(+/-)-2-(4-fluoro-N-isopropylphenylsulfonamido)-N-(3-(2-(2-methylpyrrolidin-1-yl)pyrimidin-5-yl)benzyl)acetamide

Base Information

• Chemical Name: (+/-)-2-(4-fluoro-N-isopropylphenylsulfonamido)-N-(3-(2-(2-methylpyrrolidin-1-yl)pyrimidin-5-yl)benzyl)acetamide
• CAS No.: 1590398-22-3
• Molecular Formula: C₂₇H₃₂FN₅O₃S
• Molecular Weight: 525.647
• Mol file: 1590398-22-3.mol

Synonyms:(+/-)-2-(4-fluoro-N-isopropylphenylsulfonamido)-N-(3-(2-(2-methylpyrrolidin-1-yl)pyrimidin-5-yl)benzyl)acetamide

Chemical Property of (+/-)-2-(4-fluoro-N-isopropylphenylsulfonamido)-N-(3-(2-(2-methylpyrrolidin-1-yl)pyrimidin-5-yl)benzyl)acetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+/-)-2-(4-fluoro-N-isopropylphenylsulfonamido)-N-(3-(2-(2-methylpyrrolidin-1-yl)pyrimidin-5-yl)benzyl)acetamide

There total 5 articles about (+/-)-2-(4-fluoro-N-isopropylphenylsulfonamido)-N-(3-(2-(2-methylpyrrolidin-1-yl)pyrimidin-5-yl)benzyl)acetamide 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:

N-(3-bromobenzyl)-2-(4-fluoro-N-isopropylphenylsulfonamido)acetamide (1590398-21-2) + (+/-)-2-(2-methylpyrrolidin-1-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine (1417628-70-6) → (+/-)-2-(4-fluoro-N-isopropylphenylsulfonamido)-N-(3-(2-(2-methylpyrrolidin-1-yl)pyrimidin-5-yl)benzyl)acetamide (1590398-22-3)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium phosphate; In water; acetonitrile; at 85 ℃; for 3h; Inert atmosphere;

Reference yield:

[(4-fluorobenzenesulfonyl)(isopropyl)amino]acetic acid (1178934-09-2) → (+/-)-2-(4-fluoro-N-isopropylphenylsulfonamido)-N-(3-(2-(2-methylpyrrolidin-1-yl)pyrimidin-5-yl)benzyl)acetamide (1590398-22-3)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine; HATU / dichloromethane / 2 h / 20 °C

2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium phosphate / water; acetonitrile / 3 h / 85 °C / Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium phosphate; triethylamine; HATU; In dichloromethane; water; acetonitrile; 2: |Suzuki Coupling;

Reference yield:

N-(2-propyl)glycine methyl ester → (+/-)-2-(4-fluoro-N-isopropylphenylsulfonamido)-N-(3-(2-(2-methylpyrrolidin-1-yl)pyrimidin-5-yl)benzyl)acetamide (1590398-22-3)

Guidance literature:

Multi-step reaction with 4 steps

1: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / 2 h / 20 °C

2: lithium hydroxide; water / tetrahydrofuran / 1 h / 20 °C

3: triethylamine; HATU / dichloromethane / 2 h / 20 °C

4: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium phosphate / water; acetonitrile / 3 h / 85 °C / Inert atmosphere

With dmap; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium phosphate; water; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; lithium hydroxide; In tetrahydrofuran; dichloromethane; water; acetonitrile; 4: |Suzuki Coupling;

upstream raw materials:

[(4-fluorobenzenesulfonyl)(isopropyl)amino]acetic acid

methyl 2-(4-fluoro-N-isopropylphenylsulfonamido)acetate

N-(3-bromobenzyl)-2-(4-fluoro-N-isopropylphenylsulfonamido)acetamide

(+/-)-2-(2-methylpyrrolidin-1-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine

Downstream raw materials:

(S)-2-(4-fluoro-N-isopropylphenylsulfonamido)-N-(3-(2-(2-methylpyrrolidin-1-yl)pyrimidin-5-yl)benzyl)acetamide

(R)-2-(4-fluoro-N-isopropylphenylsulfonamido)-N-(3-(2-(2-methylpyrrolidin-1-yl)pyrimidin-5-yl)benzyl)acetamide