C₂₅H₂₈ClFN₄O₄

Base Information

• Chemical Name: C₂₅H₂₈ClFN₄O₄
• CAS No.: 909863-42-9
• Molecular Formula: C₂₅H₂₈ClFN₄O₄
• Molecular Weight: 502.973
• Mol file: 909863-42-9.mol

Synonyms:C₂₅H₂₈ClFN₄O₄

Chemical Property of C₂₅H₂₈ClFN₄O₄

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₂₅H₂₈ClFN₄O₄

There total 4 articles about C₂₅H₂₈ClFN₄O₄ 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:

6-acetoxy-4-chloro-7-methoxyquinazoline (230955-75-6) → C25H28ClFN4O4 (909863-42-9)

Guidance literature:

Multi-step reaction with 3 steps

1: ammonia / methanol / 1 h / 10 °C / Inert atmosphere

2: triphenylphosphine; di-tert-butyl-diazodicarboxylate / dichloromethane / 16 h / 5 - 20 °C / Inert atmosphere

3: hydrogenchloride / isopropyl alcohol / 80 °C / Inert atmosphere

With hydrogenchloride; di-tert-butyl-diazodicarboxylate; ammonia; triphenylphosphine; In methanol; dichloromethane; isopropyl alcohol;

DOI:10.1021/ml400146c

Reference yield:

tert-butyl 4-((4-chloro-7-methoxy-quinazolin-6-yl)oxy)piperidine-1-carboxylate (612501-45-8) + 5-chloro-2-fluoroaniline (2106-05-0) → C25H28ClFN4O4 (909863-42-9)

Guidance literature:

With hydrogenchloride; In isopropyl alcohol; at 80 ℃; Inert atmosphere;

DOI:10.1021/ml400146c

Reference yield:

C15H11ClFN3O2 (909863-41-8) + 1-(tert-butoxycarbonyl)piperidin-4-yl methanesulfonate (141699-59-4) → C25H28ClFN4O4 (909863-42-9)

Guidance literature:

With cesium fluoride; In N,N-dimethyl acetamide; at 85 ℃;

DOI:10.1016/j.bmcl.2006.06.054

upstream raw materials:

C₁₅H₁₁ClFN₃O₂

1-(tert-butoxycarbonyl)piperidin-4-yl methanesulfonate

6-acetoxy-4-chloro-7-methoxyquinazoline

4-chloro-6-hydroxy-7-methoxyquinazoline

Downstream raw materials:

4-(5-chloro-2-fluoroanilino)-7-methoxy-6-[(piperidin-4-yl)oxy]quinazoline

4-(5-chloro-2-fluoroanilino)-7-methoxy-6-{[1-(N-methylcarbamoylmethyl)piperidin-4-yl]oxy}quinazoline

Refernces

• 1、 Ballard, Peter,Bradbury, Robert H.,Harris, Craig S.,Hennequin, Laurent F.A.,Hickinson, Mark,Kettle, Jason G.,Kendrew, Jane,Klinowska, Teresa,Ogilvie, Donald J.,Pearson, Stuart E.,Williams, Emma J.,Wilson, Ingrid. "Inhibitors of epidermal growth factor receptor tyrosine kinase: Optimisation of potency and in vivo pharmacokinetics". . p. 4908 - 4912. Retrieved 2008/09/21.