(6-{5-[tert-butoxycarbonyl-(3-hydroxy-propyl)-amino]-2-chloro-pyridin-3-yl}-pyrazin-2-yl)-(3-chloro-phenyl)-carbamic acid tert-butyl ester

Base Information

Chemical Name:(6-{5-[tert-butoxycarbonyl-(3-hydroxy-propyl)-amino]-2-chloro-pyridin-3-yl}-pyrazin-2-yl)-(3-chloro-phenyl)-carbamic acid tert-butyl ester
CAS No.:882516-38-3
Molecular Formula:C₂₈H₃₃Cl₂N₅O₅
Molecular Weight:590.507
Hs Code.:

(6-{5-[<i>tert</i>-butoxycarbonyl-(3-hydroxy-propyl)-amino]-2-chloro-pyridin-3-yl}-pyrazin-2-yl)-(3-chloro-phenyl)-carbamic acid <i>tert</i>-butyl ester

Synonyms:(6-{5-[tert-butoxycarbonyl-(3-hydroxy-propyl)-amino]-2-chloro-pyridin-3-yl}-pyrazin-2-yl)-(3-chloro-phenyl)-carbamic acid tert-butyl ester

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Chemical Property of (6-{5-[tert-butoxycarbonyl-(3-hydroxy-propyl)-amino]-2-chloro-pyridin-3-yl}-pyrazin-2-yl)-(3-chloro-phenyl)-carbamic acid tert-butyl ester

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Technology Process of (6-{5-[tert-butoxycarbonyl-(3-hydroxy-propyl)-amino]-2-chloro-pyridin-3-yl}-pyrazin-2-yl)-(3-chloro-phenyl)-carbamic acid tert-butyl ester

There total 5 articles about (6-{5-[tert-butoxycarbonyl-(3-hydroxy-propyl)-amino]-2-chloro-pyridin-3-yl}-pyrazin-2-yl)-(3-chloro-phenyl)-carbamic acid tert-butyl ester 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:

: 405940-12-7
(3-chlorophenyl)(6-chloropyrazin-2-yl)carbamic acid tert-butyl ester

: 405939-60-8
(5-bromo-6-chloropyridin-3-yl)-(3-hydroxypropyl)carbamic acid tert-butyl ester

: 882516-38-3
(6-{5-[tert-butoxycarbonyl-(3-hydroxy-propyl)-amino]-2-chloro-pyridin-3-yl}-pyrazin-2-yl)-(3-chloro-phenyl)-carbamic acid tert-butyl ester

Guidance literature:: (5-bromo-6-chloropyridin-3-yl)-(3-hydroxypropyl)carbamic acid tert-butyl ester; With 2,6-di-tert-butyl-4-methyl-phenol; hexamethyldistannane; lithium chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; at 100 ℃; for 3h;

(3-chlorophenyl)(6-chloropyrazin-2-yl)carbamic acid tert-butyl ester; With bis-triphenylphosphine-palladium(II) chloride; lithium chloride; In toluene; at 110 ℃; for 32h;
DOI:10.1021/jm058205b

Reference yield:

: 405939-59-5
(5-bromo-6-chloropyridin-3-yl)carbamic acid tert-butyl ester

: 882516-38-3
(6-{5-[tert-butoxycarbonyl-(3-hydroxy-propyl)-amino]-2-chloro-pyridin-3-yl}-pyrazin-2-yl)-(3-chloro-phenyl)-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 30 percent / Cs₂CO₃ / acetonitrile / 17 h / 65 °C

2.1: bis(trimethyltin); 2,6-di-tert-butyl-4-methylphenol; LiCl / tetrakis(triphenylphosphine)palladium / dioxane / 3 h / 100 °C

2.2: 28 mg / dichlorobis-(triphenylphosphine)palladium; LiCl / toluene / 32 h / 110 °C

With 2,6-di-tert-butyl-4-methyl-phenol; hexamethyldistannane; caesium carbonate; lithium chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; acetonitrile; 2.2: Stille coupling;
DOI:10.1021/jm058205b

Reference yield:

: 41668-13-7
5-bromo-6-hydroxy-3-pyridinecarboxylic acid

: 882516-38-3
(6-{5-[tert-butoxycarbonyl-(3-hydroxy-propyl)-amino]-2-chloro-pyridin-3-yl}-pyrazin-2-yl)-(3-chloro-phenyl)-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 87 percent / POCl₃; quinoline / 2 h / 120 °C

2.1: 3.04 g / diphenylphosphoryl azide; triethylamine / toluene / 4.5 h / 65 - 100 °C

3.1: 30 percent / Cs₂CO₃ / acetonitrile / 17 h / 65 °C

4.1: bis(trimethyltin); 2,6-di-tert-butyl-4-methylphenol; LiCl / tetrakis(triphenylphosphine)palladium / dioxane / 3 h / 100 °C

4.2: 28 mg / dichlorobis-(triphenylphosphine)palladium; LiCl / toluene / 32 h / 110 °C

With quinoline; 2,6-di-tert-butyl-4-methyl-phenol; diphenylphosphoranyl azide; hexamethyldistannane; caesium carbonate; triethylamine; lithium chloride; trichlorophosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; toluene; acetonitrile; 2.1: Curtius rearrangement / 4.2: Stille coupling;
DOI:10.1021/jm058205b