7-(4-bromo-2-fluoro-phenylamino)-6-methyl-5-oxo-1,3,5,1-tetrahydro-indolizine-8-carboxylic acid (2-hydroxy-ethoxy)-amide

Base Information

• Chemical Name: 7-(4-bromo-2-fluoro-phenylamino)-6-methyl-5-oxo-1,3,5,1-tetrahydro-indolizine-8-carboxylic acid (2-hydroxy-ethoxy)-amide
• CAS No.: 1150098-45-5
• Molecular Formula: C₁₈H₁₉BrFN₃O₄
• Molecular Weight: 440.269
• Mol file: 1150098-45-5.mol

Synonyms:7-(4-bromo-2-fluoro-phenylamino)-6-methyl-5-oxo-1,3,5,1-tetrahydro-indolizine-8-carboxylic acid (2-hydroxy-ethoxy)-amide

Chemical Property of 7-(4-bromo-2-fluoro-phenylamino)-6-methyl-5-oxo-1,3,5,1-tetrahydro-indolizine-8-carboxylic acid (2-hydroxy-ethoxy)-amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7-(4-bromo-2-fluoro-phenylamino)-6-methyl-5-oxo-1,3,5,1-tetrahydro-indolizine-8-carboxylic acid (2-hydroxy-ethoxy)-amide

There total 9 articles about 7-(4-bromo-2-fluoro-phenylamino)-6-methyl-5-oxo-1,3,5,1-tetrahydro-indolizine-8-carboxylic acid (2-hydroxy-ethoxy)-amide 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: 80.0%

O-(2-hydroxyethyl)hydroxylamine (3279-95-6) + 7-(4-bromo-2-fluoro-phenylamino)-6-methyl-5-oxo-1,2,3,5-tetrahydro-indolizine-8-carboxylic acid (1193487-43-2) → 7-(4-bromo-2-fluoro-phenylamino)-6-methyl-5-oxo-1,3,5,1-tetrahydro-indolizine-8-carboxylic acid (2-hydroxy-ethoxy)-amide (1150098-45-5)

Guidance literature:

7-(4-bromo-2-fluoro-phenylamino)-6-methyl-5-oxo-1,2,3,5-tetrahydro-indolizine-8-carboxylic acid; With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; triethylamine; In tetrahydrofuran; at 17 - 20 ℃; for 0.5h; Inert atmosphere;

O-(2-hydroxyethyl)hydroxylamine; In tetrahydrofuran; at 20 ℃; for 0.5h; Inert atmosphere;

Reference yield:

7-(4-Bromo-2-fluoro-phenylamino)-6-methyl-5-oxo-1,2,3,1-tetrahydro-indolizine-8-carboxylic acid (2-vinyloxy-ethoxy)-amide (1193488-35-5) → 7-(4-bromo-2-fluoro-phenylamino)-6-methyl-5-oxo-1,3,5,1-tetrahydro-indolizine-8-carboxylic acid (2-hydroxy-ethoxy)-amide (1150098-45-5)

Guidance literature:

With hydrogenchloride; In ethanol; water; at 20 ℃; for 16h;

Reference yield:

7-Hydroxy-8-(ethoxycarbonyl)-6-methyl-2,3-dihydro-1H-indolizin-5-one (116993-42-1) → 7-(4-bromo-2-fluoro-phenylamino)-6-methyl-5-oxo-1,3,5,1-tetrahydro-indolizine-8-carboxylic acid (2-hydroxy-ethoxy)-amide (1150098-45-5)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 12 h / 20 °C

2.1: caesium carbonate / palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / toluene / 4 h / 90 °C

3.1: sodium hydroxide; water / tetrahydrofuran; methanol / 3 h / 20 °C

3.2: pH 1.5

4.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / dichloromethane; N,N-dimethyl-formamide / 2 h / 0 °C

4.2: 12 h

5.1: water / hydrogenchloride / ethanol / 16 h / 20 °C

With water; benzotriazol-1-ol; caesium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium hydroxide; hydrogenchloride; palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;

upstream raw materials:

7-(4-Bromo-2-fluoro-phenylamino)-6-methyl-5-oxo-1,2,3,1-tetrahydro-indolizine-8-carboxylic acid (2-vinyloxy-ethoxy)-amide

O-(2-hydroxyethyl)hydroxylamine

7-(4-bromo-2-fluoro-phenylamino)-6-methyl-5-oxo-1,2,3,5-tetrahydro-indolizine-8-carboxylic acid

7-Hydroxy-8-(ethoxycarbonyl)-6-methyl-2,3-dihydro-1H-indolizin-5-one