7-((R)-sec-butoxy)-1-(4-chloro-phenyl)-6-methoxy-2-{4-[(pyridin-4-ylmethyl)-amino]-phenyl}-1,4-dihydro-2H-isoquinolin-3-one

Base Information

• Chemical Name: 7-((R)-sec-butoxy)-1-(4-chloro-phenyl)-6-methoxy-2-{4-[(pyridin-4-ylmethyl)-amino]-phenyl}-1,4-dihydro-2H-isoquinolin-3-one
• CAS No.: 1313361-51-1
• Molecular Formula: C₃₂H₃₂ClN₃O₃
• Molecular Weight: 542.077
• Mol file: 1313361-51-1.mol

Synonyms:7-((R)-sec-butoxy)-1-(4-chloro-phenyl)-6-methoxy-2-{4-[(pyridin-4-ylmethyl)-amino]-phenyl}-1,4-dihydro-2H-isoquinolin-3-one

Chemical Property of 7-((R)-sec-butoxy)-1-(4-chloro-phenyl)-6-methoxy-2-{4-[(pyridin-4-ylmethyl)-amino]-phenyl}-1,4-dihydro-2H-isoquinolin-3-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7-((R)-sec-butoxy)-1-(4-chloro-phenyl)-6-methoxy-2-{4-[(pyridin-4-ylmethyl)-amino]-phenyl}-1,4-dihydro-2H-isoquinolin-3-one

There total 10 articles about 7-((R)-sec-butoxy)-1-(4-chloro-phenyl)-6-methoxy-2-{4-[(pyridin-4-ylmethyl)-amino]-phenyl}-1,4-dihydro-2H-isoquinolin-3-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: 82.0%

pyridine-4-carbaldehyde (872-85-5) + 2-(4-Amino-phenyl)-7-((R)-sec-butoxy)-1-(4-chloro-phenyl)-6-methoxy-1,4-dihydro-2H-isoquinolin-3-one (1313365-34-2) → 7-((R)-sec-butoxy)-1-(4-chloro-phenyl)-6-methoxy-2-{4-[(pyridin-4-ylmethyl)-amino]-phenyl}-1,4-dihydro-2H-isoquinolin-3-one (1313361-51-1)

Guidance literature:

With sodium tris(acetoxy)borohydride; acetic acid; In dichloromethane; at 20 ℃; for 3h;

DOI:10.1016/j.bmcl.2015.06.058

Reference yield:

7-((R)-sec-Butoxy)-1-(4-chloro-phenyl)-6-methoxy-2-(4-nitro-phenyl)-1,4-dihydro-2H-isoquinolin-3-one (1313365-33-1) → 7-((R)-sec-butoxy)-1-(4-chloro-phenyl)-6-methoxy-2-{4-[(pyridin-4-ylmethyl)-amino]-phenyl}-1,4-dihydro-2H-isoquinolin-3-one (1313361-51-1)

Guidance literature:

Multi-step reaction with 2 steps

1: iron; acetic acid / ethyl acetate; water / 1 h / 80 °C

2: acetic acid; sodium tris(acetoxy)borohydride / dichloromethane / 3 h / 20 °C

With sodium tris(acetoxy)borohydride; iron; acetic acid; In dichloromethane; water; ethyl acetate;

DOI:10.1016/j.bmcl.2015.06.058

Reference yield:

C14H20O4 → 7-((R)-sec-butoxy)-1-(4-chloro-phenyl)-6-methoxy-2-{4-[(pyridin-4-ylmethyl)-amino]-phenyl}-1,4-dihydro-2H-isoquinolin-3-one (1313361-51-1)

Guidance literature:

Multi-step reaction with 5 steps

1.1: lithium hydroxide; water / ethanol / 2 h / 20 °C

2.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 1 h / 20 °C

3.1: dichloromethane / 1 h / 20 °C

3.2: 0.25 h / 0 °C

4.1: iron; acetic acid / ethyl acetate; water / 1 h / 80 °C

5.1: acetic acid; sodium tris(acetoxy)borohydride / dichloromethane / 3 h / 20 °C

With oxalyl dichloride; water; sodium tris(acetoxy)borohydride; iron; acetic acid; N,N-dimethyl-formamide; lithium hydroxide; In ethanol; dichloromethane; water; ethyl acetate;

DOI:10.1016/j.bmcl.2015.06.058

upstream raw materials:

2-(4-hydroxy-3-methoxyphenyl)acetic acid methyl ester

[4-((R)-sec-Butoxy)-3-methoxy-phenyl]-acetic acid

[4-((R)-sec-Butoxy)-3-methoxy-phenyl]-acetyl chloride

4-chlorobenzaldehyde