3-{3,5-dichloro-4-[4-(6-methylpyrimidin-4-ylamino)thiazolo[5,4-c]pyridin-2-yl]-phenyl}-azetidine-1-carboxylic acid tert-butyl ester

Base Information

Chemical Name:3-{3,5-dichloro-4-[4-(6-methylpyrimidin-4-ylamino)thiazolo[5,4-c]pyridin-2-yl]-phenyl}-azetidine-1-carboxylic acid tert-butyl ester
CAS No.:1365992-42-2
Molecular Formula:C₂₅H₂₄Cl₂N₆O₂S
Molecular Weight:543.477
Hs Code.:

Synonyms:3-{3,5-dichloro-4-[4-(6-methylpyrimidin-4-ylamino)thiazolo[5,4-c]pyridin-2-yl]-phenyl}-azetidine-1-carboxylic acid tert-butyl ester

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Chemical Property of 3-{3,5-dichloro-4-[4-(6-methylpyrimidin-4-ylamino)thiazolo[5,4-c]pyridin-2-yl]-phenyl}-azetidine-1-carboxylic acid tert-butyl ester

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Technology Process of 3-{3,5-dichloro-4-[4-(6-methylpyrimidin-4-ylamino)thiazolo[5,4-c]pyridin-2-yl]-phenyl}-azetidine-1-carboxylic acid tert-butyl ester

There total 9 articles about 3-{3,5-dichloro-4-[4-(6-methylpyrimidin-4-ylamino)thiazolo[5,4-c]pyridin-2-yl]-phenyl}-azetidine-1-carboxylic 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: 52.0%

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

: 1365992-41-1
3-[3,5-dichloro-4-(4-chlorothiazolo[5,4-c]pyridin-2-yl)-phenyl]-azetidine-1-carboxylic acid tert-butyl ester

: 1365992-42-2
3-{3,5-dichloro-4-[4-(6-methylpyrimidin-4-ylamino)thiazolo[5,4-c]pyridin-2-yl]-phenyl}-azetidine-1-carboxylic acid tert-butyl ester

Guidance literature:: With caesium carbonate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; at 85 ℃; for 36h; Inert atmosphere;

Reference yield:

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

: 1365992-42-2
3-{3,5-dichloro-4-[4-(6-methylpyrimidin-4-ylamino)thiazolo[5,4-c]pyridin-2-yl]-phenyl}-azetidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 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: triethylamine / 1,4-dioxane / 18 h / 100 °C

4.1: thionyl chloride / 56 h / 90 °C

5.1: thiourea; pyridine / isopropyl alcohol / 3.5 h / 90 °C

5.2: 1.5 h / 90 °C

6.1: chloro-trimethyl-silane; zinc / ISOPROPYLAMIDE; 1,1-Dibromoethane / 2.25 h / Inert atmosphere

6.2: 2 h / 80 °C / Inert atmosphere

7.1: caesium carbonate / 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane / 36 h / 85 °C / Inert atmosphere

With pyridine; chloro-trimethyl-silane; thionyl chloride; diphenyl phosphoryl azide; caesium carbonate; triethylamine; thiourea; trifluoroacetic acid; zinc; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; 1,1-Dibromoethane; dichloromethane; ISOPROPYLAMIDE; isopropyl alcohol; toluene;

Reference yield:

: 1258298-01-9
2,6-dichloro-4-iodo-benzoic acid

: 1365992-42-2
3-{3,5-dichloro-4-[4-(6-methylpyrimidin-4-ylamino)thiazolo[5,4-c]pyridin-2-yl]-phenyl}-azetidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: thionyl chloride / 2 h / Reflux

2.1: triethylamine / 1,4-dioxane / 18 h / 100 °C

3.1: thionyl chloride / 56 h / 90 °C

4.1: thiourea; pyridine / isopropyl alcohol / 3.5 h / 90 °C

4.2: 1.5 h / 90 °C

5.1: chloro-trimethyl-silane; zinc / ISOPROPYLAMIDE; 1,1-Dibromoethane / 2.25 h / Inert atmosphere

5.2: 2 h / 80 °C / Inert atmosphere

6.1: caesium carbonate / 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane / 36 h / 85 °C / Inert atmosphere

With pyridine; chloro-trimethyl-silane; thionyl chloride; caesium carbonate; triethylamine; thiourea; zinc; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; 1,1-Dibromoethane; ISOPROPYLAMIDE; isopropyl alcohol;