94-34-8 (N-甲基-N-氰乙基苯胺,N-(2-Cyanoethyl)-N-methylaniline)

_100%

反应条件：

1.1 Solvents: 1,1,1,3,3,3-Hexafluoro-2-propanol ; 17 h, 14 kbar, rt

参考文献：

Benefits of a Dual Chemical and Physical Activation: Direct aza-Michael Addition of Anilines Promoted by Solvent Effect under High Pressure

Fedotova, Alena; Crousse, Benoit; Chataigner, Isabelle; Maddaluno, Jacques; Rulev, Alexander Yu.; et al, Journal of Organic Chemistry, 2015, 80(20), 10375-10379

合成路线：1 步

_98%

反应条件：

1.1 Reagents: Phenylsilane Catalysts: 2903426-60-6 Solvents: p-Xylene ; 12 h, 80 °C
1.2 Reagents: Sodium hydroxide Solvents: Ethyl acetate , Water ; 30 min

参考文献：

Iridium-catalyzed reductive amination of carboxylic acids

Ouyang, Lu; Miao, Rui; Yang, Zhanhui; Luo, Renshi, Journal of Catalysis, 2023, 418, 283-289

合成路线：1 步

_93%

反应条件：

1.1 Reagents: 18-Crown-6 Catalysts: Tripotassium phosphate Solvents: Acetonitrile ; 24 h, 1 bar, 80 °C

参考文献：

Process for methylation of amine

, China, , ,

合成路线：1 步

_90%

反应条件：

1.1 Catalysts: Copper Solvents: Ethanol ; 4 h, rt

参考文献：

Bio-heterogeneous Cu(0)NC@PHA for n-aryl/alkylation at room temperature

Jian Fui, Choong; Xin Ting, Tang; Sani Sarjadi, Mohd; Sarkar, Shaheen M.; Musta, Baba; et al, Polyhedron, 2021, 206,

合成路线：1 步

_90%

反应条件：

1.1 Reagents: Poly(methylhydrosiloxane) Catalysts: Tripotassium phosphate , 18-Crown-6 Solvents: Acetonitrile ; 24 h, 1 atm, 80 °C

参考文献：

Scalable direct N-methylation of drug-like amines using 12CO2/13CO2 by simple inorganic base catalysis

Lu, Chunlei; Qiu, Zetian; Zhu, Yiling; Lin, Bo-Lin, Science Bulletin, 2019, 64(11), 723-729

合成路线：1 步

_87%

反应条件：

1.1 Reagents: Poly(methylhydrosiloxane) Catalysts: Tris(pentafluorophenyl)borane Solvents: Butyl ether ; 8 h, 100 °C
1.2 Reagents: Sodium hydroxide Solvents: Ethyl acetate , Water ; 3 h, rt

参考文献：

Boron-catalyzed N-alkylation of amines using carboxylic acids

Fu, Ming-Chen; Shang, Rui; Cheng, Wan-Min; Fu, Yao, Angewandte Chemie, 2015, 54(31), 9042-9046

合成路线：1 步

_85%

反应条件：

1.1 Reagents: Oxygen , Poly(methylhydrosiloxane) Catalysts: Dipotassium phosphate , 18-Crown-6 Solvents: Tetrahydrofuran ; 12 h, 80 °C

参考文献：

Air-tolerant direct reductive N-methylation of amines using formic acid via simple inorganic base catalysis

Huang, Yan; Deng, Wei; Lin, Bo-Lin, Chinese Chemical Letters, 2020, 31(1), 111-114

合成路线：1 步

_75%

反应条件：

1.1 Reagents: Phenylsilane Catalysts: Dimanganese decacarbonyl , 2-(Dicyclohexylphosphino)-9-(2-pyridinyl)-9H-carbazole Solvents: Acetonitrile ; 15 h, 1 bar, 100 °C

参考文献：

Mn-Catalyzed Selective Double and Mono-N-Formylation and N-Methylation of Amines by using CO2

Huang, Zijun; Jiang, Xiaolin; Zhou, Shaofang; Yang, Peiju; Du, Chen-Xia; et al, ChemSusChem, 2019, 12(13), 3054-3059

合成路线：1 步

_75%

反应条件：

1.1 Catalysts: 12-Tungstophosphoric acid Solvents: Water ; 40 h, rt

参考文献：

A catalytic method for room-temperature Michael additions using 12-tungstophosphoric acid as a reusable catalyst in water

Chen, Xiang; She, Jin; Shang, Zhicai; Wu, Jun; Zhang, Peizhi, Synthesis, 2008, (24), 3931-3936

合成路线：1 步

_75%

参考文献：

Process and catalyst for the preparation of mono-N-(2-cyanoethyl)anilines from N-substituted anilines and acrylonitrile.

, European Patent Organization, , ,

合成路线：1 步

_70%

反应条件：

1.1 Catalysts: 1,3-Bis(diphenylphosphino)propane , Tris(tetramethyldivinyldisiloxane)diplatinum Solvents: Butyl ether ; 10 min, rt
1.2 Reagents: Phenylsilane ; 18 h, 60 °C

参考文献：

General catalytic methylation of amines with formic acid under mild reaction conditions

Sorribes, Ivan; Junge, Kathrin; Beller, Matthias, Chemistry - A European Journal, 2014, 20(26), 7878-7883

合成路线：1 步

_68%

反应条件：

1.1 Catalysts: Silver triflate , Nickel bromide Solvents: Toluene ; 24 h, 100 °C
1.2 Reagents: Sodium bicarbonate Solvents: Water

参考文献：

A Simple and General Nickel-Catalyzed Michael-Type Hydroamination of Activated Olefins Using Arylamines

Rajesh, Rajagopal; Garg, Jai Anand; Thiruvengetam, Prabaharan; Kunjanpillai, Rajesh, Asian Journal of Organic Chemistry, 2022, 11(11),

合成路线：1 步

_66%

反应条件：

1.1 Reagents: Diphenylsilane Catalysts: Cesium carbonate Solvents: Acetonitrile ; 72 h, 1 atm, 80 °C

参考文献：

Selective Formylation and Methylation of Amines using Carbon Dioxide and Hydrosilane Catalyzed by Alkali-Metal Carbonates

Fang, Chi; Lu, Chunlei; Liu, Muhua; Zhu, Yiling; Fu, Yao; et al, ACS Catalysis, 2016, 6(11), 7876-7881

合成路线：1 步

5351-04-2

_65%

参考文献：

Novel method of cyanoethylation. IV. Substitution effects

Bates, R. J.; Cymerman-Craig, J.; Moyle, M.; Young, R. J., Journal of the Chemical Society, 1956, 388, 388-95

合成路线：1 步

_58%

反应条件：

1.1 Catalysts: Yttrium nitrate ; 24 h, rt

参考文献：

Y(NO3)3·6H2O catalyzed aza-Michael addition of aromatic/hetero-aromatic amines under solvent-free conditions

Bhanushali, Mayur J.; Nandurkar, Nitin S.; Jagtap, Sachin R.; Bhanage, Bhalchandra M., Catalysis Communications, 2008, 9(6), 1189-1195

合成路线：1 步

_55%

反应条件：

1.1 Reagents: Phenylsilane Catalysts: Platinum Solvents: Toluene ; 15 h, 80 °C
1.2 Reagents: Sodium hydroxide Solvents: Water

参考文献：

Method for N methylation of amine or imine, and application thereof

, China, , ,

合成路线：1 步

_55%

反应条件：

1.1 Reagents: Phenylsilane Catalysts: Platinum Solvents: Toluene ; rt → 80 °C; 15 h, 80 °C; 80 °C → rt
1.2 Reagents: Sodium hydroxide Solvents: Ethyl acetate , Water ; rt

参考文献：

Methylation of aromatic amines and imines using formic acid over a heterogeneous Pt/C catalyst

Zhu, Lei; Wang, Lian-Sheng; Li, Bojie; Li, Wei; Fu, Boqiao, Catalysis Science & Technology, 2016, 6(16), 6172-6176

合成路线：1 步

_32%

反应条件：

1.1 Catalysts: Styrene-4-vinylbenzyl chloride copolymer (aminated with 1-methylimidazole, anion-exchanged with tetrafluoroborate) , Gadolinium triflate (polymer-supported) Solvents: Acetone ; 24 h, rt
1.2 24 h, rt

参考文献：

Imidazolium-based polymer supported gadolinium triflate as a heterogeneous recyclable Lewis acid catalyst for Michael additions

Alleti, Ramesh; Oh, Woon Su; Perambuduru, Meher; Ramana, C. V.; Reddy, V. Prakash, Tetrahedron Letters, 2008, 49(21), 3466-3470

合成路线：1 步

反应条件：

1.1 Catalysts: Aluminum chloride (polystyrene-supported) ; 3 h, 70 °C

参考文献：

Chemo/regioselective Aza-Michael additions of amines to conjugate alkenes catalyzed by polystyrene-supported AlCl3

Dai, Liyan; Zhang, Yi; Dou, Qianqian; Wang, Xiaozhong; Chen, Yingqi, Tetrahedron, 2013, 69(6), 1712-1716

合成路线：1 步