2-chloro-N-[1,1-dimethyl-2-(4-{2-[(5-methylisoxazol-3-yl)amino]-2-oxoethyl}phenyl)ethyl]acetamide

Base Information

• Chemical Name: 2-chloro-N-[1,1-dimethyl-2-(4-{2-[(5-methylisoxazol-3-yl)amino]-2-oxoethyl}phenyl)ethyl]acetamide
• CAS No.: 1251957-83-1
• Molecular Formula: C₁₈H₂₂ClN₃O₃
• Molecular Weight: 363.844
• Mol file: 1251957-83-1.mol

Synonyms:2-chloro-N-[1,1-dimethyl-2-(4-{2-[(5-methylisoxazol-3-yl)amino]-2-oxoethyl}phenyl)ethyl]acetamide

Chemical Property of 2-chloro-N-[1,1-dimethyl-2-(4-{2-[(5-methylisoxazol-3-yl)amino]-2-oxoethyl}phenyl)ethyl]acetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-chloro-N-[1,1-dimethyl-2-(4-{2-[(5-methylisoxazol-3-yl)amino]-2-oxoethyl}phenyl)ethyl]acetamide

There total 6 articles about 2-chloro-N-[1,1-dimethyl-2-(4-{2-[(5-methylisoxazol-3-yl)amino]-2-oxoethyl}phenyl)ethyl]acetamide 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: 83.0%

2-[4-(2-hydroxy-2-methylpropyl)phenyl]-N-(5-methylisoxazol-3-yl)acetamide (1251957-82-0) + chloroacetonitrile (107-14-2) → 2-chloro-N-[1,1-dimethyl-2-(4-{2-[(5-methylisoxazol-3-yl)amino]-2-oxoethyl}phenyl)ethyl]acetamide (1251957-83-1)

Guidance literature:

With trifluoroacetic acid; at 50 ℃; for 2.5h; Large scale reaction;

DOI:10.1021/op1001462

Reference yield:

(4-bromo-phenyl)-acetic acid methyl ester (41841-16-1) → 2-chloro-N-[1,1-dimethyl-2-(4-{2-[(5-methylisoxazol-3-yl)amino]-2-oxoethyl}phenyl)ethyl]acetamide (1251957-83-1)

Guidance literature:

Multi-step reaction with 5 steps

1.1: tributyltin methoxide; palladium diacetate; tris-(o-tolyl)phosphine / toluene / 7 h / 100 °C / Inert atmosphere

1.2: 1.5 h

2.1: lithium hydroxide / tetrahydrofuran; water / 2.75 h / -5 - 0 °C

3.1: tetrahydrofuran; diethyl ether / 5.5 h / 8 - 20 °C / Inert atmosphere

3.2: 5 °C

4.1: 1,1'-carbonyldiimidazole / ethyl acetate / 0.25 h / 25 - 30 °C / Large scale reaction

4.2: 36 h / 50 - 55 °C / Large scale reaction

5.1: trifluoroacetic acid / 2.5 h / 50 °C / Large scale reaction

With tributyltin methoxide; palladium diacetate; tris-(o-tolyl)phosphine; 1,1'-carbonyldiimidazole; trifluoroacetic acid; lithium hydroxide; In tetrahydrofuran; diethyl ether; water; ethyl acetate; toluene; 1.1: Stille coupling / 5.1: Ritter reaction;

DOI:10.1021/op1001462

Reference yield:

[4-(2-oxopropyl)phenyl]acetic acid (88594-72-3) → 2-chloro-N-[1,1-dimethyl-2-(4-{2-[(5-methylisoxazol-3-yl)amino]-2-oxoethyl}phenyl)ethyl]acetamide (1251957-83-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: tetrahydrofuran; diethyl ether / 5.5 h / 8 - 20 °C / Inert atmosphere

1.2: 5 °C

2.1: 1,1'-carbonyldiimidazole / ethyl acetate / 0.25 h / 25 - 30 °C / Large scale reaction

2.2: 36 h / 50 - 55 °C / Large scale reaction

3.1: trifluoroacetic acid / 2.5 h / 50 °C / Large scale reaction

With 1,1'-carbonyldiimidazole; trifluoroacetic acid; In tetrahydrofuran; diethyl ether; ethyl acetate; 3.1: Ritter reaction;

DOI:10.1021/op1001462

upstream raw materials:

[4-(2-oxopropyl)phenyl]acetic acid

[4-(2-hydroxy-2-methylpropyl)phenyl]acetic acid

2-[4-(2-hydroxy-2-methylpropyl)phenyl]-N-(5-methylisoxazol-3-yl)acetamide

chloroacetonitrile

Downstream raw materials:

2-[4-(2-{[(2R)-2-hydroxy-2-(pyridin-3-yl)ethyl]amino}-2-methylpropyl)phenyl]-N-(5-methylisoxazol-3-yl)acetamide

2-[4-(2-{[(2S)-2-hydroxy-2-(pyridin-2-yl)ethyl]amino}-2-methylpropyl)phenyl]-N-(5-methylisoxazol-3-yl)acetamide

2-[4-(2-{[(2R)-2-(6-chloropyridin-3-yl)-2-hydroxyethyl]amino}-2-methylpropyl)phenyl]-N-(5-methylisoxazol-3-yl)acetamide

2-[4-(2-amino-2-methylpropyl)phenyl]-N-(5-methylisoxazol-3-yl)acetamide