2-(4-amino-2-chloro-6-fluorophenyl)-N-(6-methylpyrimidin-4-yl)thiazolo[5,4-c]pyridin-4-amine

Base Information

Chemical Name:2-(4-amino-2-chloro-6-fluorophenyl)-N-(6-methylpyrimidin-4-yl)thiazolo[5,4-c]pyridin-4-amine
CAS No.:1365990-90-4
Molecular Formula:C₁₇H₁₂ClFN₆S
Molecular Weight:386.84
Hs Code.:

Synonyms:2-(4-amino-2-chloro-6-fluorophenyl)-N-(6-methylpyrimidin-4-yl)thiazolo[5,4-c]pyridin-4-amine

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Chemical Property of 2-(4-amino-2-chloro-6-fluorophenyl)-N-(6-methylpyrimidin-4-yl)thiazolo[5,4-c]pyridin-4-amine

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Technology Process of 2-(4-amino-2-chloro-6-fluorophenyl)-N-(6-methylpyrimidin-4-yl)thiazolo[5,4-c]pyridin-4-amine

There total 13 articles about 2-(4-amino-2-chloro-6-fluorophenyl)-N-(6-methylpyrimidin-4-yl)thiazolo[5,4-c]pyridin-4-amine 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: 10.0%

: 3435-28-7
6-methylpyrimidin-4-ylamine

: 1365993-15-2
tert-butyl 3-chloro-4-(4-chlorothiazolo[5,4-c]pyridin-2-yl)-5-fluorophenylcarbamate

: 1365990-90-4
2-(4-amino-2-chloro-6-fluorophenyl)-N-(6-methylpyrimidin-4-yl)thiazolo[5,4-c]pyridin-4-amine

Guidance literature:: With caesium carbonate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; at 150 ℃; for 0.333333h; Inert atmosphere; Microwave irradiation;

Reference yield:

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

: 1365990-90-4
2-(4-amino-2-chloro-6-fluorophenyl)-N-(6-methylpyrimidin-4-yl)thiazolo[5,4-c]pyridin-4-amine

Guidance literature:: Multi-step reaction with 6 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: lithium hexamethyldisilazane / tetrahydrofuran / 0 - 20 °C

3.2: -78 °C

4.1: thionyl chloride / 120 h / 90 °C

4.2: 4 h / 85 °C

4.3: 4 h / 85 °C

5.1: potassium phosphate / 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / toluene / 20 h / 90 °C / Inert atmosphere

6.1: caesium carbonate / 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane / 0.33 h / 150 °C / Inert atmosphere; Microwave irradiation

With potassium phosphate; thionyl chloride; diphenyl phosphoryl azide; caesium carbonate; trifluoroacetic acid; lithium hexamethyldisilazane; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In tetrahydrofuran; 1,4-dioxane; dichloromethane; toluene;

Reference yield:

: 1258298-25-7
dimethyl 2-chloro-6-fluoroterephthalate

: 1365990-90-4
2-(4-amino-2-chloro-6-fluorophenyl)-N-(6-methylpyrimidin-4-yl)thiazolo[5,4-c]pyridin-4-amine

Guidance literature:: Multi-step reaction with 10 steps

1.1: sodium hydroxide / N,N-dimethyl-formamide / 0.5 h / 20 °C

1.2: pH 3

2.1: triethylamine; diphenyl phosphoryl azide / 20 h / 85 °C

3.1: trifluoroacetic acid / dichloromethane / 4 h / 20 °C

3.2: pH 10

4.1: hydrogenchloride; sodium nitrite / water / 0 °C

4.2: 0 - 20 °C

5.1: pyridine; lithium iodide / 4 h / 115 °C

5.2: pH 4

6.1: thionyl chloride / 2 h / 80 °C

7.1: lithium hexamethyldisilazane / tetrahydrofuran / 0 - 20 °C

7.2: -78 °C

8.1: thionyl chloride / 120 h / 90 °C

8.2: 4 h / 85 °C

8.3: 4 h / 85 °C

9.1: potassium phosphate / 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / toluene / 20 h / 90 °C / Inert atmosphere

10.1: caesium carbonate / 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane / 0.33 h / 150 °C / Inert atmosphere; Microwave irradiation

With pyridine; hydrogenchloride; potassium phosphate; thionyl chloride; diphenyl phosphoryl azide; caesium carbonate; triethylamine; trifluoroacetic acid; sodium hydroxide; lithium iodide; lithium hexamethyldisilazane; sodium nitrite; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; toluene;