Technology Process of (R)-5-(Benzyl-methyl-amino)-5,6-dihydro-1H,4H-imidazo[4,5,1-ij]quinolin-2-one
There total 12 articles about (R)-5-(Benzyl-methyl-amino)-5,6-dihydro-1H,4H-imidazo[4,5,1-ij]quinolin-2-one 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:
- Guidance literature:
-
Multi-step reaction with 11 steps
1: DIBAL-H / toluene; tetrahydrofuran / 45 °C
2: Et3N / toluene; tetrahydrofuran / 1 h / 45 °C
3: 65 percent / N-bromosuccinimide, H2O / dimethylsulfoxide / 0.17 h / 20 - 30 °C
4: H2O / ethanol / 3 h / Heating
6: 4.62 g / diethyl azodicarboxylate, Ph3P / tetrahydrofuran / 0.67 h
7: 3.45 g / H2 / 10percent Pd/C / ethanol / 1 h
8: 3.68 g / Na2CO3 / dimethylformamide / 1 h
9: 1.) sec-butyllithium, 2.) tosyl azide / 1.) cyclohexane, THF, -78 deg C, 15 min, 2.) cyclohexane, THF, RT, 1 h
10: 1.97 g / H2 / 10percent Pd/C / ethanol / 0.75 h / 2585.7 Torr
11: 1.26 g / t-BuOK / tetrahydrofuran / Ambient temperature
With
N-Bromosuccinimide; 4-toluenesulfonyl azide; potassium tert-butylate; water; hydrogen; sec.-butyllithium; diisobutylaluminium hydride; sodium carbonate; triethylamine; triphenylphosphine; diethylazodicarboxylate;
palladium on activated charcoal;
In
tetrahydrofuran; ethanol; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm960360q
- Guidance literature:
-
Multi-step reaction with 10 steps
1: Et3N / toluene; tetrahydrofuran / 1 h / 45 °C
2: 65 percent / N-bromosuccinimide, H2O / dimethylsulfoxide / 0.17 h / 20 - 30 °C
3: H2O / ethanol / 3 h / Heating
5: 4.62 g / diethyl azodicarboxylate, Ph3P / tetrahydrofuran / 0.67 h
6: 3.45 g / H2 / 10percent Pd/C / ethanol / 1 h
7: 3.68 g / Na2CO3 / dimethylformamide / 1 h
8: 1.) sec-butyllithium, 2.) tosyl azide / 1.) cyclohexane, THF, -78 deg C, 15 min, 2.) cyclohexane, THF, RT, 1 h
9: 1.97 g / H2 / 10percent Pd/C / ethanol / 0.75 h / 2585.7 Torr
10: 1.26 g / t-BuOK / tetrahydrofuran / Ambient temperature
With
N-Bromosuccinimide; 4-toluenesulfonyl azide; potassium tert-butylate; water; hydrogen; sec.-butyllithium; sodium carbonate; triethylamine; triphenylphosphine; diethylazodicarboxylate;
palladium on activated charcoal;
In
tetrahydrofuran; ethanol; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm960360q
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 65 percent / N-bromosuccinimide, H2O / dimethylsulfoxide / 0.17 h / 20 - 30 °C
2: H2O / ethanol / 3 h / Heating
4: 4.62 g / diethyl azodicarboxylate, Ph3P / tetrahydrofuran / 0.67 h
5: 3.45 g / H2 / 10percent Pd/C / ethanol / 1 h
6: 3.68 g / Na2CO3 / dimethylformamide / 1 h
7: 1.) sec-butyllithium, 2.) tosyl azide / 1.) cyclohexane, THF, -78 deg C, 15 min, 2.) cyclohexane, THF, RT, 1 h
8: 1.97 g / H2 / 10percent Pd/C / ethanol / 0.75 h / 2585.7 Torr
9: 1.26 g / t-BuOK / tetrahydrofuran / Ambient temperature
With
N-Bromosuccinimide; 4-toluenesulfonyl azide; potassium tert-butylate; water; hydrogen; sec.-butyllithium; sodium carbonate; triphenylphosphine; diethylazodicarboxylate;
palladium on activated charcoal;
In
tetrahydrofuran; ethanol; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/jm960360q
