Technology Process of 3-[3-({3-[2-(4-fluorophenoxy)ethyl]-1-propyl-2,4-dioxo-1,2,3,4-tetrahydroquinazolin-6-yl}carbonyl)imidazo[1,5-a]pyridin-1-yl]benzoic acid
There total 10 articles about 3-[3-({3-[2-(4-fluorophenoxy)ethyl]-1-propyl-2,4-dioxo-1,2,3,4-tetrahydroquinazolin-6-yl}carbonyl)imidazo[1,5-a]pyridin-1-yl]benzoic acid which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: triethylamine / 1,2-dichloro-ethane / 4.5 h / 0 - 20 °C / Inert atmosphere
2.1: 1-methyl-pyrrolidin-2-one; water; potassium hydroxide / 6 h / 80 °C / Inert atmosphere
3.1: caesium carbonate / N,N-dimethyl-formamide / 24 h / 20 °C / Inert atmosphere
4.1: N-Bromosuccinimide / dichloromethane / 2.5 h / Inert atmosphere
5.1: 1,4-dioxane / 5 h / Inert atmosphere; Reflux
5.2: 3 h / Reflux; Inert atmosphere
6.1: sodium hydroxide / methanol; water / 2 h / Reflux
7.1: caesium carbonate / N,N-dimethyl-formamide / 12 h / 20 °C / Inert atmosphere
8.1: potassium phosphate; 1-methyl-pyrrolidin-2-one; tetrakis(triphenylphosphine) palladium(0) / water / 0.25 h / 120 °C / Microwave irradiation
9.1: water; lithium hydroxide / tetrahydrofuran / 3 h / Reflux
With
1-methyl-pyrrolidin-2-one; potassium phosphate; N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium(0); water; caesium carbonate; triethylamine; potassium hydroxide; sodium hydroxide; lithium hydroxide;
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
8.1: |Suzuki Coupling;
- Guidance literature:
-
With
water; lithium hydroxide;
In
tetrahydrofuran;
for 3h;
Reflux;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: N-Bromosuccinimide / dichloromethane / 2.5 h / Inert atmosphere
2.1: 1,4-dioxane / 5 h / Inert atmosphere; Reflux
2.2: 3 h / Reflux; Inert atmosphere
3.1: sodium hydroxide / methanol; water / 2 h / Reflux
4.1: caesium carbonate / N,N-dimethyl-formamide / 12 h / 20 °C / Inert atmosphere
5.1: potassium phosphate; 1-methyl-pyrrolidin-2-one; tetrakis(triphenylphosphine) palladium(0) / water / 0.25 h / 120 °C / Microwave irradiation
6.1: water; lithium hydroxide / tetrahydrofuran / 3 h / Reflux
With
1-methyl-pyrrolidin-2-one; potassium phosphate; N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium(0); water; caesium carbonate; sodium hydroxide; lithium hydroxide;
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide;
5.1: |Suzuki Coupling;