{6-benzyloxy-2-[6-(2-pyrrolidin-1-yl-ethoxy)-pyridin-3-yl]-benzo[b]thiophen-3-yl}-(3-methoxy-4-pyrrolidin-1-ylmethyl-phenyl)-methanone

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Chemical Name:{6-benzyloxy-2-[6-(2-pyrrolidin-1-yl-ethoxy)-pyridin-3-yl]-benzo[b]thiophen-3-yl}-(3-methoxy-4-pyrrolidin-1-ylmethyl-phenyl)-methanone
CAS No.:193966-32-4
Molecular Formula:C₃₉H₄₁N₃O₄S
Molecular Weight:647.838
Hs Code.:

{6-benzyloxy-2-[6-(2-pyrrolidin-1-yl-ethoxy)-pyridin-3-yl]-benzo[<i>b</i>]thiophen-3-yl}-(3-methoxy-4-pyrrolidin-1-ylmethyl-phenyl)-methanone

Synonyms:{6-benzyloxy-2-[6-(2-pyrrolidin-1-yl-ethoxy)-pyridin-3-yl]-benzo[b]thiophen-3-yl}-(3-methoxy-4-pyrrolidin-1-ylmethyl-phenyl)-methanone

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Chemical Property of {6-benzyloxy-2-[6-(2-pyrrolidin-1-yl-ethoxy)-pyridin-3-yl]-benzo[b]thiophen-3-yl}-(3-methoxy-4-pyrrolidin-1-ylmethyl-phenyl)-methanone

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Technology Process of {6-benzyloxy-2-[6-(2-pyrrolidin-1-yl-ethoxy)-pyridin-3-yl]-benzo[b]thiophen-3-yl}-(3-methoxy-4-pyrrolidin-1-ylmethyl-phenyl)-methanone

There total 5 articles about {6-benzyloxy-2-[6-(2-pyrrolidin-1-yl-ethoxy)-pyridin-3-yl]-benzo[b]thiophen-3-yl}-(3-methoxy-4-pyrrolidin-1-ylmethyl-phenyl)-methanone 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:

: 180916-06-7
5-bromopyrid-2-yl 2-(1-pyrrolidinyl)ethyl ether

: 193964-77-1
6-benzyloxy-2-(dimethylamino)-benzo[b]thiophen-3-yl 3-methoxy-4-[(1-pyrrolidinyl)methyl]-phenyl ketone

: 193966-32-4
{6-benzyloxy-2-[6-(2-pyrrolidin-1-yl-ethoxy)-pyridin-3-yl]-benzo[b]thiophen-3-yl}-(3-methoxy-4-pyrrolidin-1-ylmethyl-phenyl)-methanone

Guidance literature:: 5-bromopyrid-2-yl 2-(1-pyrrolidinyl)ethyl ether; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

With magnesium bromide; In tetrahydrofuran; hexane; at -78 ℃; for 0.75h;

6-benzyloxy-2-(dimethylamino)-benzo[b]thiophen-3-yl 3-methoxy-4-[(1-pyrrolidinyl)methyl]-phenyl ketone; In tetrahydrofuran; hexane; at 0 ℃; for 2h; Further stages.;
DOI:10.1021/jm9903388

Reference yield:

: 2955-88-6
1-pyrrolidineethanol

: 193966-32-4
{6-benzyloxy-2-[6-(2-pyrrolidin-1-yl-ethoxy)-pyridin-3-yl]-benzo[b]thiophen-3-yl}-(3-methoxy-4-pyrrolidin-1-ylmethyl-phenyl)-methanone

Guidance literature:: Multi-step reaction with 2 steps

1.1: 94 percent / NaH / dimethylformamide / 16 h / 0 - 20 °C

2.1: n-BuLi / tetrahydrofuran; hexane / 1 h / -78 °C

2.2: MgBr₂ / tetrahydrofuran; hexane / 0.75 h / -78 °C

2.3: tetrahydrofuran; hexane / 2 h / 0 °C

With n-butyllithium; sodium hydride; In tetrahydrofuran; hexane; N,N-dimethyl-formamide; 1.1: Etherification / 2.1: Metallation / 2.2: Substitution / 2.3: Grignard reaction;
DOI:10.1021/jm9903388

Reference yield:

: 4397-53-9
p-benzyloxybenzaldehyde

: 193966-32-4
{6-benzyloxy-2-[6-(2-pyrrolidin-1-yl-ethoxy)-pyridin-3-yl]-benzo[b]thiophen-3-yl}-(3-methoxy-4-pyrrolidin-1-ylmethyl-phenyl)-methanone

Guidance literature:: Multi-step reaction with 4 steps

1.1: 34 percent / lithium diisopropylamide / hexane; tetrahydrofuran / 16 h / -78 °C

2.1: 63 percent / MeSO₃H / CH₂Cl₂ / 2 h / 20 °C

3.1: 84 percent / chlorobenzene / 2 h / 135 °C

4.1: n-BuLi / tetrahydrofuran; hexane / 1 h / -78 °C

4.2: MgBr₂ / tetrahydrofuran; hexane / 0.75 h / -78 °C

4.3: tetrahydrofuran; hexane / 2 h / 0 °C

With n-butyllithium; methanesulfonic acid; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane; chlorobenzene; 1.1: Condensation / 2.1: Cyclization / 3.1: Acylation / 4.1: Metallation / 4.2: Substitution / 4.3: Grignard reaction;
DOI:10.1021/jm9903388