4-[4-(6-aminopyrimidin-4-ylamino)thiazolo[5,4-c]pyridin-2-yl]-3-chloro-5-fluorobenzonitrile hydrochloride salt

Base Information

Chemical Name:4-[4-(6-aminopyrimidin-4-ylamino)thiazolo[5,4-c]pyridin-2-yl]-3-chloro-5-fluorobenzonitrile hydrochloride salt
CAS No.:1365990-58-4
Molecular Formula:C₁₇H₉ClFN₇S*ClH
Molecular Weight:434.284
Hs Code.:

Synonyms:4-[4-(6-aminopyrimidin-4-ylamino)thiazolo[5,4-c]pyridin-2-yl]-3-chloro-5-fluorobenzonitrile hydrochloride salt

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Chemical Property of 4-[4-(6-aminopyrimidin-4-ylamino)thiazolo[5,4-c]pyridin-2-yl]-3-chloro-5-fluorobenzonitrile hydrochloride salt

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Technology Process of 4-[4-(6-aminopyrimidin-4-ylamino)thiazolo[5,4-c]pyridin-2-yl]-3-chloro-5-fluorobenzonitrile hydrochloride salt

There total 16 articles about 4-[4-(6-aminopyrimidin-4-ylamino)thiazolo[5,4-c]pyridin-2-yl]-3-chloro-5-fluorobenzonitrile hydrochloride salt 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: 91.0%

: 1365992-33-1
C₂₇H₂₅ClFN₇O₄S

: 1365990-58-4
4-[4-(6-aminopyrimidin-4-ylamino)thiazolo[5,4-c]pyridin-2-yl]-3-chloro-5-fluorobenzonitrile hydrochloride salt

Guidance literature:: With hydrogenchloride; In isopropyl alcohol; at 45 ℃; for 24h;

Reference yield:

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

: 1365990-58-4
4-[4-(6-aminopyrimidin-4-ylamino)thiazolo[5,4-c]pyridin-2-yl]-3-chloro-5-fluorobenzonitrile hydrochloride salt

Guidance literature:: Multi-step reaction with 11 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

9.1: hydrogenchloride / 1,4-dioxane / 3 h / 50 °C

10.1: caesium carbonate / 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane / 1 h / 80 °C / Inert atmosphere

11.1: hydrogenchloride / isopropyl alcohol / 24 h / 45 °C

With pyridine; hydrogenchloride; methanol; potassium phosphate; thionyl chloride; trimethylsilyl bromide; diphenyl phosphoryl azide; sodium hydride; caesium carbonate; 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

: 1365990-58-4
4-[4-(6-aminopyrimidin-4-ylamino)thiazolo[5,4-c]pyridin-2-yl]-3-chloro-5-fluorobenzonitrile hydrochloride salt

Guidance literature:: Multi-step reaction with 9 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

7.1: hydrogenchloride / 1,4-dioxane / 3 h / 50 °C

8.1: caesium carbonate / 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane / 1 h / 80 °C / Inert atmosphere

9.1: hydrogenchloride / isopropyl alcohol / 24 h / 45 °C

With pyridine; hydrogenchloride; 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;