N-(2-Fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetamide

Base Information

• Chemical Name: N-(2-Fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetamide
• CAS No.: 269410-27-7
• Molecular Formula: C14H19 B F N O3
• Molecular Weight: 279.119
• Hs Code.: 2934999090
• Mol file: 269410-27-7.mol

Synonyms:N-(2-Fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetamide;4-Acetamido-3-fluorobenzeneboronic acid, pinacol ester

Chemical Property of N-(2-Fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetamide

Chemical Property:

• Vapor Pressure: 4.61E-07mmHg at 25°C
• Refractive Index: 1.5
• Boiling Point: 414°Cat760mmHg
• PKA: 14.17±0.70(Predicted)
• Flash Point: 204.2°C
• PSA: 47.56000
• Density: 1.13g/cm³
• LogP: 2.15630
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

4-Acetamido-3-fluorophenylboronicacid,pinacolester ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-(2-Fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetamide

There total 2 articles about N-(2-Fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)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: 67.0%

→ N-[2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]acetamide (269410-27-7)

Guidance literature:

Reference yield:

N-(4-bromo-2-fluorophenyl)acetamide (326-66-9) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → N-[2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]acetamide (269410-27-7)

Guidance literature:

With triethylamine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane; at 80 ℃; for 18h;

N-(4-bromo-2-fluorophenyl)acetamide; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane; In 1,4-dioxane; at 80 ℃; for 52h;

Reference yield: 44.0%

N-[2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]acetamide (269410-27-7) + 4-bromo-Ν-α-[(trans-4-{[(tert-butoxycarbonyl)amino]methyl}cyclohexyl)carbonyl]-N-[4-(2H-tetrazol-5-yl)phenyl]-L-phenylalaninamide → tert-butyl [(trans-4-{[(2S)-3-(4'-acetamido-3'-fluorobiphenyl-4-yl)-1-oxo-1-{[4-(2H-tetrazol-5-yl)phenyl]amino}propan-2-yl]carbamoyl}cyclohexyl)methyl]carbamate

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In water; dimethyl sulfoxide; at 110 ℃; for 0.0333333h; Microwave irradiation;

upstream raw materials:

N-(4-bromo-2-fluorophenyl)acetamide

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane