1-(4-fluoro-phenyl)-3-isopropyl-4-oxo-5-phenyl-3,4,5,6-tetrahydro-3,5-diaza-benzo[e]azulene-2-carbaldehyde

Base Information

• Chemical Name: 1-(4-fluoro-phenyl)-3-isopropyl-4-oxo-5-phenyl-3,4,5,6-tetrahydro-3,5-diaza-benzo[e]azulene-2-carbaldehyde
• CAS No.: 889878-63-1
• Molecular Formula: C₂₈H₂₃FN₂O₂
• Molecular Weight: 438.501

Synonyms:1-(4-fluoro-phenyl)-3-isopropyl-4-oxo-5-phenyl-3,4,5,6-tetrahydro-3,5-diaza-benzo[e]azulene-2-carbaldehyde

Chemical Property of 1-(4-fluoro-phenyl)-3-isopropyl-4-oxo-5-phenyl-3,4,5,6-tetrahydro-3,5-diaza-benzo[e]azulene-2-carbaldehyde

Chemical Property:

Purity/Quality:

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Useful:

Technology Process of 1-(4-fluoro-phenyl)-3-isopropyl-4-oxo-5-phenyl-3,4,5,6-tetrahydro-3,5-diaza-benzo[e]azulene-2-carbaldehyde

There total 2 articles about 1-(4-fluoro-phenyl)-3-isopropyl-4-oxo-5-phenyl-3,4,5,6-tetrahydro-3,5-diaza-benzo[e]azulene-2-carbaldehyde 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: 80.0%

1-(4-fluoro-phenyl)-3-isopropyl-5-phenyl-5,6-dihydro-3H-3,5-diaza-benzo[e]azulen-4-one (889878-62-0) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 1-(4-fluoro-phenyl)-3-isopropyl-4-oxo-5-phenyl-3,4,5,6-tetrahydro-3,5-diaza-benzo[e]azulene-2-carbaldehyde (889878-63-1)

Guidance literature:

With trichlorophosphate; In 1,2-dichloro-ethane; at 80 ℃; for 18h;

DOI:10.1016/j.bmcl.2007.05.097

Reference yield:

3-(2-bromomethyl-phenyl)-4-(4-fluoro-phenyl)-1-isopropyl-1H-pyrrole-2-carboxylic acid phenylamide (889878-61-9) → 1-(4-fluoro-phenyl)-3-isopropyl-4-oxo-5-phenyl-3,4,5,6-tetrahydro-3,5-diaza-benzo[e]azulene-2-carbaldehyde (889878-63-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 84 percent / NaH / tetrahydrofuran / 3 h / 0 - 25 °C

2: 80 percent / POCl₃ / 1,2-dichloro-ethane / 18 h / 80 °C

With sodium hydride; trichlorophosphate; In tetrahydrofuran; 1,2-dichloro-ethane; 2: Vilsmeier-Haack formylation;

DOI:10.1016/j.bmcl.2007.05.097

Reference yield: 67.0%

1-(4-fluoro-phenyl)-3-isopropyl-4-oxo-5-phenyl-3,4,5,6-tetrahydro-3,5-diaza-benzo[e]azulene-2-carbaldehyde (889878-63-1) → 1-(4-fluoro-phenyl)-2-hydroxymethyl-3-isopropyl-5-phenyl-5,6-dihydro-3H-3,5-diaza-benzo[e]azulen-4-one (889878-64-2)

Guidance literature:

With lithium tri-t-butoxyaluminum hydride; In tetrahydrofuran; at 0 ℃; for 0.5h;

DOI:10.1016/j.bmcl.2007.05.097

upstream raw materials:

1-(4-fluoro-phenyl)-3-isopropyl-5-phenyl-5,6-dihydro-3H-3,5-diaza-benzo[e]azulen-4-one

N,N-dimethyl-formamide

3-(2-bromomethyl-phenyl)-4-(4-fluoro-phenyl)-1-isopropyl-1H-pyrrole-2-carboxylic acid phenylamide

Downstream raw materials:

1-(4-fluoro-phenyl)-2-hydroxymethyl-3-isopropyl-5-phenyl-5,6-dihydro-3H-3,5-diaza-benzo[e]azulen-4-one

C₄₁H₄₅FN₂O₅

7-[1-(4-fluoro-phenyl)-3-isopropyl-4-oxo-5-phenyl-3,4,5,6-tetrahydro-3,5-diaza-benzo[e]azulen-2-yl]-3,5-dihydroxy-heptanoic acid tert-butyl ester

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