Methanone, [4-(difluoroMethoxy)-3-[2-(2-pyridinyl)ethynyl]phenyl](5,7-dihydro-6H-pyrrolo[3,4-b]pyridin-6-yl)-, hydrochloride (1:1)

Base Information

Chemical Name:Methanone, [4-(difluoroMethoxy)-3-[2-(2-pyridinyl)ethynyl]phenyl](5,7-dihydro-6H-pyrrolo[3,4-b]pyridin-6-yl)-, hydrochloride (1:1)
CAS No.:1253291-28-9
Molecular Formula:C₂₂H₁₅F₂N₃O₂*ClH
Molecular Weight:427.838
Hs Code.:

Synonyms:(4-(difluoromethoxy)-3-(pyridin-2-ylethynyl)phenyl)(5H-pyrrolo[3,4-b]pyridin-6(7H)-yl)methanone hydrochloride salt

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Chemical Property of Methanone, [4-(difluoroMethoxy)-3-[2-(2-pyridinyl)ethynyl]phenyl](5,7-dihydro-6H-pyrrolo[3,4-b]pyridin-6-yl)-, hydrochloride (1:1)

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Technology Process of Methanone, [4-(difluoroMethoxy)-3-[2-(2-pyridinyl)ethynyl]phenyl](5,7-dihydro-6H-pyrrolo[3,4-b]pyridin-6-yl)-, hydrochloride (1:1)

There total 4 articles about Methanone, [4-(difluoroMethoxy)-3-[2-(2-pyridinyl)ethynyl]phenyl](5,7-dihydro-6H-pyrrolo[3,4-b]pyridin-6-yl)-, hydrochloride (1:1) 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:

Reference yield: 91.0%

: 147740-02-1,651558-51-9
6,7-dihydro-5H-pyrrolo[3,4-b]pyridine dihydrochloride

: 1197357-98-4
4-(difluoromethoxy)-3-(pyridin-2-ylethynyl)benzoic acid

: 1253291-28-9
(4-(difluoromethoxy)-3-(pyridin-2-ylethynyl)phenyl)(5H-pyrrolo[3,4-b]pyridin-6(7H)-yl)methanone hydrochloride salt

Guidance literature:: 6,7-dihydro-5H-pyrrolo[3,4-b]pyridine dihydrochloride; 4-(difluoromethoxy)-3-(pyridin-2-ylethynyl)benzoic acid; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; at 20 ℃; for 0.25h; Inert atmosphere;

With hydrogenchloride; In methanol; water; at 20 ℃; for 0.333333h;

Reference yield:

: 15126-06-4
methyl 3-iodo-4-hydroxybenzoate

: 1253291-28-9
(4-(difluoromethoxy)-3-(pyridin-2-ylethynyl)phenyl)(5H-pyrrolo[3,4-b]pyridin-6(7H)-yl)methanone hydrochloride salt

Guidance literature:: Multi-step reaction with 4 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 3 h / 0 - 20 °C / Inert atmosphere

2.1: copper(l) iodide; triethylamine / bis-triphenylphosphine-palladium(II) chloride / toluene / 6 h / 100 °C / Inert atmosphere

3.1: methanol; sodium hydroxide / tetrahydrofuran; water / 3 h / 20 °C

4.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / dichloromethane / 0.25 h / 20 °C / Inert atmosphere

4.2: 0.33 h / 20 °C

With methanol; copper(l) iodide; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium hydroxide; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; toluene; 2.1: Sonogashira Coupling;

Reference yield:

: 1131614-23-7
4-difluoromethoxy-3-iodo-benzoic acid methyl ester

: 1253291-28-9
(4-(difluoromethoxy)-3-(pyridin-2-ylethynyl)phenyl)(5H-pyrrolo[3,4-b]pyridin-6(7H)-yl)methanone hydrochloride salt

Guidance literature:: Multi-step reaction with 3 steps

1.1: copper(l) iodide; triethylamine / bis-triphenylphosphine-palladium(II) chloride / toluene / 6 h / 100 °C / Inert atmosphere

2.1: methanol; sodium hydroxide / tetrahydrofuran; water / 3 h / 20 °C

3.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / dichloromethane / 0.25 h / 20 °C / Inert atmosphere

3.2: 0.33 h / 20 °C

With methanol; copper(l) iodide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium hydroxide; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; dichloromethane; water; toluene; 1.1: Sonogashira Coupling;