2-(dimethylamino)-4-(4-fluorophenyl)-5-oxo-4,5-dihydrothiazolo[5,4-b]pyridine-6-formic acid

Base Information

• Chemical Name: 2-(dimethylamino)-4-(4-fluorophenyl)-5-oxo-4,5-dihydrothiazolo[5,4-b]pyridine-6-formic acid
• CAS No.: 1415797-93-1
• Molecular Formula: C₁₅H₁₂FN₃O₃S
• Molecular Weight: 333.343
• Mol file: 1415797-93-1.mol

Synonyms:2-(dimethylamino)-4-(4-fluorophenyl)-5-oxo-4,5-dihydrothiazolo[5,4-b]pyridine-6-formic acid

Chemical Property of 2-(dimethylamino)-4-(4-fluorophenyl)-5-oxo-4,5-dihydrothiazolo[5,4-b]pyridine-6-formic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(dimethylamino)-4-(4-fluorophenyl)-5-oxo-4,5-dihydrothiazolo[5,4-b]pyridine-6-formic acid

There total 9 articles about 2-(dimethylamino)-4-(4-fluorophenyl)-5-oxo-4,5-dihydrothiazolo[5,4-b]pyridine-6-formic acid 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: 62.0%

methyl 2-(dimethylamino)-4-(4-fluorophenyl)-5-oxo-4,5-dihydrothiazolo[5,4-b]pyridine-6-formate (1415797-92-0) → 2-(dimethylamino)-4-(4-fluorophenyl)-5-oxo-4,5-dihydrothiazolo[5,4-b]pyridine-6-formic acid (1415797-93-1)

Guidance literature:

With lithium hydroxide monohydrate; In tetrahydrofuran; water; at 20 ℃; for 3h;

Reference yield:

2-bromo-5-methoxy-thiazolo[5,4-b]pyridine (214337-35-6) → 2-(dimethylamino)-4-(4-fluorophenyl)-5-oxo-4,5-dihydrothiazolo[5,4-b]pyridine-6-formic acid (1415797-93-1)

Guidance literature:

Multi-step reaction with 7 steps

1: water; acetonitrile / 20 °C

2: N-Bromosuccinimide / N,N-dimethyl-formamide / 2 h / 75 °C / Inert atmosphere

3: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; zinc; 1,1'-bis-(diphenylphosphino)ferrocene / N,N-dimethyl-formamide / 1 h / 100 °C / Inert atmosphere

4: hydrogen bromide / 2 h / Reflux

5: thionyl chloride / Inert atmosphere; Reflux

6: pyridine; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; copper(l) iodide / acetonitrile / 24 h / 40 °C

7: lithium hydroxide monohydrate / tetrahydrofuran; water / 3 h / 20 °C

With pyridine; 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; N-Bromosuccinimide; copper(l) iodide; thionyl chloride; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; lithium hydroxide monohydrate; hydrogen bromide; zinc; In tetrahydrofuran; water; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

2-(dimethylamino)-5-methoxy-thiazolo[5,4-b]pyridine-6-formonitrile (1415797-89-5) → 2-(dimethylamino)-4-(4-fluorophenyl)-5-oxo-4,5-dihydrothiazolo[5,4-b]pyridine-6-formic acid (1415797-93-1)

Guidance literature:

Multi-step reaction with 4 steps

1: hydrogen bromide / 2 h / Reflux

2: thionyl chloride / Inert atmosphere; Reflux

3: pyridine; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; copper(l) iodide / acetonitrile / 24 h / 40 °C

4: lithium hydroxide monohydrate / tetrahydrofuran; water / 3 h / 20 °C

With pyridine; copper(l) iodide; thionyl chloride; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; lithium hydroxide monohydrate; hydrogen bromide; In tetrahydrofuran; water; acetonitrile;

upstream raw materials:

methyl 2-(dimethylamino)-4-(4-fluorophenyl)-5-oxo-4,5-dihydrothiazolo[5,4-b]pyridine-6-formate

6-methoxy-pyridin-3-ylamine

5-methoxythiazolo[5,4-b]pyridin-2-amine

2-bromo-5-methoxy-thiazolo[5,4-b]pyridine

Downstream raw materials:

N-(4-(2-amino-3-chloropyridine-4-oxy)-3-fluorophenyl)-2-(dimethylamino)-4-(4-fluorophenyl)-5-oxo-4,5-dihydro-thiazolo[5,4-b]pyridine-6-formamide