3-(5-cyclopropyl-1,2,4-oxadiazol-3-yl)-6-fluoro-4,5-dihydroimidazo<1,5-a>quinoxaline

Base Information

• Chemical Name: 3-(5-cyclopropyl-1,2,4-oxadiazol-3-yl)-6-fluoro-4,5-dihydroimidazo<1,5-a>quinoxaline
• CAS No.: 148858-13-3
• Molecular Formula: C₁₅H₁₂FN₅O
• Molecular Weight: 297.292
• Mol file: 148858-13-3.mol

Synonyms:3-(5-cyclopropyl-1,2,4-oxadiazol-3-yl)-6-fluoro-4,5-dihydroimidazo<1,5-a>quinoxaline

Chemical Property of 3-(5-cyclopropyl-1,2,4-oxadiazol-3-yl)-6-fluoro-4,5-dihydroimidazo<1,5-a>quinoxaline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(5-cyclopropyl-1,2,4-oxadiazol-3-yl)-6-fluoro-4,5-dihydroimidazo<1,5-a>quinoxaline

There total 1 articles about 3-(5-cyclopropyl-1,2,4-oxadiazol-3-yl)-6-fluoro-4,5-dihydroimidazo<1,5-a>quinoxaline 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-fluoro-2-nitrobenzoic acid (385-02-4) → 3-(5-cyclopropyl-1,2,4-oxadiazol-3-yl)-6-fluoro-4,5-dihydroimidazo<1,5-a>quinoxaline (148858-13-3)

Guidance literature:

Multi-step reaction with 7 steps

1: SOCl₂ / 2 h / Heating

2: 30percent aq. NH₄OH / CH₂Cl₂

3: 62 percent / Pb(OAc)4 / 1.5 h / Heating

4: 73 percent / potassium tert-butoxide / tetrahydrofuran / 2 h

5: 1.) H₂, 2.) p-toluenesulfonic acid / 1.) 10percent Pd/C / 1.) MeOH, 37 psi, 1 h, 2.) MeOH, 80 deg C, 1 h

6: 1.) potassium tert-butoxide, diethyl chlorophosphate / 1.) THF, a) -78 deg C, 15 min, b) from -78 deg C to RT, 45 min, 2.) THF, a) -78 deg C, 2 h, b) from -78 deg C to RT, 30 min

7: methanolic HCl / Ambient temperature

With lead(IV) acetate; hydrogenchloride; ammonium hydroxide; thionyl chloride; potassium tert-butylate; hydrogen; diethyl chlorophosphate; toluene-4-sulfonic acid; palladium on activated charcoal; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm00032a008

Reference yield: 82.0%

benzoyl chloride (98-88-4) + 3-(5-cyclopropyl-1,2,4-oxadiazol-3-yl)-6-fluoro-4,5-dihydroimidazo<1,5-a>quinoxaline (148858-13-3) → 5-bezoyl-3-(5-cyclopropyl-1,2,3-oxadiazol-3-yl)-6-fluoro-4,5-dihydroimidazo<1,5-a>quinoxaline

Guidance literature:

With dmap; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/jm00032a008

Reference yield:

2-(Dimethylamino)pyridine (5683-33-0) + benzoyl chloride (98-88-4) + 3-(5-cyclopropyl-1,2,4-oxadiazol-3-yl)-6-fluoro-4,5-dihydroimidazo<1,5-a>quinoxaline (148858-13-3) → benzoyl-3-(5-cyclopropyl-1,2,4-oxadiazol-3-yl)-6-fluoro-4,5-dihydroimidazo[1,5-a]quinoxaline

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran;

upstream raw materials:

6-fluoro-2-nitrobenzoic acid