3-chloro-2-[7-fluoro-4-(6-hydroxymethyl-pyrimidin-4-ylamino)-thiazolo[5,4-c]pyridin-2-yl]-benzonitrile

Base Information

Chemical Name:3-chloro-2-[7-fluoro-4-(6-hydroxymethyl-pyrimidin-4-ylamino)-thiazolo[5,4-c]pyridin-2-yl]-benzonitrile
CAS No.:1365990-80-2
Molecular Formula:C₁₈H₁₀ClFN₆OS
Molecular Weight:412.834
Hs Code.:

Synonyms:3-chloro-2-[7-fluoro-4-(6-hydroxymethyl-pyrimidin-4-ylamino)-thiazolo[5,4-c]pyridin-2-yl]-benzonitrile

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Chemical Property of 3-chloro-2-[7-fluoro-4-(6-hydroxymethyl-pyrimidin-4-ylamino)-thiazolo[5,4-c]pyridin-2-yl]-benzonitrile

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Technology Process of 3-chloro-2-[7-fluoro-4-(6-hydroxymethyl-pyrimidin-4-ylamino)-thiazolo[5,4-c]pyridin-2-yl]-benzonitrile

There total 12 articles about 3-chloro-2-[7-fluoro-4-(6-hydroxymethyl-pyrimidin-4-ylamino)-thiazolo[5,4-c]pyridin-2-yl]-benzonitrile 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: 52.0%

: 436851-94-4
(6-aminopyrimidin-4-yl)methanol

: 1365992-91-1
2-(4-bromo-7-fluorothiazolo[5,4-c]pyridin-2-yl)-3-chlorobenzonitrile

: 1365990-80-2
3-chloro-2-[7-fluoro-4-(6-hydroxymethyl-pyrimidin-4-ylamino)-thiazolo[5,4-c]pyridin-2-yl]-benzonitrile

Guidance literature:: With caesium carbonate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; at 80 ℃; for 6h; Inert atmosphere;

Reference yield:

: 159783-22-9
3,5-difluoropyridin-4-ylamine

: 1365990-80-2
3-chloro-2-[7-fluoro-4-(6-hydroxymethyl-pyrimidin-4-ylamino)-thiazolo[5,4-c]pyridin-2-yl]-benzonitrile

Guidance literature:: Multi-step reaction with 10 steps

1.1: pyridine / 19 h / 20 °C / Inert atmosphere

1.2: 0.5 h / 20 °C / Sonicating

2.1: sodium hydroxide; methanol / 20 - 50 °C / Inert atmosphere

2.2: pH 2 - 3

3.1: thionyl chloride / 18 h / Reflux

4.1: thiourea; pyridine / isopropyl alcohol / 6 h / Inert atmosphere; Reflux

4.2: Reflux

5.1: acetic acid; iron / 0.5 h / 100 °C

6.1: hydrogenchloride; sodium nitrite / acetonitrile; water / 0 °C

6.2: pH 6 - 7

6.3: 1.75 h / 60 - 70 °C

7.1: dihydrogen peroxide / methyltrioxorhenium(VII) / dichloromethane; water / 72 h / 20 °C / Inert atmosphere

8.1: trichlorophosphate / 1,2-dichloro-ethane / 16 h / 70 °C / Inert atmosphere

8.2: pH 6 - 7

9.1: trimethylsilyl bromide / propiononitrile / 20 - 50 °C / Inert atmosphere

10.1: caesium carbonate / 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane / 6 h / 80 °C / Inert atmosphere

With pyridine; hydrogenchloride; methanol; thionyl chloride; trimethylsilyl bromide; dihydrogen peroxide; iron; caesium carbonate; acetic acid; thiourea; sodium hydroxide; sodium nitrite; trichlorophosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; methyltrioxorhenium(VII); 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; dichloromethane; water; 1,2-dichloro-ethane; isopropyl alcohol; acetonitrile; propiononitrile;

Reference yield:

: 50425-14-4
2-chloro-6-nitro-benzoic acid chloride

: 1365990-80-2
3-chloro-2-[7-fluoro-4-(6-hydroxymethyl-pyrimidin-4-ylamino)-thiazolo[5,4-c]pyridin-2-yl]-benzonitrile

Guidance literature:: Multi-step reaction with 9 steps

1.1: pyridine / 19 h / 20 °C / Inert atmosphere

1.2: 0.5 h / 20 °C / Sonicating

2.1: thionyl chloride / 18 h / Reflux

3.1: thiourea; pyridine / isopropyl alcohol / 6 h / Inert atmosphere; Reflux

3.2: Reflux

4.1: acetic acid; iron / 0.5 h / 100 °C

5.1: hydrogenchloride; sodium nitrite / acetonitrile; water / 0 °C

5.2: pH 6 - 7

5.3: 1.75 h / 60 - 70 °C

6.1: dihydrogen peroxide / methyltrioxorhenium(VII) / dichloromethane; water / 72 h / 20 °C / Inert atmosphere

7.1: trichlorophosphate / 1,2-dichloro-ethane / 16 h / 70 °C / Inert atmosphere

7.2: pH 6 - 7

8.1: trimethylsilyl bromide / propiononitrile / 20 - 50 °C / Inert atmosphere

9.1: caesium carbonate / 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane / 6 h / 80 °C / Inert atmosphere

With pyridine; hydrogenchloride; thionyl chloride; trimethylsilyl bromide; dihydrogen peroxide; iron; caesium carbonate; acetic acid; thiourea; sodium nitrite; trichlorophosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; methyltrioxorhenium(VII); 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; dichloromethane; water; 1,2-dichloro-ethane; isopropyl alcohol; acetonitrile; propiononitrile;