2-[6-(3-dimethylamino-pyrrolidin-1-yl)-pyridin-3-yl]-1-(2-hydroxy-4-methoxy-phenyl)-ethanone

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Chemical Name:2-[6-(3-dimethylamino-pyrrolidin-1-yl)-pyridin-3-yl]-1-(2-hydroxy-4-methoxy-phenyl)-ethanone
CAS No.:868662-08-2
Molecular Formula:C₂₀H₂₅N₃O₃
Molecular Weight:355.437
Hs Code.:

Synonyms:2-[6-(3-dimethylamino-pyrrolidin-1-yl)-pyridin-3-yl]-1-(2-hydroxy-4-methoxy-phenyl)-ethanone

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Chemical Property of 2-[6-(3-dimethylamino-pyrrolidin-1-yl)-pyridin-3-yl]-1-(2-hydroxy-4-methoxy-phenyl)-ethanone

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Technology Process of 2-[6-(3-dimethylamino-pyrrolidin-1-yl)-pyridin-3-yl]-1-(2-hydroxy-4-methoxy-phenyl)-ethanone

There total 4 articles about 2-[6-(3-dimethylamino-pyrrolidin-1-yl)-pyridin-3-yl]-1-(2-hydroxy-4-methoxy-phenyl)-ethanone 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: 73.0%

: 868662-07-1
1-(2,4-dimethoxy-phenyl)-2-[6-(3-dimethylamino-pyrrolidin-1-yl)-pyridin-3-yl]-ethanone

: 868662-08-2
2-[6-(3-dimethylamino-pyrrolidin-1-yl)-pyridin-3-yl]-1-(2-hydroxy-4-methoxy-phenyl)-ethanone

Guidance literature:: With boron tribromide; In dichloromethane; at -25 - 20 ℃; for 15h;

Reference yield:

: 690264-82-5
[1-(5-bromo-pyridin-2-yl)-pyrrolidin-3-yl]-dimethyl-amine

: 868662-08-2
2-[6-(3-dimethylamino-pyrrolidin-1-yl)-pyridin-3-yl]-1-(2-hydroxy-4-methoxy-phenyl)-ethanone

Guidance literature:: Multi-step reaction with 2 steps

1: sodium tert-butoxide; 2-(dicyclohexylphosphino)-2'-methylbiphenyl; palladium(II) acetate / tetrahydrofuran / 80 °C

2: boron tribromide / CH₂Cl₂ / -25 °C

With palladium diacetate; boron tribromide; sodium t-butanolate; 2-(dicyclohexylphosphino)-2'-methylbiphenyl; In tetrahydrofuran; dichloromethane; 1: Buchwald reaction;
DOI:10.1016/j.bmcl.2006.05.075

Reference yield:

: 624-28-2
2,5-dibromopyridine

: 868662-08-2
2-[6-(3-dimethylamino-pyrrolidin-1-yl)-pyridin-3-yl]-1-(2-hydroxy-4-methoxy-phenyl)-ethanone

Guidance literature:: Multi-step reaction with 3 steps

1: toluenesulfonic acid monohydrate / 130 °C

2: sodium tert-butoxide; 2-(dicyclohexylphosphino)-2'-methylbiphenyl; palladium(II) acetate / tetrahydrofuran / 80 °C

3: boron tribromide / CH₂Cl₂ / -25 °C

With palladium diacetate; boron tribromide; toluene-4-sulfonic acid; sodium t-butanolate; 2-(dicyclohexylphosphino)-2'-methylbiphenyl; In tetrahydrofuran; dichloromethane; 2: Buchwald reaction;
DOI:10.1016/j.bmcl.2006.05.075