[2-(2-chloro-4-cyano-6-fluorophenyl)thiazolo[5,4-c]pyridin-4-yl]-carbamic acid tert-butyl ester

Base Information

Chemical Name:[2-(2-chloro-4-cyano-6-fluorophenyl)thiazolo[5,4-c]pyridin-4-yl]-carbamic acid tert-butyl ester
CAS No.:1365992-31-9
Molecular Formula:C₁₈H₁₄ClFN₄O₂S
Molecular Weight:404.852
Hs Code.:

Synonyms:[2-(2-chloro-4-cyano-6-fluorophenyl)thiazolo[5,4-c]pyridin-4-yl]-carbamic acid tert-butyl ester

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Chemical Property of [2-(2-chloro-4-cyano-6-fluorophenyl)thiazolo[5,4-c]pyridin-4-yl]-carbamic acid tert-butyl ester

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Technology Process of [2-(2-chloro-4-cyano-6-fluorophenyl)thiazolo[5,4-c]pyridin-4-yl]-carbamic acid tert-butyl ester

There total 13 articles about [2-(2-chloro-4-cyano-6-fluorophenyl)thiazolo[5,4-c]pyridin-4-yl]-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: 100.0%

: 4248-19-5
tert-butyl carbazate

: 1365992-18-2
4-(4-bromothiazolo[5,4-c]pyridin-2-yl)-3-chloro-5-fluorobenzonitrile

: 1365992-31-9
[2-(2-chloro-4-cyano-6-fluorophenyl)thiazolo[5,4-c]pyridin-4-yl]-carbamic acid tert-butyl ester

Guidance literature:: With potassium phosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In water; toluene; at 60 ℃; for 4h; Inert atmosphere;

Reference yield:

: 628691-93-0
2-chloro-3-fluoro-pyridine-4-carboxylic acid

: 1365992-31-9
[2-(2-chloro-4-cyano-6-fluorophenyl)thiazolo[5,4-c]pyridin-4-yl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: diphenyl phosphoryl azide / toluene / 3 h / 110 °C / Inert atmosphere

2.1: trifluoroacetic acid / dichloromethane / 5 h / 20 °C

2.2: NH₂ cartridge

3.1: sodium hydride / N,N-dimethyl-formamide / 0.33 h / 0 °C

3.2: 16 h / 0 - 20 °C

4.1: sodium hydroxide; methanol / 1,4-dioxane / 2.5 h / 20 °C

5.1: thionyl chloride / 65 h / Reflux

6.1: thiourea; pyridine / isopropyl alcohol / 3 h / Reflux

6.2: 3 h / 20 °C / Reflux

7.1: trimethylsilyl bromide / propiononitrile / 21 h / Reflux

8.1: potassium phosphate / 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / toluene; water / 4 h / 60 °C / Inert atmosphere

With pyridine; methanol; potassium phosphate; thionyl chloride; trimethylsilyl bromide; diphenyl phosphoryl azide; sodium hydride; thiourea; trifluoroacetic acid; sodium hydroxide; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol; toluene; propiononitrile;

Reference yield:

: 17282-04-1
2-chloro-3-fluoropyridine

: 1365992-31-9
[2-(2-chloro-4-cyano-6-fluorophenyl)thiazolo[5,4-c]pyridin-4-yl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: lithium diisopropyl amide / n-heptane; tetrahydrofuran; ethylbenzene / 4.67 h / -70 °C

1.2: 2 h / -70 - 20 °C

2.1: caesium carbonate / 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane / 4 h / Inert atmosphere; Reflux

3.1: thionyl chloride / 65 h / Reflux

4.1: thiourea; pyridine / isopropyl alcohol / 3 h / Reflux

4.2: 3 h / 20 °C / Reflux

5.1: trimethylsilyl bromide / propiononitrile / 21 h / Reflux

6.1: potassium phosphate / 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / toluene; water / 4 h / 60 °C / Inert atmosphere

With pyridine; potassium phosphate; thionyl chloride; trimethylsilyl bromide; caesium carbonate; thiourea; lithium diisopropyl amide; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In tetrahydrofuran; 1,4-dioxane; n-heptane; ethylbenzene; water; isopropyl alcohol; toluene; propiononitrile;