Technology Process of tert-butyl (1-{4-[2-(4'-carbamoylbiphenyl-4-yl)-9H-imidazo[1,2-d]pyrido[2,3-b][1,4]benzodiazepin-3-yl]phenyl}cyclobutyl)carbamate
There total 9 articles about tert-butyl (1-{4-[2-(4'-carbamoylbiphenyl-4-yl)-9H-imidazo[1,2-d]pyrido[2,3-b][1,4]benzodiazepin-3-yl]phenyl}cyclobutyl)carbamate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: Lawessons reagent; pyridine / 18 h / 100 °C
2.1: 1 h / 95 °C
3.1: acetic acid / 13 h / 105 °C
4.1: N-Bromosuccinimide / tetrahydrofuran / 2 h / 0 - 20 °C
5.1: tetrakis(triphenylphosphine) palladium(0); sodium hydrogencarbonate / ethanol; water; toluene / 15 h / Reflux
6.1: N-chloro-succinimide / chloroform / 22 h / Reflux
7.1: bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II); sodium carbonate / water; N,N-dimethyl-formamide / 1 h / 160 °C / Microwave irradiation
8.1: hydrogen / palladium 10% on activated carbon / tetrahydrofuran; methanol / 49 h / 50 °C
9.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C
9.2: 2.5 h / 0 - 20 °C
10.1: potassium phosphate; tetrakis(triphenylphosphine) palladium(0) / ethanol; toluene / 25 h / 100 °C
With
Lawessons reagent; pyridine; potassium phosphate; N-chloro-succinimide; N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium(0); bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II); hydrogen; sodium hydride; sodium hydrogencarbonate; sodium carbonate; acetic acid;
palladium 10% on activated carbon;
In
tetrahydrofuran; methanol; ethanol; chloroform; water; N,N-dimethyl-formamide; toluene;
10.1: Suzuki Coupling;
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: 1 h / 95 °C
2.1: acetic acid / 13 h / 105 °C
3.1: N-Bromosuccinimide / tetrahydrofuran / 2 h / 0 - 20 °C
4.1: tetrakis(triphenylphosphine) palladium(0); sodium hydrogencarbonate / ethanol; water; toluene / 15 h / Reflux
5.1: N-chloro-succinimide / chloroform / 22 h / Reflux
6.1: bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II); sodium carbonate / water; N,N-dimethyl-formamide / 1 h / 160 °C / Microwave irradiation
7.1: hydrogen / palladium 10% on activated carbon / tetrahydrofuran; methanol / 49 h / 50 °C
8.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C
8.2: 2.5 h / 0 - 20 °C
9.1: potassium phosphate; tetrakis(triphenylphosphine) palladium(0) / ethanol; toluene / 25 h / 100 °C
With
potassium phosphate; N-chloro-succinimide; N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium(0); bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II); hydrogen; sodium hydride; sodium hydrogencarbonate; sodium carbonate; acetic acid;
palladium 10% on activated carbon;
In
tetrahydrofuran; methanol; ethanol; chloroform; water; N,N-dimethyl-formamide; toluene;
9.1: Suzuki Coupling;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: N-Bromosuccinimide / tetrahydrofuran / 2 h / 0 - 20 °C
2.1: tetrakis(triphenylphosphine) palladium(0); sodium hydrogencarbonate / ethanol; water; toluene / 15 h / Reflux
3.1: N-chloro-succinimide / chloroform / 22 h / Reflux
4.1: bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II); sodium carbonate / water; N,N-dimethyl-formamide / 1 h / 160 °C / Microwave irradiation
5.1: hydrogen / palladium 10% on activated carbon / tetrahydrofuran; methanol / 49 h / 50 °C
6.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C
6.2: 2.5 h / 0 - 20 °C
7.1: potassium phosphate; tetrakis(triphenylphosphine) palladium(0) / ethanol; toluene / 25 h / 100 °C
With
potassium phosphate; N-chloro-succinimide; N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium(0); bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II); hydrogen; sodium hydride; sodium hydrogencarbonate; sodium carbonate;
palladium 10% on activated carbon;
In
tetrahydrofuran; methanol; ethanol; chloroform; water; N,N-dimethyl-formamide; toluene;
7.1: Suzuki Coupling;