Technology Process of 4-[3-(4-{1-[(tert-butoxycarbonyl)amino]cyclobutyl}phenyl)-9H-imidazo[1,2-d]pyrido[2,3-b][1,4]benzodiazepin-2-yl]phenyl trifluoromethane sulfonate
There total 8 articles about 4-[3-(4-{1-[(tert-butoxycarbonyl)amino]cyclobutyl}phenyl)-9H-imidazo[1,2-d]pyrido[2,3-b][1,4]benzodiazepin-2-yl]phenyl trifluoromethane sulfonate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 9 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
With
Lawessons reagent; pyridine; 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;
- Guidance literature:
-
Multi-step reaction with 8 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
With
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;
- Guidance literature:
-
Multi-step reaction with 6 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
With
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;