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

Base Information

• Chemical Name: 2-[4-(2-{[(2R)-2-(6-chloropyridin-3-yl)-2-hydroxyethyl]amino}-2-methylpropyl)phenyl]-N-(5-methylisoxazol-3-yl)acetamide
• CAS No.: 1251957-86-4
• Molecular Formula: C₂₃H₂₇ClN₄O₃
• Molecular Weight: 442.945
• Mol file: 1251957-86-4.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 16 articles about 2-[4-(2-{[(2R)-2-(6-chloropyridin-3-yl)-2-hydroxyethyl]amino}-2-methylpropyl)phenyl]-N-(5-methylisoxazol-3-yl)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: 86.0%

2-[4-(2-amino-2-methylpropyl)phenyl]-N-(5-methylisoxazol-3-yl)acetamide (1251957-84-2) + 2-chloro-5-[(2R)-oxiran-2-yl]pyridine (173901-08-1) → 2-[4-(2-{[(2R)-2-(6-chloropyridin-3-yl)-2-hydroxyethyl]amino}-2-methylpropyl)phenyl]-N-(5-methylisoxazol-3-yl)acetamide (1251957-86-4)

Guidance literature:

In methanol; at 70 ℃; for 48h;

DOI:10.1021/op1001462

Reference yield:

[4-(2-oxopropyl)phenyl]acetic acid (88594-72-3) → 2-[4-(2-{[(2R)-2-(6-chloropyridin-3-yl)-2-hydroxyethyl]amino}-2-methylpropyl)phenyl]-N-(5-methylisoxazol-3-yl)acetamide (1251957-86-4)

Guidance literature:

Multi-step reaction with 5 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

4.1: acetic acid / methanol / 22 h / 60 °C / Large scale reaction

5.1: methanol / 48 h / 70 °C

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

DOI:10.1021/op1001462

Reference yield:

[4-(2-hydroxy-2-methylpropyl)phenyl]acetic acid (861448-74-0) → 2-[4-(2-{[(2R)-2-(6-chloropyridin-3-yl)-2-hydroxyethyl]amino}-2-methylpropyl)phenyl]-N-(5-methylisoxazol-3-yl)acetamide (1251957-86-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 1,1'-carbonyldiimidazole / ethyl acetate / 0.25 h / 25 - 30 °C / Large scale reaction

1.2: 36 h / 50 - 55 °C / Large scale reaction

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

3.1: acetic acid / methanol / 22 h / 60 °C / Large scale reaction

4.1: methanol / 48 h / 70 °C

With acetic acid; 1,1'-carbonyldiimidazole; trifluoroacetic acid; In methanol; ethyl acetate; 2.1: Ritter reaction;

DOI:10.1021/op1001462

upstream raw materials:

5-bromo-2-chloropyridine

[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

Downstream raw materials:

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