Production Method 1

932-96-7

25015-63-8

845870-55-5

Reaction Conditions

1.1 Catalysts: Tris(dibenzylideneacetone)dipalladium ,  1,1′-(Oxydi-2,1-phenylene)bis[1,1-bis(1,1-dimethylethyl)phosphine Solvents: 1,4-Dioxane ;  rt; 30 min, rt
1.2 Reagents: Triethylamine ;  rt; 24 h, 120 °C

Reference

An efficient catalyst system for palladium-catalyzed borylation of aryl halides with pinacolborane

Murata, Miki; et al, Synlett, 2006, (12), 1867-1870

Production Method 2

195062-61-4

845870-55-5

Reaction Conditions

1.1 Reagents: Sodium tert-butoxide Catalysts: 1902911-46-9 Solvents: Tetrahydrofuran ;  16 h, 25 °C

Reference

Challenging nickel-catalysed amine arylations enabled by tailored ancillary ligand design

Lavoie, Christopher M.; et al, Nature Communications, 2016, 7,

Production Method 3

214360-73-3

845870-55-5

Reaction Conditions

1.1 Reagents: Cesium carbonate Catalysts: Rhenium(1+), tricarbonyl[2-(diphenylphosphino-κP)-N-[2-(diphenylphosphino-κP)eth… ;  48 h, 140 °C

Reference

Selective mono N-methylation of anilines with methanol catalyzed by rhenium complexes: An experimental and theoretical study

Wei, Duo; et al, Journal of Catalysis, 2018, 366, 300-309

Production Method 4

99770-93-1

845870-55-5

Reaction Conditions

1.1 Reagents: Phenylsilane Catalysts: Phosphetane, 1,2,2,3,4,4-hexamethyl-, 1-oxide Solvents: Cyclopentyl methyl ether ;  36 h, 120 °C

Reference

P(III)/P(V)-Catalyzed Methylamination of Arylboronic Acids and Esters: Reductive C-N Coupling with Nitromethane as a Methylamine Surrogate

Li, Gen ; et al, Journal of the American Chemical Society, 2020, 142(38), 16205-16210

Production Method 5

459-59-6

73183-34-3

845870-55-5

Reaction Conditions

1.1 Reagents: Lithium bis(trimethylsilyl)amide Catalysts: Tris(dibenzylideneacetone)dipalladium Solvents: Toluene ;  12 h, 80 °C

Reference

LiHMDS-Promoted Palladium or Iron-Catalyzed ipso-Defluoroborylation of Aryl Fluorides

Zhao, Xianghu; et al, Organic Letters, 2018, 20(18), 5564-5568

Production Method 6

932-96-7

73183-34-3

845870-55-5

Reaction Conditions

1.1 Reagents: N,N,N′,N′-Tetramethylethylenediamine Catalysts: Tetrabutylammonium fluoride Solvents: Acetone ,  Acetonitrile ,  Water ;  39 min, -5 °C

Reference

Metal-free borylation of electron-rich aryl (pseudo)halides under continuous-flow photolytic conditions

Chen, Kai; et al, Organic Chemistry Frontiers, 2016, 3(7), 875-879

Production Method 7

214360-73-3

845870-55-5

Reaction Conditions

1.1 Reagents: Potassium carbonate Solvents: Dimethylformamide ;  12 h, 55 °C; 55 °C → rt
1.2 Reagents: Water ;  rt

Reference

Photoredox/Ti Dual-Catalyzed Dehydroxylation of Cyclobutanone Oximes for γ-Cyanoalkyl Radical Generation: Access to Cyanoalkyl-Substituted Oxoindolines

Yuan, Weidong; et al, Advanced Synthesis & Catalysis, 2022, 364(22), 3932-3940

Production Method 8

1971862-97-1

73183-34-3

845870-55-5

Reaction Conditions

1.1 Reagents: Lithium bis(trimethylsilyl)amide Catalysts: (SP-4-1)-[1,3-Bis[2,6-bis(1-methylethyl)phenyl]-1,3-dihydro-2H-imidazol-2-yliden… Solvents: Tetrahydrofuran ;  15 h, 80 °C; 80 °C → rt
1.2 Reagents: Ammonium chloride Solvents: Water

Reference

Palladium-Catalyzed ipso-Borylation of Aryl Sulfides with Diborons

Bhanuchandra, M.; et al, Organic Letters, 2016, 18(12), 2966-2969

4-(N-Methylamino)phenylboronic Acid Pinacol Ester Raw materials

• 4-Chloro-N-methylaniline
• N-Methyl-N-[4-(methylthio)phenyl]benzamide
• 4-Fluoro-N-methylaniline
• Bis(pinacolato)diborane
• Pinacolborane
• 4-Aminophenylboronic acid pinacol ester
• 4-Chlorophenylboronic acid, pinacol ester
• 1,4-Bis(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzene

4-(N-Methylamino)phenylboronic Acid Pinacol Ester Preparation Products

• 4-(N-Methylamino)phenylboronic Acid Pinacol Ester (845870-55-5)

• 1. An ion-gating multinanochannel system based on a copper-responsive self-cleaving DNAzyme?
  Yang Chen,Di Zhou,Zheyi Meng,Jin Zhai Chem. Commun., 2016,52, 10020-10023
• 2. An atmosphere and light tuned highly diastereoselective synthesis of cyclobuta/penta[b]indoles from aniline-tethered alkylidenecyclopropanes with alkynes?
  Bo Cao,Yin Wei Chem. Commun., 2018,54, 2870-2873
• 3. An algal process treatment combined with the Fenton reaction for high concentrations of amoxicillin and cefradine
  Haitao Li,Yu Pan,Zhizhi Wang,Shan Chen,Ruixin Guo,Jianqiu Chen RSC Adv., 2015,5, 100775-100782
• 4. Acentric and chiral heterometallic inorganic–organic hybrid frameworks mediated by alkali or alkaline earth ions: synthesis and NLO properties
  Huabin Zhang,Shaowu Du CrystEngComm, 2014,16, 4059-4068
• 5. An approach to C–N activation: coupling of arenesulfonyl hydrazides and arenesulfonyl chlorides with tert-amines via a metal-, oxidant- and halogen-free anodic oxidation??
  M. Sheykhan,S. Khani,S. Shaabanzadeh,M. Joafshan Green Chem., 2017,19, 5940-5948

• Solvents and Organic Chemicals Organic Compounds Organic nitrogen compounds Organonitrogen compounds Aralkylamines
• Solvents and Organic Chemicals Organic Compounds Organic nitrogen compounds Organonitrogen compounds Amines Aralkylamines

• 480424-94-0(4-Formamidophenylboronic acid, pinacol ester)
• 171364-78-6(N,N-Dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline)
• 1007126-41-1(4-(N,N-Dimethylamino)naphthalen-1-boronic acid, pinacol ester)
• 267221-88-5(4-(Diphenylamino)phenylboronic acid, pinacol ester)
• 325142-87-8(N,N-Dimethyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline)
• 267221-90-9(4,4',4"-Tris-(4,4,5,5-tetramethyl-1,3,2dioxaborolan-2-yl)-triphenylamine)
• 1256360-63-0(N-Isopropyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline)
• 480425-37-4(3-Formamidophenylboronic Acid Pinacol Ester)
• 214360-73-3(4-Aminophenylboronic acid pinacol ester)
• 832114-08-6(2-Dimethylaminophenylboronic acid, pinacol ester)