N-[4-(6-amino-pyrimidin-4-yloxy)-phenyl]-N'-(3-azetidin-1-ylmethyl-5-trifluoromethyl-phenyl)-urea

Base Information

• Chemical Name: N-[4-(6-amino-pyrimidin-4-yloxy)-phenyl]-N'-(3-azetidin-1-ylmethyl-5-trifluoromethyl-phenyl)-urea
• CAS No.: 853296-85-2
• Molecular Formula: C₂₂H₂₁F₃N₆O₂
• Molecular Weight: 458.443
• Mol file: 853296-85-2.mol

Synonyms:N-[4-(6-amino-pyrimidin-4-yloxy)-phenyl]-N'-(3-azetidin-1-ylmethyl-5-trifluoromethyl-phenyl)-urea

Chemical Property of N-[4-(6-amino-pyrimidin-4-yloxy)-phenyl]-N'-(3-azetidin-1-ylmethyl-5-trifluoromethyl-phenyl)-urea

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[4-(6-amino-pyrimidin-4-yloxy)-phenyl]-N'-(3-azetidin-1-ylmethyl-5-trifluoromethyl-phenyl)-urea

There total 11 articles about N-[4-(6-amino-pyrimidin-4-yloxy)-phenyl]-N'-(3-azetidin-1-ylmethyl-5-trifluoromethyl-phenyl)-urea 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:

N-[4-(6-azido-pyrimidin-4-yloxy)-phenyl]-N'-(3-azetidin-1-ylmethyl-5-trifluoromethyl-phenyl)-urea (853296-84-1) → N-[4-(6-amino-pyrimidin-4-yloxy)-phenyl]-N'-(3-azetidin-1-ylmethyl-5-trifluoromethyl-phenyl)-urea (853296-85-2)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In tetrahydrofuran;

Reference yield:

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) → N-[4-(6-amino-pyrimidin-4-yloxy)-phenyl]-N'-(3-azetidin-1-ylmethyl-5-trifluoromethyl-phenyl)-urea (853296-85-2)

Guidance literature:

Multi-step reaction with 6 steps

1: sodium hydroxide / water; acetone / 1 h / 60 - 65 °C

2: hydrogen / nickel / methanol / 72 h / 40 °C

3: dichloromethane; toluene / 0.5 h / -20 °C

4: tetrahydrofuran; diethyl ether / 3 h / 20 °C

5: sodium azide / N,N-dimethyl-formamide / 21 h / 40 - 60 °C

6: hydrogen / palladium 10% on activated carbon / tetrahydrofuran

With sodium hydroxide; sodium azide; hydrogen; palladium 10% on activated carbon; nickel; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene;

Reference yield:

(3-nitro-5-trifluoromethyl-phenyl)-(azetidin-1-yl)-methanone → N-[4-(6-amino-pyrimidin-4-yloxy)-phenyl]-N'-(3-azetidin-1-ylmethyl-5-trifluoromethyl-phenyl)-urea (853296-85-2)

Guidance literature:

Multi-step reaction with 5 steps

1.1: hydrogen / nickel / ethanol

2.1: dimethylsulfide borane complex / tetrahydrofuran / 52 h / 0 - 65 °C

2.2: 22 h / 20 - 65 °C

3.1: tetrahydrofuran; diethyl ether / 3 h / 20 °C

4.1: sodium azide / N,N-dimethyl-formamide / 21 h / 40 - 60 °C

5.1: hydrogen / palladium 10% on activated carbon / tetrahydrofuran

With sodium azide; dimethylsulfide borane complex; hydrogen; palladium 10% on activated carbon; nickel; In tetrahydrofuran; diethyl ether; ethanol; N,N-dimethyl-formamide;

upstream raw materials:

N-[4-(6-azido-pyrimidin-4-yloxy)-phenyl]-N'-(3-azetidin-1-ylmethyl-5-trifluoromethyl-phenyl)-urea

4-(6-Chloropyrimidin-4-yloxy)phenylamine

4-chloro-6-(4-isocyanato-phenoxy)-pyrimidine

4-nitro-phenol

Refernces