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

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Chemical Name:(E)-ethyl 3-(6-(2,5-dimethyl-1H-pyrrol-1-yl)-4-(trans-4-(2-hydroxyethoxy)cyclohexylamino)-2-methylpyridin-3-yl)acrylate
CAS No.:1552300-22-7
Molecular Formula:C₂₅H₃₅N₃O₄
Molecular Weight:441.571
Hs Code.:

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

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Chemical Property of (E)-ethyl 3-(6-(2,5-dimethyl-1H-pyrrol-1-yl)-4-(trans-4-(2-hydroxyethoxy)cyclohexylamino)-2-methylpyridin-3-yl)acrylate

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Technology Process of (E)-ethyl 3-(6-(2,5-dimethyl-1H-pyrrol-1-yl)-4-(trans-4-(2-hydroxyethoxy)cyclohexylamino)-2-methylpyridin-3-yl)acrylate

There total 5 articles about (E)-ethyl 3-(6-(2,5-dimethyl-1H-pyrrol-1-yl)-4-(trans-4-(2-hydroxyethoxy)cyclohexylamino)-2-methylpyridin-3-yl)acrylate 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: 97.0%

: 1552300-17-0
2-(trans-4-(3-bromo-6-(2,5-dimethyl-1H-pyrrol-1-yl)-2-methylpyridin-4-ylamino)cyclohexyloxy)ethanol

: 140-88-5,9003-32-1
ethyl acrylate

: 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

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; at 130 ℃; Sealed tube; Inert atmosphere;
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

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

Guidance literature:: Multi-step reaction with 3 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

With 1-methyl-pyrrolidin-2-one; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; In mineral oil;
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

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

Guidance literature:: Multi-step reaction with 4 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

With 1-methyl-pyrrolidin-2-one; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; sodium hydride; triethylamine; diisopropylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; hexane; mineral oil;
DOI:10.1016/j.bmcl.2013.12.112