{6-benzyloxy-1-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-3,4-dihydro-1H-isoquinolin-2-yl}phenylmethanone

Base Information

Chemical Name:{6-benzyloxy-1-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-3,4-dihydro-1H-isoquinolin-2-yl}phenylmethanone
CAS No.:347974-83-8
Molecular Formula:C₃₅H₃₆N₂O₃
Molecular Weight:532.682
Hs Code.:

Synonyms:{6-benzyloxy-1-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-3,4-dihydro-1H-isoquinolin-2-yl}phenylmethanone

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Chemical Property of {6-benzyloxy-1-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-3,4-dihydro-1H-isoquinolin-2-yl}phenylmethanone

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Technology Process of {6-benzyloxy-1-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-3,4-dihydro-1H-isoquinolin-2-yl}phenylmethanone

There total 11 articles about {6-benzyloxy-1-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-3,4-dihydro-1H-isoquinolin-2-yl}phenylmethanone 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: 98.0%

: 98-88-4
benzoyl chloride

: 347974-78-1
6-benzyloxy-1-[4-(2-pyrrolidin-1-yl-ethoxy)phenyl]-1,2,3,4-tetrahydroisoquinoline

: 347974-83-8
{6-benzyloxy-1-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-3,4-dihydro-1H-isoquinolin-2-yl}phenylmethanone

Guidance literature:: With triethylamine; In tetrahydrofuran;

Reference yield:

: 347974-48-5
4-benzyloxy-N-[2-(3-methoxyphenyl)ethyl]benzamide

: 347974-83-8
{6-benzyloxy-1-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-3,4-dihydro-1H-isoquinolin-2-yl}phenylmethanone

Guidance literature:: Multi-step reaction with 9 steps

1.1: POCl₃ / Heating

2.1: NaBH₄ / methanol

3.1: Et₃N / CH₂Cl₂ / 0 °C

4.1: H₂ / Pd/C / ethanol / 2275.45 Torr

5.1: NaH / dimethylformamide

5.2: dimethylformamide / 100 °C

6.1: BBr₃ / CH₂Cl₂ / 0 °C

7.1: NaH / dimethylformamide / 100 °C

8.1: K₂CO₃ / methanol / Heating

9.1: Et₃N / tetrahydrofuran

With sodium tetrahydroborate; hydrogen; boron tribromide; sodium hydride; potassium carbonate; triethylamine; trichlorophosphate; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; 1.1: Bischler-Napieralski cyclization;
DOI:10.1016/j.bmcl.2004.03.077

Reference yield:

: 347974-65-6
1-(4-benzyloxyphenyl)-6-methoxy-3,4-dihydroisoquinoline

: 347974-83-8
{6-benzyloxy-1-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-3,4-dihydro-1H-isoquinolin-2-yl}phenylmethanone

Guidance literature:: Multi-step reaction with 8 steps

1.1: NaBH₄ / methanol

2.1: Et₃N / CH₂Cl₂ / 0 °C

3.1: H₂ / Pd/C / ethanol / 2275.45 Torr

4.1: NaH / dimethylformamide

4.2: dimethylformamide / 100 °C

5.1: BBr₃ / CH₂Cl₂ / 0 °C

6.1: NaH / dimethylformamide / 100 °C

7.1: K₂CO₃ / methanol / Heating

8.1: Et₃N / tetrahydrofuran

With sodium tetrahydroborate; hydrogen; boron tribromide; sodium hydride; potassium carbonate; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2004.03.077