Base Information

• Chemical Name: N¹-(3-fluoro-4-(6-methoxy-7-(3-(4-methylpiperidin-1-yl)-propoxy)quinolin-4-yloxy)phenyl)semicarbazide
• CAS No.: 1449763-35-2
• Molecular Formula: C₂₆H₃₂FN₅O₄
• Molecular Weight: 497.57

Synonyms:N¹-(3-fluoro-4-(6-methoxy-7-(3-(4-methylpiperidin-1-yl)-propoxy)quinolin-4-yloxy)phenyl)semicarbazide

Chemical Property of N¹-(3-fluoro-4-(6-methoxy-7-(3-(4-methylpiperidin-1-yl)-propoxy)quinolin-4-yloxy)phenyl)semicarbazide

Chemical Property:

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Technology Process of N¹-(3-fluoro-4-(6-methoxy-7-(3-(4-methylpiperidin-1-yl)-propoxy)quinolin-4-yloxy)phenyl)semicarbazide

There total 10 articles about N¹-(3-fluoro-4-(6-methoxy-7-(3-(4-methylpiperidin-1-yl)-propoxy)quinolin-4-yloxy)phenyl)semicarbazide 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: 38.9%

phenyl 3-fluoro-4-(6-methoxy-7-(3-(4-methylpiperdine-1-yl)propoxy)quinolin-4-yloxy)phenylcarbamate (1449763-32-9) → N1-(3-fluoro-4-(6-methoxy-7-(3-(4-methylpiperidin-1-yl)-propoxy)quinolin-4-yloxy)phenyl)semicarbazide (1449763-35-2)

Guidance literature:

With hydrazine hydrate; In 1,4-dioxane; Reflux;

DOI:10.1016/j.bmc.2013.06.026

Reference yield:

1-[4-(3-chloropropoxy)-5-methoxy-2-nitrophenyl]ethan-1-one (1160707-44-7) → N1-(3-fluoro-4-(6-methoxy-7-(3-(4-methylpiperidin-1-yl)-propoxy)quinolin-4-yloxy)phenyl)semicarbazide (1449763-35-2)

Guidance literature:

Multi-step reaction with 8 steps

1: toluene / 110 °C

2: iron / acetic acid / 2 h / 40 - 80 °C

3: acetonitrile / 8 h / 25 - 80 °C

4: trichlorophosphate / acetonitrile / Reflux

5: chlorobenzene / 20 h / 140 °C

6: iron; hydrogenchloride / ethanol; water / 2 h / Reflux

7: potassium carbonate / acetone / 3 h / 0 - 20 °C

8: hydrazine hydrate / 1,4-dioxane / Reflux

With hydrogenchloride; iron; potassium carbonate; hydrazine hydrate; trichlorophosphate; In 1,4-dioxane; ethanol; water; acetic acid; chlorobenzene; acetone; toluene; acetonitrile;

DOI:10.1016/j.bmc.2013.06.026

Reference yield:

6-methyloxy-7-(4-(3-chloropropoxy))-4-4-hydroxyquinoline (1394166-09-6,1428788-16-2) → N1-(3-fluoro-4-(6-methoxy-7-(3-(4-methylpiperidin-1-yl)-propoxy)quinolin-4-yloxy)phenyl)semicarbazide (1449763-35-2)

Guidance literature:

Multi-step reaction with 6 steps

1: acetonitrile / 8 h / 25 - 80 °C

2: trichlorophosphate / acetonitrile / Reflux

3: chlorobenzene / 20 h / 140 °C

4: iron; hydrogenchloride / ethanol; water / 2 h / Reflux

5: potassium carbonate / acetone / 3 h / 0 - 20 °C

6: hydrazine hydrate / 1,4-dioxane / Reflux

With hydrogenchloride; iron; potassium carbonate; hydrazine hydrate; trichlorophosphate; In 1,4-dioxane; ethanol; water; chlorobenzene; acetone; acetonitrile;

DOI:10.1016/j.bmc.2013.06.026

upstream raw materials:

4-(3-chloropropoxy)-3-methoxyacetophenone

1-[4-(3-chloropropoxy)-5-methoxy-2-nitrophenyl]ethan-1-one

1-(4-(3-chloropropoxy)-5-methoxy-2-nitrophenyl)-3-(dimethylamino)propyl-2-en-1-one

6-methyloxy-7-(4-(3-chloropropoxy))-4-4-hydroxyquinoline

Downstream raw materials:

(E)-N¹-(3-fluoro-4-(6-methoxy-7-(3-(4-methylpiperidin-1-yl)propoxy)quinolin-4-yloxy)phenyl)-N⁴-(2-fluorobenzylidene)semicarbazide

(E)-N⁴-(3-fluoro-4-(6-methoxy-7-(3-(4-methylpiperidin-1-yl)propoxy)quinoline-4-yloxy)phenyl)-N¹-(2,4-difluorobenzylidene)semicarbazide

(E)-N⁴-(3-fluoro-4-(6-methoxy-7-(3-(4-methylpiperidin-1-yl)propoxy)quinoline-4-yloxy)phenyl)-N¹-(benzylidene)semicarbazide

N¹-(3-fluoro-4-(6-methoxy-7-(3-(4-methylpiperidin-1-yl)propoxy)quinolin-4-yloxy)phenyl)-N⁴-(2,4-difluorobenzyl)semicarbazide

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