3-benzyl-6-(morpholin-4-yl)benzo[h]quinazolin-4(3H)-one

Base Information

• Chemical Name: 3-benzyl-6-(morpholin-4-yl)benzo[h]quinazolin-4(3H)-one
• CAS No.: 1619257-99-6
• Molecular Formula: C₂₃H₂₁N₃O₂
• Molecular Weight: 371.439
• Mol file: 1619257-99-6.mol

Synonyms:3-benzyl-6-(morpholin-4-yl)benzo[h]quinazolin-4(3H)-one

Chemical Property of 3-benzyl-6-(morpholin-4-yl)benzo[h]quinazolin-4(3H)-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-benzyl-6-(morpholin-4-yl)benzo[h]quinazolin-4(3H)-one

There total 10 articles about 3-benzyl-6-(morpholin-4-yl)benzo[h]quinazolin-4(3H)-one 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: 55.0%

morpholine (110-91-8,99108-56-2) + N-(3-benzyl-4-oxo-3,4-dihydrobenzo[h]quinazolin-6-yl)formamide → 3-benzyl-6-(morpholin-4-yl)benzo[h]quinazolin-4(3H)-one (1619257-99-6)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In toluene; at 100 ℃; for 30h; Schlenk technique;

DOI:10.24820/ark.5550190.p010.739

Reference yield: 40.0%

morpholine (110-91-8,99108-56-2) + 3-benzyl-6-bromobenzo[h]quinazolin-4(3H)-one (1619257-97-4) → 3-benzyl-6-(morpholin-4-yl)benzo[h]quinazolin-4(3H)-one (1619257-99-6)

Guidance literature:

With potassium tert-butylate; palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; at 90 - 100 ℃; for 10h; Inert atmosphere; Schlenk technique;

DOI:10.1016/j.tet.2014.05.117

Reference yield:

ethyl 1-[(2,2-dimethylpropanoyl)amino]naphthalene-2-carboxylate (1619257-83-8) → 3-benzyl-6-(morpholin-4-yl)benzo[h]quinazolin-4(3H)-one (1619257-99-6)

Guidance literature:

Multi-step reaction with 5 steps

1.1: N-Bromosuccinimide / acetonitrile / 20 h / 0 - 20 °C

2.1: hydrogenchloride / 1,4-dioxane; water / 8 h / 90 °C

3.1: ammonium bicarbonate / 0.33 h / 200 °C / Sealed tube; Microwave irradiation

4.1: potassium carbonate / acetone / 0.5 h / 55 °C / Sealed tube; Microwave irradiation

4.2: 3.5 h / 25 - 55 °C / Sealed tube; Microwave irradiation

5.1: palladium diacetate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; potassium tert-butylate / 1,4-dioxane / 10 h / 90 - 100 °C / Inert atmosphere; Schlenk technique

With hydrogenchloride; N-Bromosuccinimide; potassium tert-butylate; palladium diacetate; ammonium bicarbonate; potassium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; In 1,4-dioxane; water; acetone; acetonitrile; 3.1: |Niementowski Quinazolone Synthesis / 5.1: |Buchwald-Hartwig Coupling;

DOI:10.1016/j.tet.2014.05.117

upstream raw materials:

2,2-dimethyl-N-(naphthalen-1-yl)propanamide

ethyl 1-[(tert-butoxycarbonyl)amino]naphthalene-2-carboxylate

ethyl 1-[(2,2-dimethylpropanoyl)amino]naphthalene-2-carboxylate

ethyl 4-bromo-1-[(tert-butoxycarbonyl)amino]naphthalene-2-carboxylate