4-[(3-chloro-2-fluoro-phenyl)amino]-6-(4-oxo-cyclohexyloxy)-7-methoxy-quinazoline

Base Information

• Chemical Name: 4-[(3-chloro-2-fluoro-phenyl)amino]-6-(4-oxo-cyclohexyloxy)-7-methoxy-quinazoline
• CAS No.: 1046137-42-1
• Molecular Formula: C₂₁H₁₉ClFN₃O₃
• Molecular Weight: 415.852
• Mol file: 1046137-42-1.mol

Synonyms:4-[(3-chloro-2-fluoro-phenyl)amino]-6-(4-oxo-cyclohexyloxy)-7-methoxy-quinazoline

Chemical Property of 4-[(3-chloro-2-fluoro-phenyl)amino]-6-(4-oxo-cyclohexyloxy)-7-methoxy-quinazoline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-[(3-chloro-2-fluoro-phenyl)amino]-6-(4-oxo-cyclohexyloxy)-7-methoxy-quinazoline

There total 12 articles about 4-[(3-chloro-2-fluoro-phenyl)amino]-6-(4-oxo-cyclohexyloxy)-7-methoxy-quinazoline 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: 90.0%

4-[(3-chloro-2-fluoro-phenyl)amino]-6-(1,4-dioxa-spiro[4.5]decan-8-yl-oxy)-7-methoxy-quinazoline (1046137-43-2) → 4-[(3-chloro-2-fluoro-phenyl)amino]-6-(4-oxo-cyclohexyloxy)-7-methoxy-quinazoline (1046137-42-1)

Guidance literature:

4-[(3-chloro-2-fluoro-phenyl)amino]-6-(1,4-dioxa-spiro[4.5]decan-8-yl-oxy)-7-methoxy-quinazoline; With sulfuric acid; In tetrahydrofuran; at 20 ℃;

With sodium hydroxide; In tetrahydrofuran; Product distribution / selectivity;

Reference yield: 80.0%

3,4-dihydro-4-oxo-6-(1,4-dioxa-spiro[4,5]decan-8-yl-oxy)-7-methoxy-quinazoline (1046452-66-7) + 3-chloro-2-fluoroaniline (2106-04-9) → 4-[(3-chloro-2-fluoro-phenyl)amino]-6-(4-oxo-cyclohexyloxy)-7-methoxy-quinazoline (1046137-42-1)

Guidance literature:

3,4-dihydro-4-oxo-6-(1,4-dioxa-spiro[4,5]decan-8-yl-oxy)-7-methoxy-quinazoline; With triethylamine; trichlorophosphate; In acetonitrile; at 40 ℃; for 2h; Reflux;

3-chloro-2-fluoroaniline; With triethylamine; at 20 - 40 ℃; for 5h; Reflux;

With hydrogenchloride; sodium hydroxide; In dichloromethane; water; isopropyl alcohol;

Reference yield:

8-methylsulfonyloxy-1,4-dioxaspiro[4.5]decane (141120-33-4) → 4-[(3-chloro-2-fluoro-phenyl)amino]-6-(4-oxo-cyclohexyloxy)-7-methoxy-quinazoline (1046137-42-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 50 - 80 °C

2.1: hydrogen; acetic acid / palladium 10% on activated carbon / 60 °C

3.1: triethylamine; trichlorophosphate / acetonitrile / 2 h / 40 °C / Inert atmosphere; Reflux

3.2: 20 - 40 °C / Inert atmosphere

3.3: 20 °C

With hydrogen; potassium carbonate; acetic acid; triethylamine; trichlorophosphate; palladium 10% on activated carbon; In N,N-dimethyl-formamide; acetonitrile;

upstream raw materials:

4-[(3-chloro-2-fluoro-phenyl)amino]-6-(1,4-dioxa-spiro[4.5]decan-8-yl-oxy)-7-methoxy-quinazoline

8-methylsulfonyloxy-1,4-dioxaspiro[4.5]decane

3,4-dihydro-4-oxo-6-(1,4-dioxa-spiro[4,5]decan-8-yl-oxy)-7-methoxy-quinazoline

3-chloro-2-fluoroaniline

Downstream raw materials:

4-[(3-chloro-2-fluoro-phenyl)amino]-6-[trans-4-(morpholin-4-yl)-cyclohexyloxy]-7-methoxy-quinazoline

4-[(3-chloro-2-fluoro-phenyl)amino]-6-[cis-4-(morpholin-4-yl)-cyclohexyloxy]-7-methoxy-quinazoline

syn/anti-8-[4-(3-chloro-2-fluoro-phenylamino)-7-methoxy-quinazolin-6-yloxy]-1,3-diaza-spiro[4.5]decan-2,4-dione

methyl trans-1-(2-amino-ethylamino)-4-[4-(3-chloro-2-fluoro-phenylamino)-7-methoxy-quinazolin-6-yloxy]-cyclohexanecarboxylate