1-(2-(2-chloro-6-fluorophenyl)thiazolo[5,4-c]pyridin-4-yl)-3-cyclopropylurea

Base Information

• Chemical Name: 1-(2-(2-chloro-6-fluorophenyl)thiazolo[5,4-c]pyridin-4-yl)-3-cyclopropylurea
• CAS No.: 1365989-44-1
• Molecular Formula: C₁₆H₁₂ClFN₄OS
• Molecular Weight: 362.815
• Mol file: 1365989-44-1.mol

Synonyms:

Chemical Property of 1-(2-(2-chloro-6-fluorophenyl)thiazolo[5,4-c]pyridin-4-yl)-3-cyclopropylurea

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(2-(2-chloro-6-fluorophenyl)thiazolo[5,4-c]pyridin-4-yl)-3-cyclopropylurea

There total 10 articles about 1-(2-(2-chloro-6-fluorophenyl)thiazolo[5,4-c]pyridin-4-yl)-3-cyclopropylurea 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:

2-chloro-6-fluorobenzonitrile (668-45-1) → 1-(2-(2-chloro-6-fluorophenyl)thiazolo[5,4-c]pyridin-4-yl)-3-cyclopropylurea (1365989-44-1)

Guidance literature:

Multi-step reaction with 11 steps

1.1: triethylamine; pyridine; diammonium sulfide / 4 h / 50 °C

2.1: N,N-dimethyl-formamide / 18 h / 20 °C

2.2: 4 h / 120 °C

3.1: lithium borohydride; methanol / 0 °C

4.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / ethyl acetate / 20 - 70 °C

5.1: dichloromethane / 0 - 20 °C

6.1: water; lithium hydroxide / methanol / 24 h / 20 °C

6.2: pH 5

7.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 2 h / 20 °C

8.1: sodium azide / 1,4-dioxane; water; acetone / 1.25 h / 0 °C

9.1: 1,4-dioxane; diphenyl ether-biphenyl eutectic / 1.25 h / 230 °C

10.1: phosphorus(V) oxybromide / acetonitrile / 2 h / 100 °C

11.1: caesium carbonate / 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane / 2 h / 160 °C / Inert atmosphere; Microwave irradiation

With pyridine; methanol; diammonium sulfide; lithium borohydride; sodium azide; oxalyl dichloride; water; caesium carbonate; triethylamine; lithium hydroxide; phosphorus(V) oxybromide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; N,N-dimethyl-formamide; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; methanol; diphenyl ether-biphenyl eutectic; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetone; acetonitrile;

Reference yield:

2-chloro-6-fluorobenzenecarbothioamide (769-05-1) → 1-(2-(2-chloro-6-fluorophenyl)thiazolo[5,4-c]pyridin-4-yl)-3-cyclopropylurea (1365989-44-1)

Guidance literature:

Multi-step reaction with 10 steps

1.1: N,N-dimethyl-formamide / 18 h / 20 °C

1.2: 4 h / 120 °C

2.1: lithium borohydride; methanol / 0 °C

3.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / ethyl acetate / 20 - 70 °C

4.1: dichloromethane / 0 - 20 °C

5.1: water; lithium hydroxide / methanol / 24 h / 20 °C

5.2: pH 5

6.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 2 h / 20 °C

7.1: sodium azide / 1,4-dioxane; water; acetone / 1.25 h / 0 °C

8.1: 1,4-dioxane; diphenyl ether-biphenyl eutectic / 1.25 h / 230 °C

9.1: phosphorus(V) oxybromide / acetonitrile / 2 h / 100 °C

10.1: caesium carbonate / 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane / 2 h / 160 °C / Inert atmosphere; Microwave irradiation

With methanol; lithium borohydride; sodium azide; oxalyl dichloride; water; caesium carbonate; lithium hydroxide; phosphorus(V) oxybromide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; N,N-dimethyl-formamide; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; methanol; diphenyl ether-biphenyl eutectic; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetone; acetonitrile;

Reference yield:

(2-(2-chloro-6-fluorophenyl)thiazol-4-yl)methanol (1176514-65-0) → 1-(2-(2-chloro-6-fluorophenyl)thiazolo[5,4-c]pyridin-4-yl)-3-cyclopropylurea (1365989-44-1)

Guidance literature:

Multi-step reaction with 8 steps

1.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / ethyl acetate / 20 - 70 °C

2.1: dichloromethane / 0 - 20 °C

3.1: water; lithium hydroxide / methanol / 24 h / 20 °C

3.2: pH 5

4.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 2 h / 20 °C

5.1: sodium azide / 1,4-dioxane; water; acetone / 1.25 h / 0 °C

6.1: 1,4-dioxane; diphenyl ether-biphenyl eutectic / 1.25 h / 230 °C

7.1: phosphorus(V) oxybromide / acetonitrile / 2 h / 100 °C

8.1: caesium carbonate / 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane / 2 h / 160 °C / Inert atmosphere; Microwave irradiation

With sodium azide; oxalyl dichloride; water; caesium carbonate; lithium hydroxide; phosphorus(V) oxybromide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; N,N-dimethyl-formamide; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; methanol; diphenyl ether-biphenyl eutectic; dichloromethane; water; ethyl acetate; acetone; acetonitrile;

upstream raw materials:

2-chloro-6-fluorobenzonitrile

2-chloro-6-fluorobenzenecarbothioamide

ethyl 2-(2-chloro-6-fluorophenyl)thiazole-4-carboxylate

(2-(2-chloro-6-fluorophenyl)thiazol-4-yl)methanol

Refernces