(S)-5-(5-chloro-2-(1-((2,6-diamino-5-cyanopyrimidin-4-yl)-amino)ethyl)-4-oxoquinazolin-3(4H)-yl)isophthalonitrile

Base Information

• Chemical Name: (S)-5-(5-chloro-2-(1-((2,6-diamino-5-cyanopyrimidin-4-yl)-amino)ethyl)-4-oxoquinazolin-3(4H)-yl)isophthalonitrile
• CAS No.: 1615252-58-8
• Molecular Formula: C₂₃H₁₅ClN₁₀O
• Molecular Weight: 482.892
• Mol file: 1615252-58-8.mol

Synonyms:

Chemical Property of (S)-5-(5-chloro-2-(1-((2,6-diamino-5-cyanopyrimidin-4-yl)-amino)ethyl)-4-oxoquinazolin-3(4H)-yl)isophthalonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-5-(5-chloro-2-(1-((2,6-diamino-5-cyanopyrimidin-4-yl)-amino)ethyl)-4-oxoquinazolin-3(4H)-yl)isophthalonitrile

There total 6 articles about (S)-5-(5-chloro-2-(1-((2,6-diamino-5-cyanopyrimidin-4-yl)-amino)ethyl)-4-oxoquinazolin-3(4H)-yl)isophthalonitrile 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:

2,4-diamino-6-chloropyrimidine-5-carbonitrile (900456-21-5) + (S)-5-(2-(1-aminoethyl)-5-chloro-4-oxoquinazolin-3(4H)-yl)isophthalonitrile (1615255-34-9) → (S)-5-(5-chloro-2-(1-((2,6-diamino-5-cyanopyrimidin-4-yl)-amino)ethyl)-4-oxoquinazolin-3(4H)-yl)isophthalonitrile (1615252-58-8)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In isopropyl alcohol; at 130 ℃; for 14h; Temperature;

DOI:10.1021/acs.jmedchem.6b00213

Reference yield:

C15H17ClN2O4 → (S)-5-(5-chloro-2-(1-((2,6-diamino-5-cyanopyrimidin-4-yl)-amino)ethyl)-4-oxoquinazolin-3(4H)-yl)isophthalonitrile (1615252-58-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 50 °C

2: trifluoroacetic acid / dichloromethane / 20 °C

3: N-ethyl-N,N-diisopropylamine / isopropyl alcohol / 14 h / 130 °C

With N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane; isopropyl alcohol;

DOI:10.1021/acs.jmedchem.6b00213

Reference yield:

(S)-tert-butyl 1-(5-chloro-3-(3,5-dicyanophenyl)-4-oxo-3,4-dihydroquinazolin-2-yl)ethylcarbamate (1615253-70-7) → (S)-5-(5-chloro-2-(1-((2,6-diamino-5-cyanopyrimidin-4-yl)-amino)ethyl)-4-oxoquinazolin-3(4H)-yl)isophthalonitrile (1615252-58-8)

Guidance literature:

Multi-step reaction with 2 steps

1: trifluoroacetic acid / dichloromethane / 20 °C

2: N-ethyl-N,N-diisopropylamine / isopropyl alcohol / 14 h / 130 °C

With N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane; isopropyl alcohol;

DOI:10.1021/acs.jmedchem.6b00213

upstream raw materials:

(S)-tert-butyl 1-(5-chloro-3-(3,5-dicyanophenyl)-4-oxo-3,4-dihydroquinazolin-2-yl)ethylcarbamate

2,4,6-trichloro-5-pyrimidinecarbonitrile

2,4-diamino-6-chloropyrimidine-5-carbonitrile

(S)-5-(2-(1-aminoethyl)-5-chloro-4-oxoquinazolin-3(4H)-yl)isophthalonitrile