(rac)-ethyl {[(2-{[5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyridin-2-yl]amino}-6-methoxypyridin-4-yl)methyl](methyl)oxido-λ⁶-sulfanylidene}carbamate

Base Information

• Chemical Name: (rac)-ethyl {[(2-{[5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyridin-2-yl]amino}-6-methoxypyridin-4-yl)methyl](methyl)oxido-λ⁶-sulfanylidene}carbamate
• CAS No.: 1610358-82-1
• Molecular Formula: C₂₃H₂₄F₂N₄O₅S
• Molecular Weight: 506.53

Synonyms:(rac)-ethyl {[(2-{[5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyridin-2-yl]amino}-6-methoxypyridin-4-yl)methyl](methyl)oxido-λ⁶-sulfanylidene}carbamate

Chemical Property of (rac)-ethyl {[(2-{[5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyridin-2-yl]amino}-6-methoxypyridin-4-yl)methyl](methyl)oxido-λ⁶-sulfanylidene}carbamate

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Technology Process of (rac)-ethyl {[(2-{[5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyridin-2-yl]amino}-6-methoxypyridin-4-yl)methyl](methyl)oxido-λ⁶-sulfanylidene}carbamate

There total 8 articles about (rac)-ethyl {[(2-{[5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyridin-2-yl]amino}-6-methoxypyridin-4-yl)methyl](methyl)oxido-λ⁶-sulfanylidene}carbamate 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:

5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyridin-2-amine (1602486-07-6) + (rac)-ethyl {[(2-chloro-6-methoxypyridin-4-yl)methyl](methyl)oxido-λ6-sulfanylidene}carbamate (1610359-23-3) → (rac)-ethyl {[(2-{[5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyridin-2-yl]amino}-6-methoxypyridin-4-yl)methyl](methyl)oxido-λ6-sulfanylidene}carbamate (1610358-82-1)

Guidance literature:

With potassium phosphate; chloro(2-dicyclohexylphosphino-2',4',6'-tri-iso-propyl-1,1'-biphenyl)[2-(2-aminoethyl)phenyl]palladium(II) methyl-tert-butyl ether adduct; XPhos; In 1-methyl-pyrrolidin-2-one; toluene; at 130 ℃; for 2h; Inert atmosphere;

Reference yield:

2-chloro-5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyridine (1602486-03-2) → (rac)-ethyl {[(2-{[5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyridin-2-yl]amino}-6-methoxypyridin-4-yl)methyl](methyl)oxido-λ6-sulfanylidene}carbamate (1610358-82-1)

Guidance literature:

Multi-step reaction with 2 steps

1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; lithium hexamethyldisilazane; XPhos / 1,4-dioxane / 6 h / 60 °C / Inert atmosphere

2: XPhos; chloro(2-dicyclohexylphosphino-2',4',6'-tri-iso-propyl-1,1'-biphenyl)[2-(2-aminoethyl)phenyl]palladium(II) methyl-tert-butyl ether adduct; potassium phosphate / 1-methyl-pyrrolidin-2-one; toluene / 2 h / 130 °C / Inert atmosphere

With potassium phosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; chloro(2-dicyclohexylphosphino-2',4',6'-tri-iso-propyl-1,1'-biphenyl)[2-(2-aminoethyl)phenyl]palladium(II) methyl-tert-butyl ether adduct; lithium hexamethyldisilazane; XPhos; In 1,4-dioxane; 1-methyl-pyrrolidin-2-one; toluene;

Reference yield:

2-chloro-6-methoxy-4-[(methylsulfanyl)methyl]pyridine (1610359-08-4) → (rac)-ethyl {[(2-{[5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyridin-2-yl]amino}-6-methoxypyridin-4-yl)methyl](methyl)oxido-λ6-sulfanylidene}carbamate (1610358-82-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: iron(III) chloride / acetonitrile / 0.17 h / 0 °C

1.2: 1 h / 0 °C

2.1: 2,2,2-trifluoroacetamide; magnesium oxide; dirhodium tetraacetate; iodobenzene diacetic acid / dichloromethane / 18 h / 20 °C

2.2: 1.5 h

3.1: pyridine / 0 - 20 °C

4.1: XPhos; chloro(2-dicyclohexylphosphino-2',4',6'-tri-iso-propyl-1,1'-biphenyl)[2-(2-aminoethyl)phenyl]palladium(II) methyl-tert-butyl ether adduct; potassium phosphate / 1-methyl-pyrrolidin-2-one; toluene / 2 h / 130 °C / Inert atmosphere

With iron(III) chloride; dirhodium tetraacetate; potassium phosphate; iodobenzene diacetic acid; 2,2,2-trifluoroacetamide; chloro(2-dicyclohexylphosphino-2',4',6'-tri-iso-propyl-1,1'-biphenyl)[2-(2-aminoethyl)phenyl]palladium(II) methyl-tert-butyl ether adduct; magnesium oxide; XPhos; In pyridine; 1-methyl-pyrrolidin-2-one; dichloromethane; toluene; acetonitrile;

upstream raw materials:

2-chloro-5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyridine

5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyridin-2-amine

(rac)-ethyl {[(2-chloro-6-methoxypyridin-4-yl)methyl](methyl)oxido-λ⁶-sulfanylidene}carbamate

4-(bromomethyl)-2-chloro-6-methoxypyridine

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