8-{[5-bromo-2-(trifluoromethoxy)phenyl]amino}-1-methyl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxamide

Base Information

• Chemical Name: 8-{[5-bromo-2-(trifluoromethoxy)phenyl]amino}-1-methyl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxamide
• CAS No.: 1034614-87-3
• Molecular Formula: C₁₈H₁₄BrF₃N₆O₂
• Molecular Weight: 483.247
• Mol file: 1034614-87-3.mol

Synonyms:8-{[5-bromo-2-(trifluoromethoxy)phenyl]amino}-1-methyl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxamide

Chemical Property of 8-{[5-bromo-2-(trifluoromethoxy)phenyl]amino}-1-methyl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 8-{[5-bromo-2-(trifluoromethoxy)phenyl]amino}-1-methyl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxamide

There total 2 articles about 8-{[5-bromo-2-(trifluoromethoxy)phenyl]amino}-1-methyl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxamide 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: 52.0%

8-iodo-1-methyl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxamide (802537-20-8) + 5-bromo-2-(trifluoromethoxy)aniline (886762-08-9) → 8-{[5-bromo-2-(trifluoromethoxy)phenyl]amino}-1-methyl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxamide (1034614-87-3)

Guidance literature:

With palladium diacetate; potassium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In N,N-dimethyl-formamide; at 80 ℃; for 4h; Inert atmosphere;

DOI:10.1016/j.bmcl.2010.09.060

Reference yield:

→ 8-{[5-bromo-2-(trifluoromethoxy)phenyl]amino}-1-methyl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxamide (1034614-87-3)

Guidance literature:

Reference yield: 70.0%

8-{[5-bromo-2-(trifluoromethoxy)phenyl]amino}-1-methyl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxamide (1034614-87-3) + 1-t-Butoxycarbonylpiperazine (57260-71-6) → tert-butyl 4-{3-[(3-carbamoyl-1-methyl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazolin-8-yl)amino]-4-(trifluoromethoxy)phenyl}piperazine-1-carboxylate (1034616-24-4)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; lithium hexamethyldisilazane; DavePhos; In tetrahydrofuran; for 3h; Reflux; Inert atmosphere;

DOI:10.1016/j.bmcl.2010.09.060

upstream raw materials:

8-iodo-1-methyl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxamide

5-bromo-2-(trifluoromethoxy)aniline

Downstream raw materials:

8-{[5-(4-ethylpiperazin-1-yl)-2-(trifluoromethoxy)phenyl]amino}-1-methyl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxamide

1-methyl-8-{[5-(4-methyl-1,4-diazepan-1-yl)-2-(trifluoromethoxy)phenyl]amino}-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxamide

1-methyl-8-({5-[(1-methylpiperidin-1-yl)amino]-2-(trifluoromethoxy)phenyl}amino)-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxamide

tert-butyl 4-[(4-{3-[(3-carbamoyl-1-methyl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazolin-8-yl)amino]-4-(trifluoromethoxy)phenyl}piperazin-1-yl)carbonyl]piperazine-1-carboxylate