ATH 686

Base Information

• Chemical Name: ATH 686
• CAS No.: 853299-52-2
• Molecular Formula: C₂₅H₂₈F₃N₇O₂
• Molecular Weight: 515.538
• Mol file: 853299-52-2.mol

Synonyms:1-[4-(2-aminopyrimidin-4-yloxy)phenyl]-3-[4-(4-ethylpiperazin-1-ylmethyl)-3-trifluoromethyl-phenyl]urea

Chemical Property of ATH 686

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

ATH686 >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ATH 686

There total 12 articles about ATH 686 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%

4-(4-aminophenoxy)pyrimidin-2-ylamine dihydrochloride salt + [4-(4-ethylpiperazin-1-ylmethyl)-3-trifluoromethylphenyl]carbamic acid phenyl ester hydrochloride → 1-[4-(2-aminopyrimidin-4-yloxy)phenyl]-3-[4-(4-ethylpiperazin-1-ylmethyl)-3-trifluoromethyl-phenyl]urea (853299-52-2)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dimethyl sulfoxide; at 65 ℃; for 2h; Large scale;

DOI:10.1021/op800136f

Reference yield: 38.0%

4-(4-ethylpiperazin-1-ylmethyl)-3-trifluoromethylphenylamine (630125-91-6) + 4-(4-amino-phenoxy)-pyrimidin-2-ylamine (417724-26-6) → 1-[4-(2-aminopyrimidin-4-yloxy)phenyl]-3-[4-(4-ethylpiperazin-1-ylmethyl)-3-trifluoromethyl-phenyl]urea (853299-52-2)

Guidance literature:

With bis(trichloromethyl) carbonate; triethylamine; In dichloromethane; dimethyl sulfoxide;

DOI:10.1021/op800136f

Reference yield:

4-amino-2-trifluoromethylbenzonitrile (654-70-6) → 1-[4-(2-aminopyrimidin-4-yloxy)phenyl]-3-[4-(4-ethylpiperazin-1-ylmethyl)-3-trifluoromethyl-phenyl]urea (853299-52-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: diisobutylaluminium hydride / tetrahydrofuran; toluene / 0.08 h / Inert atmosphere; Large scale

2.1: hydrogenchloride / toluene; ethyl acetate; water / 0.08 h / 20 - 25 °C / Large scale

2.2: 76 - 78 °C / Large scale

2.3: Large scale

3.1: triethylamine; bis(trichloromethyl) carbonate / dimethyl sulfoxide; dichloromethane

With hydrogenchloride; bis(trichloromethyl) carbonate; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; toluene;

DOI:10.1021/op800136f

upstream raw materials:

4-amino-2-trifluoromethylbenzonitrile

4-amino-2-(trifluoromethyl)benzaldehyde

4-(4-ethylpiperazin-1-ylmethyl)-3-trifluoromethylphenylamine

4-(4-amino-phenoxy)-pyrimidin-2-ylamine

Refernces

• 1、 -. "DIARYL UREA DERIVATIVES IN THE TREATMENT OF PROTEIN KINASE DEPENDENT DISEASES". Page/Page column 101. . Retrieved 2008/06/13.