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

Base Information

• Chemical Name: N-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetamide
• CAS No.: 214360-60-8
• Molecular Formula: C14H20BNO3
• Molecular Weight: 261.129
• Hs Code.: 29349990
• European Community (EC) Number: 625-791-5
• DSSTox Substance ID: DTXSID80370399
• Nikkaji Number: J1.255.215G
• Wikidata: Q72434126
• Mol file: 214360-60-8.mol

Synonyms:214360-60-8;N-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetamide;4'-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)acetanilide;N-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]acetamide;4-Acetamidophenylboronic acid pinacol ester;4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)acetanilide;4-ACETYLAMINOPHENYLBORONIC ACID PINACOL ESTER;4-Acetylaminophenylboronic acid, pinacol ester;MFCD02093722;N-[4-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]acetamide;ACETAMIDE, N-[4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENYL]-;4-(Acetamido)benzeneboronic acid, pinacol ester;(4-ACETAMIDOPHENYL)BORONIC ACID PINACOL ESTER;SCHEMBL1284377;DTXSID80370399;ANGKVUVZQVUVJO-UHFFFAOYSA-N;AKOS015888391;N-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-acetamide;AS-2604;AM803514;SY025526;4-Acetamidobenzeneboronic acid pinacol ester;CS-0097879;FT-0643973;T1950;10.14272/ANGKVUVZQVUVJO-UHFFFAOYSA-N;EN300-3256203;4-Acetamidophenylboronic acid pinacol ester, 97%;A815365;doi:10.14272/ANGKVUVZQVUVJO-UHFFFAOYSA-N;J-014064;2-(4-Acetamidophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-acetanilide;N-(4-(4455-tetramethyl-132-dioxaborolan-2-yl)phenyl)acetamide;2-[4-(Acetylamino)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

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

Chemical Property:

• Appearance/Colour: Light yellow to light beige powder
• Vapor Pressure: 2.27E-07mmHg at 25°C
• Melting Point: 160-164 °C(lit.)
• Refractive Index: 1.51
• Boiling Point: 423.249 °C at 760 mmHg
• PKA: 15.26±0.70(Predicted)
• Flash Point: 209.774 °C
• PSA: 47.56000
• Density: 1.078 g/cm³
• LogP: 2.01720
• Storage Temp.: Refrigerator (+4°C)
• Water Solubility.: Insoluble in water
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 261.1536237
• Heavy Atom Count: 19
• Complexity: 333

Purity/Quality:

98% ^*data from raw suppliers

4-Acetylaminophenylboronicacid,pinacolester ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC=C(C=C2)NC(=O)C

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

There total 23 articles about 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: 100.0%

acetic anhydride (108-24-7) + 4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)aniline (214360-73-3) → N-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetamide (214360-60-8)

Guidance literature:

at 20 ℃; for 1h;

DOI:10.1016/j.tetlet.2015.06.059

Reference yield: 97.0%

4-bromoacetanilide (103-88-8) + bis(pinacol)diborane (73183-34-3) → N-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetamide (214360-60-8)

Guidance literature:

With C₂₆H₂₅Cl₂FeN₂PPd; potassium acetate; In isopropyl alcohol; at 85 ℃; for 6h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.organomet.9b00398

Reference yield: 97.0%

4-(acetylamino)benzenediazonium tetrafluoroborate + bis(pinacol)diborane (73183-34-3) → N-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetamide (214360-60-8)

Guidance literature:

With dimanganese decacarbonyl; In acetonitrile; at 20 ℃; for 2h; Sealed tube; Inert atmosphere; Irradiation;

DOI:10.1002/chem.202004568

upstream raw materials:

m-4-acetamidophenyl trifluoromethanesulfonate

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

acetic anhydride

4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)aniline

Downstream raw materials:

N-(4-(pyridin-4-yl)phenyl)acetamide

(R)-N-{4-[6-(1-aza-bicyclo[2.2.2]oct-3-yloxy)-pyridazin-3-yl]-phenyl}-acetamide

(4-acetylaminophenyl)boronic acid

N-(4'-(4-(hydrazinecarbonyl)-1,6-naphthyridin-2-yl)-[1,1'-biphenyl]-4-yl)acetamide

Refernces

• 1、 Ji, Shuohan,Qin, Shengxiang,Yin, Chunyu,Luo, Lu,Zhang, Hua. "Unreactive C-N Bond Activation of Anilines via Photoinduced Aerobic Borylation". supporting information. p. 64 - 68. Retrieved 2021/12/27.
• 2、 -. "COMBINATION THERAPY WITH A PHOSPHOINOSITIDE 3-KINASE INHIBITOR WITH A ZINC BINDING MOIETY". Paragraph 0088; 0098; 0129. . Retrieved 2020/04/09.