4-(3,5-dimethyl-1,2-oxazol-4-yl)-N¹-[2-(morpholin-4-yl)ethyl]benzene-1,2-diamine

Base Information

• Chemical Name: 4-(3,5-dimethyl-1,2-oxazol-4-yl)-N¹-[2-(morpholin-4-yl)ethyl]benzene-1,2-diamine
• CAS No.: 1613694-70-4
• Molecular Formula: C₁₇H₂₄N₄O₂
• Molecular Weight: 316.403

Synonyms:4-(3,5-dimethyl-1,2-oxazol-4-yl)-N¹-[2-(morpholin-4-yl)ethyl]benzene-1,2-diamine

Chemical Property of 4-(3,5-dimethyl-1,2-oxazol-4-yl)-N¹-[2-(morpholin-4-yl)ethyl]benzene-1,2-diamine

Chemical Property:

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Technology Process of 4-(3,5-dimethyl-1,2-oxazol-4-yl)-N¹-[2-(morpholin-4-yl)ethyl]benzene-1,2-diamine

There total 4 articles about 4-(3,5-dimethyl-1,2-oxazol-4-yl)-N¹-[2-(morpholin-4-yl)ethyl]benzene-1,2-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: 87.0%

4-(3,5-dimethyl-1,2-oxazol-4-yl)-N-[2-(morpholin-4-yl)ethyl]-2-nitroaniline (1613695-21-8) → 4-(3,5-dimethyl-1,2-oxazol-4-yl)-N1-[2-(morpholin-4-yl)ethyl]benzene-1,2-diamine (1613694-70-4)

Guidance literature:

With sodium dithionite; In ethanol; water; for 1h; Reflux;

DOI:10.1021/ja412434f

Reference yield:

4-Bromo-1-fluoro-2-nitrobenzene (364-73-8) → 4-(3,5-dimethyl-1,2-oxazol-4-yl)-N1-[2-(morpholin-4-yl)ethyl]benzene-1,2-diamine (1613694-70-4)

Guidance literature:

Multi-step reaction with 3 steps

1: [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II); sodium hydrogencarbonate / 1,2-dimethoxyethane / 3 h / 80 °C / Inert atmosphere

2: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 21 h / 20 °C

3: sodium dithionite / water; ethanol / 1 h / Reflux

With sodium dithionite; [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II); sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,2-dimethoxyethane; ethanol; water; 1: |Suzuki Coupling;

DOI:10.1021/ja412434f

Reference yield:

3,5-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoxazole (832114-00-8) → 4-(3,5-dimethyl-1,2-oxazol-4-yl)-N1-[2-(morpholin-4-yl)ethyl]benzene-1,2-diamine (1613694-70-4)

Guidance literature:

Multi-step reaction with 3 steps

1: [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II); sodium hydrogencarbonate / 1,2-dimethoxyethane / 3 h / 80 °C / Inert atmosphere

2: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 21 h / 20 °C

3: sodium dithionite / water; ethanol / 1 h / Reflux

With sodium dithionite; [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II); sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,2-dimethoxyethane; ethanol; water; 1: |Suzuki Coupling;

DOI:10.1021/ja412434f

upstream raw materials:

4-Bromo-1-fluoro-2-nitrobenzene

3,5-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoxazole

4-(4-fluoro-3-nitrophenyl)-3,5-dimethyl-1,2-oxazole

4-(3,5-dimethyl-1,2-oxazol-4-yl)-N-[2-(morpholin-4-yl)ethyl]-2-nitroaniline

Downstream raw materials:

2-(benzyloxy)-5-(3,5-dimethyl-1,2-oxazol-4-yl)-1-[2-(morpholin-4-yl)ethyl]-1H-benzimidazole

5-(3,5-dimethyl-1,2-oxazol-4-yl)-2-[(3-fluoro-4-methoxyphenoxy)methyl]-1-[2-(morpholin-4-yl)ethyl]-1H-benzimidazole

5-(3,5-dimethyl-1,2-oxazol-4-yl)-2-[2-(2-methylphenyl)ethyl]-1-[2-(morpholin-4-yl)ethyl]-1H-benzimidazole

5-(3,5-dimethyl-1,2-oxazol-4-yl)-2-[2-(3-methylphenyl)ethyl]-1-[2-(morpholin-4-yl)ethyl]-1H-benzimidazole

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