Production Method 1

139650-35-4

97004-04-1

Reaction Conditions

1.1 Reagents: Hydrochloric acid Solvents: Methanol ,  Water ;  1 h, 61 °C; 14 h, 50 °C

Reference

Synthesis of arylmethyl amine by hexamethylenetetramine

Jia, Huai-feng; Wang, Kai-ming; Wang, Da-wei; Zhao, Bao-xiang, Hecheng Huaxue, 2005, 13(6), 630-631

Production Method 2

139650-35-4

97004-04-1

Reaction Conditions

1.1 Reagents: Methanol ,  Hydrochloric acid Solvents: Water

Reference

Preparation of 2-chloro-5-methylpyridines

, Japan, , ,

Production Method 3

16722-51-3

153469-10-4

97004-04-1

Reaction Conditions

1.1 Reagents: Hydrochloric acid Solvents: Methanol ,  Water

Reference

Preparation of 2-chloro-5-(aminomethyl)pyridine and its intermediates

, Japan, , ,

Production Method 4

1080018-12-7

97004-04-1

Reaction Conditions

1.1 Reagents: Hydrochloric acid Solvents: Methanol ,  Water ;  6 h, 75 - 80 °C
1.2 Reagents: Sodium hydroxide Solvents: Chloroform ,  Water ;  basified

Reference

Preparation of N-methylidene-substituted methylamine polymers

, Japan, , ,

Production Method 5

33252-28-7

97004-04-1

Reaction Conditions

1.1 Reagents: Hydrogen ,  Ammonia Catalysts: Nickel Solvents: Methanol ;  12 h, rt

Reference

Small Molecule Inhibitors Simultaneously Targeting Cancer Metabolism and Epigenetics: Discovery of Novel Nicotinamide Phosphoribosyltransferase (NAMPT) and Histone Deacetylase (HDAC) Dual Inhibitors

Dong, Guoqiang; Chen, Wei; Wang, Xia; Yang, Xinglin; Xu, Tianying; et al, Journal of Medicinal Chemistry, 2017, 60(19), 7965-7983

Production Method 6

120739-60-8

97004-04-1

Reaction Conditions

1.1 Reagents: Sodium hydroxide Solvents: Water
1.2 Reagents: Hydrochloric acid Solvents: Water

Reference

Preparation of chlorine-containing heterocyclic group-substituted methylamines

, Japan, , ,

Production Method 7

18368-64-4

97004-04-1

Reaction Conditions

1.1 Reagents: Potassium carbonate ;  3 h, 120 °C
1.2 Reagents: Potassium hydroxide Solvents: Water

Reference

The new synthesis technique for 2-chloro-5-(aminomethyl)pyridine

Lu, Zhaoping; Yang, Hong; Luo, Jinxiang, Nongyao, 2005, 44(10),

Production Method 8

33252-28-7

97004-04-1

Reaction Conditions

1.1 Reagents: Hydrogen ,  Ammonium hydroxide Catalysts: Aluminum alloy, base, Al 62,Ni 38 Solvents: Water

Reference

Highly selective hydrogenation of 2-chloro-5-cyanopyridine with an improved sponge nickel catalyst

Tanaka, Ken; Nagasawa, Minoru; Kasuga, Yuzo; Sakamura, Hideki; Takuma, Yuki; et al, Tetrahedron Letters, 1999, 40(32), 5885-5888

Production Method 9

120739-60-8

97004-04-1

Reaction Conditions

1.1 Reagents: Sodium hydroxide Solvents: Water
1.2 Reagents: Hydrochloric acid Solvents: Water
1.3 Reagents: Sodium hydroxide Solvents: Water

Reference

Synthesis of pesticide intermediate 2-chloro-5-aminomethylpyridine

Jin, Jianping; Chen, Hukui, Shanghai Huagong, 2000, 25(22), 15-18

Production Method 10

33252-28-7

97004-04-1

Reaction Conditions

1.1 Reagents: Hydrogen Catalysts: Cobalt Solvents: Toluene ,  Ammonia

Reference

Preparation of 5-(aminomethyl)-2-chloropyridine from 2-chloro-5-cyanopyridine

, Germany, , ,

Production Method 11

185379-79-7

97004-04-1

Reaction Conditions

1.1 Reagents: Methanol Catalysts: Hydrochloric acid Solvents: Toluene ,  Water
1.2 Reagents: Sodium hydroxide Solvents: Water

Reference

Method for producing N-methylidene-2-chloro-5-pyridinemethaneamine

, Japan, , ,

Production Method 12

1080018-12-7

97004-04-1

Reaction Conditions

1.1 Reagents: Hydrochloric acid Solvents: Methanol ,  Water ;  6 h, 75 - 80 °C

Reference

Process for producing substituted methylamine compound and triazine derivative

, World Intellectual Property Organization, , ,

Production Method 13

120739-60-8

97004-04-1

Reaction Conditions

1.1 Reagents: Hydrazine hydrate (1:1) Solvents: Ethanol ;  rt; 5 h, reflux; cooled

Reference

Synthesis, Herbicidal Activities, and 3D-QSAR of 2-Cyanoacrylates Containing Aromatic Methylamine Moieties

Liu, Yu-Xiu; Wei, Deng-Guo; Zhu, Ye-Rong; Liu, Shao-Hua; Zhang, Yong-Lin; et al, Journal of Agricultural and Food Chemistry, 2008, 56(1), 204-212

Production Method 14

139650-35-4

97004-04-1

Reaction Conditions

1.1 Reagents: Hydrochloric acid Solvents: Methanol ,  Water

Reference

Preparation of 2-chloro-5-(aminomethyl)pyridine, 2-chloro-5-pyridylmethylhexamethylenetetraammonium chloride, and its preparation

, Japan, , ,

Production Method 15

70258-18-3

97004-04-1

Reaction Conditions

1.1 Reagents: Hexamethylenetetramine Solvents: Acetonitrile ;  rt → reflux
1.2 Reagents: Hydrochloric acid Solvents: Methanol ,  Water ;  2 h, 61 °C
1.3 Reagents: Sodium hydroxide Solvents: Water ;  pH 8 - 9

Reference

Synthesis of 2-chloro-5-(aminomethyl)pyridine

Wang, Qi; Xiao, Guomin, Huagong Shikan, 2006, 20(3), 51-53

Production Method 16

33252-28-7

97004-04-1

Reaction Conditions

1.1 Reagents: Hydrogen Catalysts: Nickel Solvents: Ethanol

Reference

Method for producing α-halo(aminomethyl)pyridine derivative by reduction of α-halocyanopyridine

, Japan, , ,

Production Method 17

151837-57-9

97004-04-1

Reaction Conditions

1.1 Reagents: Sodium hydroxide Solvents: Ethanol ,  Water

Reference

Heterocycle-substituted formamide derivatives and their preparation

, Japan, , ,

Production Method 18

33252-28-7

97004-04-1

Reaction Conditions

1.1 Reagents: Hydrogen ,  Ammonia ,  Sodium sulfate Catalysts: Nickel Solvents: Ethanol

Reference

Preparation of halo(aminomethyl)pyridines

, Japan, , ,

Production Method 19

33252-28-7

97004-04-1

Reaction Conditions

1.1 Reagents: Hydrogen ,  Ammonia Catalysts: Nickel Solvents: Ethanol ,  Water

Reference

Practical Synthesis of (6-Chloro-3-pyridyl)methylamine by Highly Selective Hydrogenation of 6-Chloro-3-pyridinecarbonitrile with Improved Raney Nickel Catalyst

Tanaka, Ken; Nagasawa, Minoru; Sakamura, Hideki, Bulletin of the Chemical Society of Japan, 2000, 73(5), 1227-1231

Production Method 20

33252-28-7

97004-04-1

Reaction Conditions

1.1 Reagents: Hydrogen ,  Ammonia Catalysts: Nickel alloy, base, Ni 94,Al 6.3 Solvents: Water

Reference

Preparation of halogen-containing aromatic aminomethyl compounds

, Japan, , ,

(6-chloropyridin-3-yl)methanamine Raw materials

• 2-Chloro-5-(chloromethyl)pyridine
• Benzenesulfonic acid,4-methyl-, ion(1-)
• 6-chloropyridine-3-carbonitrile
• 6-chloro-N-methylene-3-Pyridinemethanamine
• 3,5,7-Triaza-1-azoniatricyclo[3.3.1.13,7]decane, 1-[(6-chloro-3-pyridinyl)methyl]-, chloride (1:1)
• 1,3,5-tris[(2-chloropyridin-5-yl)methyl]-1,3,5-perhydrotriazine
• 2-Chloro-5-methylpyridine
• 2-Chloro-5-formylaminomethylpyridine
• 1H-Isoindole-1,3(2H)-dione, 2-[(6-chloro-3-pyridinyl)methyl]-
• 3,5,7-Triaza-1-azoniatricyclo[3.3.1.13,7]decane, 1-[(6-chloro-3-pyridinyl)methyl]-

(6-chloropyridin-3-yl)methanamine Preparation Products

• (6-chloropyridin-3-yl)methanamine (97004-04-1)

• 1. Evolutionary de novo design of phenothiazine derivatives for dye-sensitized solar cells?
  Vishwesh Venkatraman,Marco Foscato,Vidar R. Jensen,Bj?rn K?re Alsberg J. Mater. Chem. A, 2015,3, 9851-9860
• 2. Excimer and exciplex formation in a pair of bright phosphorescent isomers constructed from Cu3(pyrazolate)3 and Cu3I3 coordination luminophores?
  Shun-Ze Zhan,Mian Li,Xiao-Ping Zhou,Dan Li,Seik Weng Ng RSC Adv., 2011,1, 1457-1459
• 3. Evolution of shape, size, and areal density of a single plane of Si nanocrystals embedded in SiO2 matrix studied by atom probe tomography
  Bin Han,Yasuo Shimizu,Gabriele Seguini,Celia Castro,Gérard Ben Assayag,Koji Inoue,Yasuyoshi Nagai,Sylvie Schamm-Chardon,Michele Perego RSC Adv., 2016,6, 3617-3622
• 4. Enabling chloride salts for thermal energy storage: implications of salt purity?
  J. Matthew Kurley,Phillip W. Halstenberg,Abbey McAlister,Stephen Raiman,Richard T. Mayes RSC Adv., 2019,9, 25602-25608
• 5. Estimating and correcting interference fringes in infrared spectra in infrared hyperspectral imaging
  Ghazal Azarfar,Ebrahim Aboualizadeh,Nicholas M. Walter,Simona Ratti,Camilla Olivieri,Alessandra Norici,Michael Nasse,Achim Kohler,Mario Giordano Analyst, 2018,143, 4674-4683

• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Pyridines and derivatives 2-halopyridines
• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Pyridines and derivatives Halopyridines 2-halopyridines

• 205744-14-5((2-chloro-3-pyridyl)methanamine)
• 1057670-48-0(2-Chloro-5-(hydrazinylmethyl)pyridine)
• 153471-65-9((6-Chloropyridin-3-yl)methanamine Hydrochloride)
• 120739-62-0(N-(6-Chloropyridin-3-yl)methylmethylamine)
• 120739-77-7(2-Chloro-5-ethylamino Methyl Pyridine)
• 185379-79-7(6-chloro-N-methylene-3-Pyridinemethanamine)
• 1256824-90-4((6-chloro-5-methylpyridin-3-yl)methanamine)
• 870064-16-7(3-Aminomethyl-2-chloropyridine hydrochloride)
• 18368-64-4(2-Chloro-5-methylpyridine)
• 221146-31-2(1-(6-chloro-3-pyridinyl)-N,N-dimethylmethanamine)