tert-butyl N-{2-chloro-5-[2-(4-fluorophenyl)ethynyl]-1,3-thiazol-4-yl}carbamate

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Chemical Name:tert-butyl N-{2-chloro-5-[2-(4-fluorophenyl)ethynyl]-1,3-thiazol-4-yl}carbamate
CAS No.:1258934-81-4
Molecular Formula:C₁₆H₁₄ClFN₂O₂S
Molecular Weight:352.817
Hs Code.:

Synonyms:tert-butyl N-{2-chloro-5-[2-(4-fluorophenyl)ethynyl]-1,3-thiazol-4-yl}carbamate

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Chemical Property of tert-butyl N-{2-chloro-5-[2-(4-fluorophenyl)ethynyl]-1,3-thiazol-4-yl}carbamate

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Technology Process of tert-butyl N-{2-chloro-5-[2-(4-fluorophenyl)ethynyl]-1,3-thiazol-4-yl}carbamate

There total 3 articles about tert-butyl N-{2-chloro-5-[2-(4-fluorophenyl)ethynyl]-1,3-thiazol-4-yl}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: 78.0%

: 1258934-71-2
tert-butyl N-{5-[2-(4-fluorophenyl)ethynyl]-1,3-thiazol-4-yl}carbamate

: 1258934-81-4
tert-butyl N-{2-chloro-5-[2-(4-fluorophenyl)ethynyl]-1,3-thiazol-4-yl}carbamate

Guidance literature:: tert-butyl N-{5-[2-(4-fluorophenyl)ethynyl]-1,3-thiazol-4-yl}carbamate; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; Inert atmosphere;

With N-chloro-succinimide; In tetrahydrofuran; hexane; at -78 ℃; for 0.25h; Inert atmosphere;
DOI:10.1055/s-0030-1258159

Reference yield:

: 1235406-42-4
thiazol-4-ylaminocarboxylic acid tert-butyl ester

: 1258934-81-4
tert-butyl N-{2-chloro-5-[2-(4-fluorophenyl)ethynyl]-1,3-thiazol-4-yl}carbamate

Guidance literature:: Multi-step reaction with 3 steps

1.1: N-iodo-succinimide / 1,2-dichloro-ethane / 2 h / Reflux

2.1: caesium carbonate; copper(l) iodide / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / tetrahydrofuran / 6 h / 50 °C / Inert atmosphere

3.1: n-butyllithium / hexane; tetrahydrofuran / 0.33 h / -78 °C / Inert atmosphere

3.2: 0.25 h / -78 °C

With N-iodo-succinimide; copper(l) iodide; n-butyllithium; caesium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; hexane; 1,2-dichloro-ethane;

Reference yield:

: 1258934-68-7
tert-butyl N-(5-iodo-1,3-thiazol-4-yl)carbamate

: 1258934-81-4
tert-butyl N-{2-chloro-5-[2-(4-fluorophenyl)ethynyl]-1,3-thiazol-4-yl}carbamate

Guidance literature:: Multi-step reaction with 2 steps

1.1: caesium carbonate; copper(l) iodide / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / tetrahydrofuran / 6 h / 50 °C / Inert atmosphere

2.1: n-butyllithium / hexane; tetrahydrofuran / 0.33 h / -78 °C / Inert atmosphere

2.2: 0.25 h / -78 °C

With copper(l) iodide; n-butyllithium; caesium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; hexane;