Production Method 1

98-80-6

4487-59-6

89076-64-2

Reaction Conditions

1.1 Reagents: Tripotassium phosphate Catalysts: Palladium diacetate Solvents: Ethylene glycol ;  20 min, 80 °C

Reference

A General and Highly Efficient Method for the Construction of Aryl-Substituted N-Heteroarenes

Liu, Chun; Han, Na; Song, Xiaoxiao; Qiu, Jieshan, European Journal of Organic Chemistry, 2010, (29), 5548-5551

Production Method 2

98-80-6

4487-59-6

89076-64-2

Reaction Conditions

1.1 Reagents: Tripotassium phosphate Catalysts: Palladium diacetate Solvents: Ethylene glycol ;  20 min, 80 °C

Reference

Method for preparing aryl aza-aromatic cycle compounds in alcohol solvent via Suzuki reaction

, China, , ,

Production Method 3

4487-59-6

603-33-8

89076-64-2

Reaction Conditions

1.1 Reagents: Potassium acetate Catalysts: Triphenylphosphine ,  Palladium diacetate Solvents: N-Methyl-2-pyrrolidone ;  2 h, 110 °C; 110 °C → rt
1.2 Solvents: Water ;  rt

Reference

Triarylbismuthanes as Threefold Aryl-Transfer Reagents in Regioselective Cross-Coupling Reactions with Bromopyridines and Quinolines

Rao, Maddali L. N.; Dhanorkar, Ritesh J., European Journal of Organic Chemistry, 2014, 2014(24), 5214-5228

Production Method 4

98-80-6

4548-45-2

89076-64-2

Reaction Conditions

1.1 Reagents: Sodium carbonate Catalysts: Triphenylphosphine ,  Palladium Solvents: 1,2-Dichloroethane ,  Water ;  9 h, 80 °C

Reference

Palladium Charcoal-Catalyzed Suzuki-Miyaura Coupling to Obtain Arylpyridines and Arylquinolines

Tagata, Tsuyoshi; Nishida, Mayumi, Journal of Organic Chemistry, 2003, 68(24), 9412-9415

Production Method 5

98-80-6

4548-45-2

89076-64-2

Reaction Conditions

1.1 Catalysts: Tetrakis(triphenylphosphine)palladium ,  1,2,3-Oxadiazolium, 4-carboxy-5-hydroxy-3-phenyl-, inner salt, lithium salt (1:1… Solvents: 1,4-Dioxane ;  5 min; 25 min, rt
1.2 Reagents: Acetic acid ,  Sodium carbonate Solvents: Water ;  6 h, 80 °C

Reference

Suzuki-Miyaura Cross-Couplings under Acidic Conditions

Pruschinski, Lucas; Luecke, Ana-Luiza; Freese, Tyll; Kahnert, Sean-Ray; Mummel, Sebastian; et al, Synthesis, 2020, 52(6), 882-892

Production Method 6

98-80-6

4548-45-2

89076-64-2

Reaction Conditions

1.1 Reagents: Potassium carbonate ,  Oxygen Catalysts: Triphenylphosphine ,  2103932-14-3 Solvents: Water ;  18 h, 100 °C

Reference

A Zwitterionic Palladium(II) Complex as a Precatalyst for Neat-Water-Mediated Cross-Coupling Reactions of Heteroaryl, Benzyl, and Aryl Acid Chlorides with Organoboron Reagents

Ramakrishna, Visannagari; Rani, Morla Jhansi; Reddy, Nareddula Dastagiri, European Journal of Organic Chemistry, 2017, 2017(48), 7238-7255

Production Method 7

98-80-6

89076-64-2

Reaction Conditions

1.1 Reagents: Tripotassium phosphate Catalysts: Triphenylphosphine ,  Palladium chloride (graphene oxide supported) Solvents: 1,4-Dioxane ;  18 h, 110 °C; 110 °C → rt
1.2 Reagents: Ammonium chloride Solvents: Water ;  rt

Reference

Recyclable palladium catalyst on graphene oxide for the C-C/C-N cross-coupling reactions of heteroaromatic sulfonates

Yang, Quanlu; Quan, Zhengjun; Wu, Shang; Du, Baoxin; Wang, Mingming; et al, Tetrahedron, 2015, 71(36), 6124-6134

Production Method 8

98-80-6

4548-45-2

89076-64-2

Reaction Conditions

1.1 Catalysts: Di-μ-chlorobis(η3-2-propenyl)dipalladium ,  N1,N1,N2,N2-Tetrakis[(diphenylphosphino)methyl]-1,2-cyclohexanediamine Solvents: Dimethylformamide ;  0.5 h, 25 °C
1.2 Reagents: Potassium carbonate Solvents: Isopropanol ;  6 h, 60 °C

Reference

A new tetraphosphine and its application in Pd-catalyzed Suzuki cross-coupling reaction

Zhang, Yu; Yi, Tao; Wang, Kun; Fu, Haiyan; Chen, Hua; et al, Youji Huaxue, 2012, 32(4), 790-793

Production Method 9

98-80-6

4548-45-2

89076-64-2

Reaction Conditions

1.1 Reagents: Potassium carbonate Catalysts: Tetrakis(triphenylphosphine)palladium Solvents: 1,2-Dimethoxyethane ,  Water

Reference

The palladium-catalyzed Suzuki coupling of 2- and 4-chloropyridines

Lohse, Olivier; Thevenin, Philippe; Waldvogel, Erwin, Synlett, 1999, (1), 45-48

Production Method 10

98-80-6

4548-45-2

89076-64-2

Reaction Conditions

1.1 Reagents: Potassium carbonate Catalysts: Nickel palladium alloy Solvents: Dimethylformamide ,  Water ;  1 h, 110 °C

Reference

Ni/Pd core/shell nanoparticles supported on graphene as a highly active and reusable catalyst for Suzuki-Miyaura cross-coupling reaction

Metin, Oender; Ho, Sally Fae; Alp, Cemalettin; Can, Hasan; Mankin, Max N.; et al, Nano Research, 2013, 6(1), 10-18

Production Method 11

4487-59-6

24388-23-6

89076-64-2

Reaction Conditions

1.1 Reagents: Potassium carbonate Catalysts: Tetrabutylammonium bromide ,  Palladium Solvents: Dimethylformamide ,  Water ;  3 h, 80 °C

Reference

Cross-Coupling in the Preparation of Pharmaceutically Relevant Substrates using Palladium Supported on Functionalized Mesoporous Silicas

El Kadib, Abdelkrim; McEleney, Kevin; Seki, Tomohiro; Wood, Thomas K.; Crudden, Cathleen M., ChemCatChem, 2011, 3(8), 1281-1285

Production Method 12

98-86-2

14150-94-8

89076-64-2

Reaction Conditions

1.1 Reagents: Ammonium acetate Solvents: Ethanol ;  5 h, heated

Reference

Substituent Diversity-directed Synthesis of Nitropyridines and Nitroanilines by Three-component Ring Transformation

Asahara, Haruyasu, Procedia Engineering, 2017, 174, 1046-1057

Production Method 13

98-86-2

14150-94-8

89076-64-2

Reaction Conditions

1.1 Reagents: Ammonium acetate Solvents: Ethanol ;  5 h, heated

Reference

Synthesis of 2-Aryl-5-Nitropyridines by Three-Component Ring Transformation of 3,5-Dinitro-2-Pyridone

Le, Song Thi; Asahara, Haruyasu; Kobiro, Kazuya; Sugimoto, Ryuichi; Saigo, Kazuhiko; et al, Asian Journal of Organic Chemistry, 2014, 3(3), 297-302

Production Method 14

14150-94-8

7196-01-2

89076-64-2

Reaction Conditions

1.1 Reagents: Ammonia Solvents: Ethanol

Reference

Nucleophilic reaction upon electron-deficient pyridone derivatives. X. One-pot synthesis of 3-nitropyridines by ring transformation of 1-methyl-3,5-dinitro-2-pyridone with ketones or aldehydes in the presence of ammonia

Tohda, Yasuo; Eiraku, Miyuki; Nakagawa, Takao; Usami, Yumi; Ariga, Masahiro; et al, Bulletin of the Chemical Society of Japan, 1990, 63(10), 2820-7

Production Method 15

98-80-6

89076-64-2

Reaction Conditions

1.1 Reagents: Tripotassium phosphate Catalysts: Triphenylphosphine ,  Palladium diacetate Solvents: 1,4-Dioxane ;  7 h, 110 °C
1.2 Reagents: Ammonium chloride Solvents: Water

Reference

Palladium(II) catalyzed Suzuki/Sonogashira cross-coupling reactions of sulfonates: an efficient approach to C2-functionalized pyrimidines and pyridines

Quan, Zheng-Jun; Jing, Fu-Qiang; Zhang, Zhang; Da, Yu-Xia; Wang, Xi-Cun, European Journal of Organic Chemistry, 2013, 2013(31), 7175-7183

5-Nitro-2-phenylpyridine Raw materials

• Phenylboronic acid
• 2-Chloro-5-nitropyridine
• 2-bromo-5-nitro-pyridine
• Triphenylbismuth
• Acetophenone
• Phenylboronic Acid Pinacol Ester
• 1-methyl-3,5-dinitro-pyridin-2-one
• Morpholine, 4-(1-phenylethenyl)-

5-Nitro-2-phenylpyridine Preparation Products

• 5-Nitro-2-phenylpyridine (89076-64-2)

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  Guiying Zhang,Maosheng Cheng,Yanni Li,Keliang Liu,Lifeng Cai Chem. Commun., 2013,49, 11086-11088
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  Ji-Ping Wei Nanoscale, 2015,7, 11815-11832

• 134896-35-8(3-Nitro-2-phenylpyridine)
• 4282-47-7(2-(4-Nitrophenyl)pyridine)
• 4253-79-6(2-(3-Nitrophenyl)pyridine)
• 332062-08-5(Fmoc-S-3-amino-4,4-diphenyl-butyric acid)
• 1270529-38-8(1,2,3,4,5,6-Hexahydro-[2,3]bipyridinyl-6-ol)
• 2680771-01-9(4-cyclopentyl-3-{(prop-2-en-1-yloxy)carbonylamino}butanoic acid)
• 2098070-20-1(2-(3-(Pyridin-3-yl)-1H-pyrazol-1-yl)acetimidamide)
• 1444113-98-7(N-(3-cyanothiolan-3-yl)-2-[(2,2,2-trifluoroethyl)sulfanyl]pyridine-4-carboxamide)
• 941977-17-9(N'-(3-chloro-2-methylphenyl)-N-2-(dimethylamino)-2-(naphthalen-1-yl)ethylethanediamide)
• 2138166-62-6(2,2-Difluoro-3-[methyl(2-methylbutyl)amino]propanoic acid)