7-{3-[2-(ethanesulfonyl)amino-5-(methoxymethoxy)phenyl]-1-hydroxypropyl}naphthalene-2-carbonitrile

Base Information

Chemical Name:7-{3-[2-(ethanesulfonyl)amino-5-(methoxymethoxy)phenyl]-1-hydroxypropyl}naphthalene-2-carbonitrile
CAS No.:319451-67-7
Molecular Formula:C₂₄H₂₆N₂O₅S
Molecular Weight:454.547
Hs Code.:

Synonyms:7-{3-[2-(ethanesulfonyl)amino-5-(methoxymethoxy)phenyl]-1-hydroxypropyl}naphthalene-2-carbonitrile

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Chemical Property of 7-{3-[2-(ethanesulfonyl)amino-5-(methoxymethoxy)phenyl]-1-hydroxypropyl}naphthalene-2-carbonitrile

Chemical Property:

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Technology Process of 7-{3-[2-(ethanesulfonyl)amino-5-(methoxymethoxy)phenyl]-1-hydroxypropyl}naphthalene-2-carbonitrile

There total 10 articles about 7-{3-[2-(ethanesulfonyl)amino-5-(methoxymethoxy)phenyl]-1-hydroxypropyl}naphthalene-2-carbonitrile 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: 92.0%

: 319451-66-6
7-{3-[2-amino-5-(methoxymethoxy)phenyl]-1-hydroxypropyl}naphthalene-2-carbonitrile

: 594-44-5
Ethanesulfonyl chloride

: 319451-67-7
7-{3-[2-(ethanesulfonyl)amino-5-(methoxymethoxy)phenyl]-1-hydroxypropyl}naphthalene-2-carbonitrile

Guidance literature:: With pyridine; In dichloromethane; at 20 ℃; for 8h;
DOI:10.1248/cpb.54.163

Reference yield:

: 890531-50-7
7-(1-hydroxyethyl)naphthalene-2-carbonitrile

: 319451-67-7
7-{3-[2-(ethanesulfonyl)amino-5-(methoxymethoxy)phenyl]-1-hydroxypropyl}naphthalene-2-carbonitrile

Guidance literature:: Multi-step reaction with 7 steps

1.1: 76 percent / MnO₂ / CH₂Cl₂ / 20 °C

2.1: lithium diisopropylamide / tetrahydrofuran; heptane; ethylbenzene / 0.25 h / -65 °C

2.2: 59 percent / tetrahydrofuran; heptane; ethylbenzene / 3 h / -65 °C

3.1: p-TsOH*H₂O / 1,2-dichloro-ethane / 2 h / Heating

4.1: 5.32 g / Et₃N / N,N-dimethyl-acetamide / 4 h / 0 °C

5.1: 64 percent / NaBH₄ / CH₂Cl₂; ethanol / 3 h / 20 °C

6.1: 84 percent / H₂ / Pd/C / ethanol; tetrahydrofuran / 5 h / 20 °C

7.1: 92 percent / pyridine / CH₂Cl₂ / 8 h / 20 °C

With pyridine; manganese(IV) oxide; sodium tetrahydroborate; hydrogen; toluene-4-sulfonic acid; triethylamine; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; ethanol; n-heptane; dichloromethane; N,N-dimethyl acetamide; ethylbenzene; 1,2-dichloro-ethane;
DOI:10.1248/cpb.54.163

Reference yield:

: 319452-67-0
7-acetylnaphthalene-2-carbonitrile

: 319451-67-7
7-{3-[2-(ethanesulfonyl)amino-5-(methoxymethoxy)phenyl]-1-hydroxypropyl}naphthalene-2-carbonitrile

Guidance literature:: Multi-step reaction with 6 steps

1.1: lithium diisopropylamide / tetrahydrofuran; heptane; ethylbenzene / 0.25 h / -65 °C

1.2: 59 percent / tetrahydrofuran; heptane; ethylbenzene / 3 h / -65 °C

2.1: p-TsOH*H₂O / 1,2-dichloro-ethane / 2 h / Heating

3.1: 5.32 g / Et₃N / N,N-dimethyl-acetamide / 4 h / 0 °C

4.1: 64 percent / NaBH₄ / CH₂Cl₂; ethanol / 3 h / 20 °C

5.1: 84 percent / H₂ / Pd/C / ethanol; tetrahydrofuran / 5 h / 20 °C

6.1: 92 percent / pyridine / CH₂Cl₂ / 8 h / 20 °C

With pyridine; sodium tetrahydroborate; hydrogen; toluene-4-sulfonic acid; triethylamine; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; ethanol; n-heptane; dichloromethane; N,N-dimethyl acetamide; ethylbenzene; 1,2-dichloro-ethane;
DOI:10.1248/cpb.54.163