4-Chloro-6-acetoxy-7-methoxyquinazoline hydrochloride

Base Information

• Chemical Name: 4-Chloro-6-acetoxy-7-methoxyquinazoline hydrochloride
• CAS No.: 179688-54-1
• Molecular Formula: C₁₁H₉ClN₂O₃*ClH
• Molecular Weight: 289.118
• Hs Code.: 2933990090
• Mol file: 179688-54-1.mol

Synonyms:6-Quinazolinol,4-chloro-7-methoxy-, acetate (ester), monohydrochloride (9CI);4-Chloro-6-acetoxy-7-methoxyquinazolinehydrochloride;

Chemical Property of 4-Chloro-6-acetoxy-7-methoxyquinazoline hydrochloride

Chemical Property:

• Vapor Pressure: 1.43E-06mmHg at 25°C
• Boiling Point: 393.3 °C at 760 mmHg
• Flash Point: 191.6 °C
• PSA: 61.31000
• LogP: 3.01910
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

4-Chloro-7-methoxyquinazolin-6-ylacetatehydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-Chloro-6-acetoxy-7-methoxyquinazoline hydrochloride

There total 6 articles about 4-Chloro-6-acetoxy-7-methoxyquinazoline hydrochloride 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: 92.0%

6-acetoxy-7-methoxy-3,4-dihydroquinazolin-4-one (179688-53-0) → 4-chloro-7-methoxyquinazolin-6-yl acetate hydrochloride salt (179688-54-1)

Guidance literature:

With N,N-diethylaniline; trichlorophosphate; at 80 - 100 ℃; for 1h;

DOI:10.3390/11040286

Reference yield:

7-methoxy-4-oxo-3,4-dihydroquinazolin-6-yl acetate (179688-53-0) → 4-chloro-7-methoxyquinazolin-6-yl acetate hydrochloride salt (179688-54-1)

Guidance literature:

With thionyl chloride; In N-methyl-acetamide;

Reference yield:

3H-6,7-dimethoxyquinazolin-4-one (13794-72-4) → 4-chloro-7-methoxyquinazolin-6-yl acetate hydrochloride salt (179688-54-1)

Guidance literature:

Multi-step reaction with 3 steps

1: L-methionine; methanesulfonic acid / 12 h / Heating

2: pyridine; 4-(dimethylamino)pyridine / 6 h / 100 °C

3: 92 percent / N,N-diethylaniline; phosphoryl chloride / 1 h / 80 - 100 °C

With pyridine; dmap; methanesulfonic acid; L-methionine; N,N-diethylaniline; trichlorophosphate;

DOI:10.3390/11040286

upstream raw materials:

6-acetoxy-7-methoxy-3,4-dihydroquinazolin-4-one

3H-6,7-dimethoxyquinazolin-4-one

6-hydroxy-7-methoxyquinazolin-4(3H)-one

7-methoxy-4-oxo-3,4-dihydroquinazolin-6-yl acetate

Downstream raw materials:

N-(3-chloro-2,4-difluorophenyl)-7-methoxy-6-((3S)-pyrrolidin-3-yloxy)quinazolin-4-amine

1-((3S)-3-(4-(3-chloro-2,4-difluorophenylamino)-7-methoxyquinazolin-6-yloxy)pyrrolidin-1-yl)pro-2-pen-1-one

4-(3-ethynylphenylamino)-7-methoxyquinazolin-6-yl acetate hydrochloride

Refernces

• 1、 -. "AN IMPROVED PROCESS FOR THE PREPARATION OF N-(3-ETHYNYLPHENYL)-7-METHOXY-6-(3-MORPHOLINOPROPOXY) QUINAZOLIN -4-AMINE DIHYDROCHLORIDE". Page/Page column 18. . Retrieved 2018/11/10.
• 2、 Taylor, Nicholas J.,Emer, Enrico,Preshlock, Sean,Schedler, Michael,Tredwell, Matthew,Verhoog, Stefan,Mercier, Joel,Genicot, Christophe,Gouverneur, Véronique. "Derisking the Cu-Mediated 18F-Fluorination of Heterocyclic Positron Emission Tomography Radioligands". supporting information. p. 8267 - 8276. Retrieved 2017/06/27.