7-(2,5-dimethyl-1H-pyrrol-1-yl)-1-(trans-4-(2-hydroxyethoxy)cyclohexyl)-5-methyl-1,6-naphthyridin-2(1H)-one

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Chemical Name:7-(2,5-dimethyl-1H-pyrrol-1-yl)-1-(trans-4-(2-hydroxyethoxy)cyclohexyl)-5-methyl-1,6-naphthyridin-2(1H)-one
CAS No.:1552300-28-3
Molecular Formula:C₂₃H₂₉N₃O₃
Molecular Weight:395.502
Hs Code.:

Synonyms:7-(2,5-dimethyl-1H-pyrrol-1-yl)-1-(trans-4-(2-hydroxyethoxy)cyclohexyl)-5-methyl-1,6-naphthyridin-2(1H)-one

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Chemical Property of 7-(2,5-dimethyl-1H-pyrrol-1-yl)-1-(trans-4-(2-hydroxyethoxy)cyclohexyl)-5-methyl-1,6-naphthyridin-2(1H)-one

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Technology Process of 7-(2,5-dimethyl-1H-pyrrol-1-yl)-1-(trans-4-(2-hydroxyethoxy)cyclohexyl)-5-methyl-1,6-naphthyridin-2(1H)-one

There total 5 articles about 7-(2,5-dimethyl-1H-pyrrol-1-yl)-1-(trans-4-(2-hydroxyethoxy)cyclohexyl)-5-methyl-1,6-naphthyridin-2(1H)-one 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: 36.0%

: 1552300-22-7
(E)-ethyl 3-(6-(2,5-dimethyl-1H-pyrrol-1-yl)-4-(trans-4-(2-hydroxyethoxy)cyclohexylamino)-2-methylpyridin-3-yl)acrylate

: 1552300-28-3
7-(2,5-dimethyl-1H-pyrrol-1-yl)-1-(trans-4-(2-hydroxyethoxy)cyclohexyl)-5-methyl-1,6-naphthyridin-2(1H)-one

Guidance literature:: With potassium tert-butylate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl-formamide; at 150 ℃;
DOI:10.1016/j.bmcl.2013.12.112

Reference yield:

: 1541125-83-0
3-bromo-6-(2,5-dimethyl-1H-pyrrol-1-yl)-2-methylpyridine

: 1552300-28-3
7-(2,5-dimethyl-1H-pyrrol-1-yl)-1-(trans-4-(2-hydroxyethoxy)cyclohexyl)-5-methyl-1,6-naphthyridin-2(1H)-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: diisopropylamine; n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 - -30 °C / Inert atmosphere

1.2: 0.5 h / -78 °C / Inert atmosphere

2.1: N-ethyl-N,N-diisopropylamine; 1-methyl-pyrrolidin-2-one / 24 h / 160 °C / Sealed tube

3.1: sodium hydride / mineral oil / 2.5 h / 0 °C

3.2: 0 °C

3.3: 3 h / 40 °C

4.1: triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 130 °C / Sealed tube; Inert atmosphere

5.1: 1,8-diazabicyclo[5.4.0]undec-7-ene; potassium tert-butylate / N,N-dimethyl-formamide / 150 °C

With 1-methyl-pyrrolidin-2-one; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; potassium tert-butylate; sodium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; diisopropylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; hexane; N,N-dimethyl-formamide; mineral oil;
DOI:10.1016/j.bmcl.2013.12.112

Reference yield:

: 1552300-15-8
3-bromo-6-(2,5-dimethyl-1H-pyrrol-1-yl)-4-iodo-2-methylpyridine

: 1552300-28-3
7-(2,5-dimethyl-1H-pyrrol-1-yl)-1-(trans-4-(2-hydroxyethoxy)cyclohexyl)-5-methyl-1,6-naphthyridin-2(1H)-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: N-ethyl-N,N-diisopropylamine; 1-methyl-pyrrolidin-2-one / 24 h / 160 °C / Sealed tube

2.1: sodium hydride / mineral oil / 2.5 h / 0 °C

2.2: 0 °C

2.3: 3 h / 40 °C

3.1: triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 130 °C / Sealed tube; Inert atmosphere

4.1: 1,8-diazabicyclo[5.4.0]undec-7-ene; potassium tert-butylate / N,N-dimethyl-formamide / 150 °C

With 1-methyl-pyrrolidin-2-one; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium tert-butylate; sodium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; mineral oil;
DOI:10.1016/j.bmcl.2013.12.112