5-<2-<<2-(4-methoxyphenyl)-2-hydroxy-1-cyanoethyl>amino>ethyl>-8-methoxycarbostyril

Base Information

• Chemical Name: 5-<2-<<2-(4-methoxyphenyl)-2-hydroxy-1-cyanoethyl>amino>ethyl>-8-methoxycarbostyril
• CAS No.: 98421-22-8
• Molecular Formula: C₂₂H₂₃N₃O₄
• Molecular Weight: 393.442
• Mol file: 98421-22-8.mol

Synonyms:5-<2-<<2-(4-methoxyphenyl)-2-hydroxy-1-cyanoethyl>amino>ethyl>-8-methoxycarbostyril

Chemical Property of 5-<2-<<2-(4-methoxyphenyl)-2-hydroxy-1-cyanoethyl>amino>ethyl>-8-methoxycarbostyril

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-<2-<<2-(4-methoxyphenyl)-2-hydroxy-1-cyanoethyl>amino>ethyl>-8-methoxycarbostyril

There total 8 articles about 5-<2-<<2-(4-methoxyphenyl)-2-hydroxy-1-cyanoethyl>amino>ethyl>-8-methoxycarbostyril 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:

2-(8-hydroxyquinolin-5-yl)acetonitrile (57434-83-0) → 5-<2-<<2-(4-methoxyphenyl)-2-hydroxy-1-cyanoethyl>amino>ethyl>-8-methoxycarbostyril (98421-22-8)

Guidance literature:

Multi-step reaction with 7 steps

1: 1.) NaH / 1.) DMF, 50 deg C, 2.5 h, 2.) DMF, 50 deg C, 30 min

2: H₂, NH₃ / Raney Ni / methanol / 3 h / 2585.7 Torr

3: Et₃N / CHCl₃ / 0.5 h / 25 °C

4: 41 percent / 80percent m-chloroperbenzoic acid / CHCl₃ / 16 h / 25 °C

5: 82 percent / Et₃N, Ac₂O / tetrahydrofuran / 20 h / 25 °C

6: 45 percent / conc. HCl / 3 h / Heating

7: conc.H₂SO₄ / 1.) water, reflux, 30 min, 2.) water

With hydrogenchloride; sulfuric acid; ammonia; hydrogen; acetic anhydride; sodium hydride; triethylamine; 3-chloro-benzenecarboperoxoic acid; nickel; In tetrahydrofuran; methanol; chloroform;

DOI:10.1021/jm00150a010

Reference yield:

5-(cyanomethyl)-8-methoxyquinoline (94592-57-1) → 5-<2-<<2-(4-methoxyphenyl)-2-hydroxy-1-cyanoethyl>amino>ethyl>-8-methoxycarbostyril (98421-22-8)

Guidance literature:

Multi-step reaction with 6 steps

1: H₂, NH₃ / Raney Ni / methanol / 3 h / 2585.7 Torr

2: Et₃N / CHCl₃ / 0.5 h / 25 °C

3: 41 percent / 80percent m-chloroperbenzoic acid / CHCl₃ / 16 h / 25 °C

4: 82 percent / Et₃N, Ac₂O / tetrahydrofuran / 20 h / 25 °C

5: 45 percent / conc. HCl / 3 h / Heating

6: conc.H₂SO₄ / 1.) water, reflux, 30 min, 2.) water

With hydrogenchloride; sulfuric acid; ammonia; hydrogen; acetic anhydride; triethylamine; 3-chloro-benzenecarboperoxoic acid; nickel; In tetrahydrofuran; methanol; chloroform;

DOI:10.1021/jm00150a010

Reference yield:

4-methoxy-benzaldehyde (123-11-5) → 5-<2-<<2-(4-methoxyphenyl)-2-hydroxy-1-cyanoethyl>amino>ethyl>-8-methoxycarbostyril (98421-22-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 10N NaOH, benzyltrimethylammonium chloride / H₂O / 0.5 h / 25 °C

2: conc.H₂SO₄ / 1.) water, reflux, 30 min, 2.) water

With sodium hydroxide; sulfuric acid; benzyltrimethylammonium chloride; In water;

DOI:10.1021/jm00150a010

upstream raw materials:

3-(4-methoxyphenyl)-oxiranecarbonitrile

5-(2-aminoethyl)-8-methoxycarbostyril

2-(8-hydroxyquinolin-5-yl)acetonitrile

4-methoxy-benzaldehyde

Downstream raw materials:

5-<2-<<2-(4-methoxyphenyl)-2-hydroxyethyl>amino>ethyl>-8-methoxycarbostyril

8-hydroxy-5-<2-<<2-(4-hydroxyphenyl)ethyl>-n-propylamino>ethyl>carbostyril

8-hydroxy-5-<2-<<2-(4-hydroxyphenyl)ethyl>amino>ethyl>carbostyril hydrobromide

8-methoxy-5-<2-<<2-(4-hydroxyphenyl)ethyl>-n-propylamino>ethyl>carbostyril

Refernces