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

Base Information

• Chemical Name: 4-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline
• CAS No.: 882670-69-1
• Molecular Formula: C13H20 B N O2
• Molecular Weight: 233.118
• Hs Code.: 2934999090
• European Community (EC) Number: 623-049-5
• DSSTox Substance ID: DTXSID80582076
• Wikidata: Q72439905
• Mol file: 882670-69-1.mol

Synonyms:882670-69-1;4-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline;5-AMINO-2-METHYLPHENYLBORONIC ACID, PINACOL ESTER;5-Amino-2-methylphenylboronic acid pinacol ester;MFCD05663859;4-METHYL-3-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZENAMINE;SCHEMBL393594;5-AMINO-2-METHYLPHENYLBORONIC ACID,PINACOL ESTER;(5-AMINO-2-METHYLPHENYL)BORONIC ACID PINACOL ESTER;4-methyl-3-(tetramethyl-1,3,2-dioxaborolan-2-yl)aniline;DTXSID80582076;HPNBWHDRLCVZFV-UHFFFAOYSA-N;BCP15006;AKOS007930614;AB21963;BENZENAMINE, 4-METHYL-3-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-;DS-14908;CS-0030610;EN300-371885;5-amino-2-methyl-phenylboronic acid pinacol ester;A862263;5-AMINO-2-METHYLPHENYLBORONICACID,PINACOLESTER;5-Amino-2-methylphenylboronic acid pinacol ester, 97%;Z2044807984

Chemical Property of 4-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

Chemical Property:

• Vapor Pressure: 1.49E-05mmHg at 25°C
• Melting Point: 82-86°C
• Refractive Index: 1.515
• Boiling Point: 366.2°C at 760 mmHg
• PKA: 5.01±0.10(Predicted)
• Flash Point: 175.3°C
• PSA: 44.48000
• Density: 1.03
• LogP: 2.45760
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 233.1587090
• Heavy Atom Count: 17
• Complexity: 277

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-Amino-2-methylphenylboronic acid pinacol ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-38-36
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

There total 1 articles about 4-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline 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: 92.0%

3-iodo-4-methylaniline (35944-64-0) + bis(pinacol)diborane (73183-34-3) → 4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenamine (882670-69-1)

Guidance literature:

With [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II); potassium acetate; In dimethyl sulfoxide; at 80 ℃; for 12h;

Reference yield: 100.0%

4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenamine (882670-69-1) + 9-bromo-5-fluoro-5-(fluoromethyl)-1,2,4,4a,5,6-hexahydro[1,4]oxazino[4,3-a]quinoline → 3-(5-fluoro-5-(fluoromethyl)-1,2,4,4a,5,6-hexahydro[1,4]oxazino[4,3-a]quinolin-9-yl)-4-methylaniline

Guidance literature:

With potassium phosphate; (chloro(2-dicyclohexylphosphino-2′,4′,6′-triisopropyl-1,1′-biphenyl)[2-(2′-amino-1,1′-biphenyl)]palladium(II)); XPhos; In 1,4-dioxane; at 70 ℃; for 1h;

Reference yield: 99.0%

4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenamine (882670-69-1) + 3-(Trifluoromethyl)benzoyl chloride (2251-65-2) → N-[4-methyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-3-trifluoromethyl-benzamide (876322-58-6)

Guidance literature:

In tetrahydrofuran; for 2.5h;

DOI:10.1016/j.bmcl.2017.10.047

upstream raw materials:

3-iodo-4-methylaniline

bis(pinacol)diborane

Downstream raw materials:

6-(5-amino-2-methylphenyl)-N-methylquinazolin-2-amine

1-(benzo[d][1,3]dioxol-5-yl)-N-(4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)cyclopropanecarboxamide

6-(5-isothiocyanato-2-methylphenyl)-N-methylquinazolin-2-amine

6-(5-amino-2-methylphenyl)quinazolin-2-amine

Refernces

• 1、 -. "DERIVATIVES OF 1 H-PYRAZOLO[3,4-B]PYRIDINE AND PHARMACEUTICAL COMPOSITIONS THEREOF FOR THE TREATMENT OF PROLIFERATIVE DISORDERS". Paragraph 00216-00217; 00344-00346. . Retrieved 2015/03/13.
• 2、 -. "2-AMINOQUINAZOLINE DERIVATIVE". Page/Page column 52. . Retrieved 2011/01/12.