methyl (+/-)-3-cyclobutyl-3-((5-fluoro-2-(5-fluoro-1-tosyl-1H-pyrrolo[2,3-b]pyridin-3-yl)pyrimidin-4-yl)amino)propanoate

Base Information

• Chemical Name: methyl (+/-)-3-cyclobutyl-3-((5-fluoro-2-(5-fluoro-1-tosyl-1H-pyrrolo[2,3-b]pyridin-3-yl)pyrimidin-4-yl)amino)propanoate
• CAS No.: 1422051-94-2
• Molecular Formula: C₂₆H₂₅F₂N₅O₄S
• Molecular Weight: 541.578
• Mol file: 1422051-94-2.mol

Synonyms:methyl (+/-)-3-cyclobutyl-3-((5-fluoro-2-(5-fluoro-1-tosyl-1H-pyrrolo[2,3-b]pyridin-3-yl)pyrimidin-4-yl)amino)propanoate

Chemical Property of methyl (+/-)-3-cyclobutyl-3-((5-fluoro-2-(5-fluoro-1-tosyl-1H-pyrrolo[2,3-b]pyridin-3-yl)pyrimidin-4-yl)amino)propanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (+/-)-3-cyclobutyl-3-((5-fluoro-2-(5-fluoro-1-tosyl-1H-pyrrolo[2,3-b]pyridin-3-yl)pyrimidin-4-yl)amino)propanoate

There total 10 articles about methyl (+/-)-3-cyclobutyl-3-((5-fluoro-2-(5-fluoro-1-tosyl-1H-pyrrolo[2,3-b]pyridin-3-yl)pyrimidin-4-yl)amino)propanoate 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: 71.0%

5-fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-(p-toluenesulfonyl)-1H-pyrrolo[2,3-b]pyridine (1259279-57-6) + methyl (+/-)-3-((2-chloro-5-fluoropyrimidin-4-yl)amino)-3-cyclobutylpropanoate (1422051-93-1) → methyl (+/-)-3-cyclobutyl-3-((5-fluoro-2-(5-fluoro-1-tosyl-1H-pyrrolo[2,3-b]pyridin-3-yl)pyrimidin-4-yl)amino)propanoate (1422051-94-2)

Guidance literature:

methyl (+/-)-3-((2-chloro-5-fluoropyrimidin-4-yl)amino)-3-cyclobutylpropanoate; With potassium phosphate; In 2-methyltetrahydrofuran; water; for 0.333333h; Inert atmosphere;

5-fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-(p-toluenesulfonyl)-1H-pyrrolo[2,3-b]pyridine; In 2-methyltetrahydrofuran; water; for 0.166667h; Inert atmosphere;

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; XPhos; In 2-methyltetrahydrofuran; water; at 80 ℃; for 5h;

Reference yield:

p-toluenesulfonyl chloride (98-59-9) → methyl (+/-)-3-cyclobutyl-3-((5-fluoro-2-(5-fluoro-1-tosyl-1H-pyrrolo[2,3-b]pyridin-3-yl)pyrimidin-4-yl)amino)propanoate (1422051-94-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.17 h / 0 °C

1.2: 2 h / 0 - 20 °C

2.1: potassium acetate / water; 1,4-dioxane / 0.5 h / Inert atmosphere

2.2: Inert atmosphere; Reflux

3.1: potassium phosphate / 2-methyltetrahydrofuran; water / 0.33 h / Inert atmosphere

3.2: 0.17 h / Inert atmosphere

3.3: 5 h / 80 °C

With potassium phosphate; potassium acetate; sodium hydride; In 2-methyltetrahydrofuran; 1,4-dioxane; water; N,N-dimethyl-formamide; mineral oil;

Reference yield:

3-bromo-5-fluoro-1-(p-toluenesulfonyl)-1H-pyrrolo[2,3-b]pyridine (1417421-99-8) → methyl (+/-)-3-cyclobutyl-3-((5-fluoro-2-(5-fluoro-1-tosyl-1H-pyrrolo[2,3-b]pyridin-3-yl)pyrimidin-4-yl)amino)propanoate (1422051-94-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium acetate / water; 1,4-dioxane / 0.5 h / Inert atmosphere

1.2: Inert atmosphere; Reflux

2.1: potassium phosphate / 2-methyltetrahydrofuran; water / 0.33 h / Inert atmosphere

2.2: 0.17 h / Inert atmosphere

2.3: 5 h / 80 °C

With potassium phosphate; potassium acetate; In 2-methyltetrahydrofuran; 1,4-dioxane; water;

upstream raw materials:

(+/-)-3-amino-3-cyclobutylpropanoic acid

(+/-)-methyl 3-amino-3-cyclobutylpropanoate

5-fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-(p-toluenesulfonyl)-1H-pyrrolo[2,3-b]pyridine

methyl (+/-)-3-((2-chloro-5-fluoropyrimidin-4-yl)amino)-3-cyclobutylpropanoate