6-hydroxy-2-[4-[2-(1-pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophen-3-yl 3-methoxy-4-[(1-pyrrolidinyl)methyl]phenyl ketone

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Chemical Name:6-hydroxy-2-[4-[2-(1-pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophen-3-yl 3-methoxy-4-[(1-pyrrolidinyl)methyl]phenyl ketone
CAS No.:193963-99-4
Molecular Formula:C₃₃H₃₆N₂O₄S
Molecular Weight:556.726
Hs Code.:

Synonyms:6-hydroxy-2-[4-[2-(1-pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophen-3-yl 3-methoxy-4-[(1-pyrrolidinyl)methyl]phenyl ketone

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Chemical Property of 6-hydroxy-2-[4-[2-(1-pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophen-3-yl 3-methoxy-4-[(1-pyrrolidinyl)methyl]phenyl ketone

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Technology Process of 6-hydroxy-2-[4-[2-(1-pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophen-3-yl 3-methoxy-4-[(1-pyrrolidinyl)methyl]phenyl ketone

There total 6 articles about 6-hydroxy-2-[4-[2-(1-pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophen-3-yl 3-methoxy-4-[(1-pyrrolidinyl)methyl]phenyl ketone 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: 88.0%

: 193966-76-6
6-benzyloxy-2-[4-[2-(1-pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophen-3-yl 3-methoxy-4-[(1-pyrrolidinyl)methyl]phenyl ketone

: 193963-99-4
6-hydroxy-2-[4-[2-(1-pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophen-3-yl 3-methoxy-4-[(1-pyrrolidinyl)methyl]phenyl ketone

Guidance literature:: With 25percent aq. ammonium formate; 10percent Pd/C; In tetrahydrofuran; at 20 ℃; for 9h;
DOI:10.1021/jm9903388

Reference yield:

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

: 193963-99-4
6-hydroxy-2-[4-[2-(1-pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophen-3-yl 3-methoxy-4-[(1-pyrrolidinyl)methyl]phenyl ketone

Guidance literature:: Multi-step reaction with 2 steps

1.1: Mg / tetrahydrofuran / 2 h / Heating

1.2: 1.33 g / tetrahydrofuran / 2 h / 0 °C

2.1: 88 percent / 25percent aq. ammonium formate / 10percent Pd/C / tetrahydrofuran / 9 h / 20 °C

With magnesium; 10percent Pd/C; In tetrahydrofuran; 1.1: Metallation / 1.2: Grignard reaction / 2.1: Hydrogenolysis;
DOI:10.1021/jm9903388

Reference yield:

: 4397-53-9
p-benzyloxybenzaldehyde

: 193963-99-4
6-hydroxy-2-[4-[2-(1-pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophen-3-yl 3-methoxy-4-[(1-pyrrolidinyl)methyl]phenyl ketone

Guidance literature:: Multi-step reaction with 5 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: Mg / tetrahydrofuran / 2 h / Heating

4.2: 1.33 g / tetrahydrofuran / 2 h / 0 °C

5.1: 88 percent / 25percent aq. ammonium formate / 10percent Pd/C / tetrahydrofuran / 9 h / 20 °C

With methanesulfonic acid; magnesium; lithium diisopropyl amide; 10percent Pd/C; In tetrahydrofuran; hexane; dichloromethane; chlorobenzene; 1.1: Condensation / 2.1: Cyclization / 3.1: Acylation / 4.1: Metallation / 4.2: Grignard reaction / 5.1: Hydrogenolysis;
DOI:10.1021/jm9903388