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

Base Information

• Chemical Name: N-methyl-N-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetamide
• CAS No.: 1056456-21-3
• Molecular Formula: C₁₅H₂₂BNO₃
• Molecular Weight: 275.156
• Mol file: 1056456-21-3.mol

Synonyms:N-methyl-N-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetamide

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

Chemical Property:

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 4 articles about N-methyl-N-(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: 98.2%

N-methyl-N-[4-(methylsulfanyl)phenyl]acetamide (51657-90-0) + bis(pinacol)diborane (73183-34-3) → N-methyl-N-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetamide (1056456-21-3)

Guidance literature:

bis(pinacol)diborane; With [Rh(OH)(cod)]2; tricyclohexylphosphine; In hexane; at 80 ℃; for 1h; Glovebox; Inert atmosphere;

N-methyl-N-[4-(methylsulfanyl)phenyl]acetamide; In hexane; at 80 ℃; for 12h; Glovebox; Inert atmosphere;

DOI:10.1021/acs.orglett.6b01250

Reference yield: 80.0%

N-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetamide (214360-60-8) + methyl iodide (74-88-4) → N-methyl-N-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetamide (1056456-21-3)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 20 ℃; for 4h;

Reference yield: 72.0%

C21H18NOS2(1+)*CF3O3S(1-) + bis(pinacol)diborane (73183-34-3) → N-methyl-N-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetamide (1056456-21-3)

Guidance literature:

With dmap; (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; In acetonitrile; at 20 ℃; for 8h; Irradiation; Inert atmosphere;

DOI:10.1007/s11426-019-9652-x

upstream raw materials:

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

methyl iodide

4'-(methylthio)acetanilide

N-methyl-N-[4-(methylsulfanyl)phenyl]acetamide

Downstream raw materials:

p-(acetyl-N-methyl)aminophenyl azide

tert-butyl {1-[4-(2-{4-[acetyl(methyl)amino]phenyl}-9H-imidazo[1,2-d]pyrido[2,3-b][1,4]benzodiazepin-3-yl)phenyl]cyclobutyl}carbamate