Technology Process of 2-[2-cyclopentyl-1(R)-(4-methanesulfonyl-phenyl)-ethyl]-1H-pyrrolo[2,3-b]pyridin-5-carboxylic acid
There total 16 articles about 2-[2-cyclopentyl-1(R)-(4-methanesulfonyl-phenyl)-ethyl]-1H-pyrrolo[2,3-b]pyridin-5-carboxylic acid which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
2-[2-cyclopentyl-1(R)-(4-methanesulfonyl-phenyl)-ethyl]-1H-pyrrolo[2,3-b]pyridin-5-carboxylic acid methyl ester;
With
water; sodium hydroxide;
In
tetrahydrofuran;
at 70 ℃;
for 10h;
With
hydrogenchloride;
In
tetrahydrofuran; water;
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: pyridinium chlorochromate / dichloromethane / 3 h / 25 °C
2.1: lithium diisopropyl amide / tetrahydrofuran / 0.08 h / -78 °C
2.2: 1 h / -78 °C
3.1: Dess-Martin periodane / dichloromethane / 1 h / 25 °C
4.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C
4.2: 1.5 h / -78 °C
5.1: sodium carbonate / bis-triphenylphosphine-palladium(II) chloride / 1,4-dioxane; water / 2 h / 100 °C / Microwave irradiation
6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 20 °C
7.1: hydrogen / palladium 10% on activated carbon / methanol / 5 h / 50 °C / 37503.8 Torr
8.1: Daicel OJ-H / methanol / 25 °C / Resolution of racemate
9.1: sodium hydroxide; water / tetrahydrofuran / 10 h / 70 °C
With
tetrabutyl ammonium fluoride; water; hydrogen; sodium carbonate; Dess-Martin periodane; pyridinium chlorochromate; sodium hydroxide; lithium hexamethyldisilazane; lithium diisopropyl amide;
bis-triphenylphosphine-palladium(II) chloride; palladium 10% on activated carbon;
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: lithium diisopropyl amide / tetrahydrofuran / 0.08 h / -78 °C
1.2: 1 h / -78 °C
2.1: Dess-Martin periodane / dichloromethane / 1 h / 25 °C
3.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C
3.2: 1.5 h / -78 °C
4.1: sodium carbonate / bis-triphenylphosphine-palladium(II) chloride / 1,4-dioxane; water / 2 h / 100 °C / Microwave irradiation
5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 20 °C
6.1: hydrogen / palladium 10% on activated carbon / methanol / 5 h / 50 °C / 37503.8 Torr
7.1: Daicel OJ-H / methanol / 25 °C / Resolution of racemate
8.1: sodium hydroxide; water / tetrahydrofuran / 10 h / 70 °C
With
tetrabutyl ammonium fluoride; water; hydrogen; sodium carbonate; Dess-Martin periodane; sodium hydroxide; lithium hexamethyldisilazane; lithium diisopropyl amide;
bis-triphenylphosphine-palladium(II) chloride; palladium 10% on activated carbon;
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water;