4-(3-chloro-4-(3-fluorobenzyloxy)phenylamino)-6-(5-hydroxymethylfuran-2-yl)quinazoline

Base Information

• Chemical Name: 4-(3-chloro-4-(3-fluorobenzyloxy)phenylamino)-6-(5-hydroxymethylfuran-2-yl)quinazoline
• CAS No.: 320337-48-2
• Molecular Formula: C₂₆H₁₉ClFN₃O₃
• Molecular Weight: 475.907

Synonyms:4-(3-chloro-4-(3-fluorobenzyloxy)phenylamino)-6-(5-hydroxymethylfuran-2-yl)quinazoline

Chemical Property of 4-(3-chloro-4-(3-fluorobenzyloxy)phenylamino)-6-(5-hydroxymethylfuran-2-yl)quinazoline

Chemical Property:

• Melting Point: >150°C (dec)

Purity/Quality:

98% ^*data from raw suppliers

Des(sulfonylethyl)aminoHydroxyLapatinib ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: Des(sulfonylethyl)amino Hydroxy Lapatinib is a compound related to drug Lapatinib (L175808), which is a selective inhibitor of epidermal growth factor receptor (EGFR) and HER-2 tyrosine kinases. Lapatinib is used to treat breast cancer, especially metastatic breast cancer that has progressed after trastuzumab treatment and other chemotherapy.

Technology Process of 4-(3-chloro-4-(3-fluorobenzyloxy)phenylamino)-6-(5-hydroxymethylfuran-2-yl)quinazoline

There total 11 articles about 4-(3-chloro-4-(3-fluorobenzyloxy)phenylamino)-6-(5-hydroxymethylfuran-2-yl)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: 91.1%

5-(4-(3-chloro-4-(3-fluorobenzyloxy)phenylamino)quinazolin-6-yl)furan-2-carbaldehyde (231278-84-5) → 4-(3-chloro-4-(3-fluorobenzyloxy)phenylamino)-6-(5-hydroxymethylfuran-2-yl)quinazoline (320337-48-2)

Guidance literature:

With sodium tetrahydroborate; In methanol; dichloromethane; at 0 ℃; for 4h;

DOI:10.1016/j.bmcl.2017.02.027

Reference yield:

4-chloro-6-iodoquinazoline (98556-31-1) → 4-(3-chloro-4-(3-fluorobenzyloxy)phenylamino)-6-(5-hydroxymethylfuran-2-yl)quinazoline (320337-48-2)

Guidance literature:

Multi-step reaction with 3 steps

1: propan-2-ol / 70 °C

2: Pd(OAc)2; PPh₃; Et₃N / dimethylformamide

3: NaBH₄

With palladium diacetate; sodium tetrahydroborate; triethylamine; triphenylphosphine; In N,N-dimethyl-formamide; isopropyl alcohol;

DOI:10.1016/j.bmcl.2006.05.090

Reference yield:

5-(4-(3-Chloro-4-(3-fluorobenzyloxy)-anilino)-7-fluoro-quinazolin-6-yl)-furan-2-carbaldehyde (320337-47-1) → 4-(3-chloro-4-(3-fluorobenzyloxy)phenylamino)-6-(5-hydroxymethylfuran-2-yl)quinazoline (320337-48-2)

Guidance literature:

With sodium cyanoborohydride; acetic acid; In dichloromethane; for 3h;

upstream raw materials:

5-(4-(3-chloro-4-(3-fluorobenzyloxy)phenylamino)quinazolin-6-yl)furan-2-carbaldehyde

3-chloro-4-(3-fluorobenzyloxy)nitrobenzene

4-chloro-6-iodoquinazoline

2-chloro-4-nitrophenol

Downstream raw materials:

4-[3-chloro-4-(3-fluorobenzyloxy)-phenylamino]-6-(5-methane-sulfonyloxymethylene-furan-2-yl)-quinazoline

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