N-cyclohexyl-N-methyl-4-(2-oxo-1,2,3,5-tetrahydroimidazo[2,1-b]quinazolin-8-yl)oxybutyramide

Base Information

• Chemical Name: N-cyclohexyl-N-methyl-4-(2-oxo-1,2,3,5-tetrahydroimidazo[2,1-b]quinazolin-8-yl)oxybutyramide
• CAS No.: 94219-46-2
• Molecular Formula: C₂₁H₂₈N₄O₃
• Molecular Weight: 384.478
• Mol file: 94219-46-2.mol

Synonyms:N-cyclohexyl-N-methyl-4-(2-oxo-1,2,3,5-tetrahydroimidazo[2,1-b]quinazolin-8-yl)oxybutyramide

Chemical Property of N-cyclohexyl-N-methyl-4-(2-oxo-1,2,3,5-tetrahydroimidazo[2,1-b]quinazolin-8-yl)oxybutyramide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-cyclohexyl-N-methyl-4-(2-oxo-1,2,3,5-tetrahydroimidazo[2,1-b]quinazolin-8-yl)oxybutyramide

There total 9 articles about N-cyclohexyl-N-methyl-4-(2-oxo-1,2,3,5-tetrahydroimidazo[2,1-b]quinazolin-8-yl)oxybutyramide 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-methylcyclohexylamine (100-60-7) → N-cyclohexyl-N-methyl-4-(2-oxo-1,2,3,5-tetrahydroimidazo[2,1-b]quinazolin-8-yl)oxybutyramide (94219-46-2)

Guidance literature:

Multi-step reaction with 5 steps

1: aq. Na₂CO₃ / tetrahydrofuran / 1 h / Ambient temperature

2: 1.) AcONa / ethanol / 0.5 h

3: NaBH₃CN / ethanol / 3 h

4: H₂ / 10percent Pd/C / ethanol

5: 2.) conc. aq. NH₃ / 1.) EtOH, RT, overnight, 2.) EtOH, RT, 30 min

With ammonium hydroxide; hydrogen; sodium acetate; sodium cyanoborohydride; sodium carbonate; palladium on activated charcoal; In tetrahydrofuran; ethanol;

DOI:10.1021/jm00385a012

Reference yield:

4-hydroxy-2-nitrobenzaldehyde (90151-04-5) → N-cyclohexyl-N-methyl-4-(2-oxo-1,2,3,5-tetrahydroimidazo[2,1-b]quinazolin-8-yl)oxybutyramide (94219-46-2)

Guidance literature:

Multi-step reaction with 8 steps

1: 90 percent / K₂CO₃ / dimethylformamide

2: 69 percent / aq. KOH

3: oxalyl chloride / benzene; dimethylformamide / 0.5 h

4: aq. Na₂CO₃ / tetrahydrofuran / 1 h / Ambient temperature

5: 1.) AcONa / ethanol / 0.5 h

6: NaBH₃CN / ethanol / 3 h

7: H₂ / 10percent Pd/C / ethanol

8: 2.) conc. aq. NH₃ / 1.) EtOH, RT, overnight, 2.) EtOH, RT, 30 min

With potassium hydroxide; ammonium hydroxide; oxalyl dichloride; hydrogen; sodium acetate; sodium cyanoborohydride; sodium carbonate; potassium carbonate; palladium on activated charcoal; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide; benzene;

DOI:10.1021/jm00385a012

Reference yield:

4-(3-nitro-4-formylphenyl)oxybutanoic acid (105728-18-5) → N-cyclohexyl-N-methyl-4-(2-oxo-1,2,3,5-tetrahydroimidazo[2,1-b]quinazolin-8-yl)oxybutyramide (94219-46-2)

Guidance literature:

Multi-step reaction with 6 steps

1: oxalyl chloride / benzene; dimethylformamide / 0.5 h

2: aq. Na₂CO₃ / tetrahydrofuran / 1 h / Ambient temperature

3: 1.) AcONa / ethanol / 0.5 h

4: NaBH₃CN / ethanol / 3 h

5: H₂ / 10percent Pd/C / ethanol

6: 2.) conc. aq. NH₃ / 1.) EtOH, RT, overnight, 2.) EtOH, RT, 30 min

With ammonium hydroxide; oxalyl dichloride; hydrogen; sodium acetate; sodium cyanoborohydride; sodium carbonate; palladium on activated charcoal; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide; benzene;

DOI:10.1021/jm00385a012

upstream raw materials:

N-methylcyclohexylamine

4-hydroxy-2-nitrobenzaldehyde

4-(3-nitro-4-formylphenyl)oxybutanoic acid

ethyl 4-(3-nitro-4-formylphenyl)oxybutanoate

Refernces

• 1、 -. "(2-oxo-1,2,3,5-tetrahydroimidazo[2,1-b]quinazolinyl)oxyalkylamides, compositions and the use thereof". . . Retrieved 2008/06/13.