Production Method 1

62718-31-4

88915-26-8

Reaction Conditions

1.1 Reagents: Lithium aluminum hydride Solvents: Diethyl ether ;  0 °C → rt; overnight, rt

Reference

New neurogenic lipoic-based hybrids as innovative Alzheimer's drugs with σ-1 agonism and β-secretase inhibition

Estrada, Martin; Perez, Concepcion; Soriano, Elena; Laurini, Erik; Romano, Maurizio; et al, Future Medicinal Chemistry, 2016, 8(11), 1191-1207

Production Method 2

62992-68-1

88915-26-8

Reaction Conditions

1.1 Reagents: Lithium aluminum hydride Solvents: Tetrahydrofuran ;  0 °C; 6 h, reflux; reflux → rt
1.2 Reagents: Water ;  15 min, 0 °C
1.3 Reagents: Sodium hydroxide Solvents: Water ;  15 min, 0 °C

Reference

Synthesis and Evaluation of Multi-Target-Directed Ligands against Alzheimer's Disease Based on the Fusion of Donepezil and Ebselen

Luo, Zonghua; Sheng, Jianfei; Sun, Yang; Lu, Chuanjun; Yan, Jun; et al, Journal of Medicinal Chemistry, 2013, 56(22), 9089-9099

Production Method 3

39546-32-2

88915-26-8

Reaction Conditions

1.1 Reagents: Potassium carbonate Solvents: Ethanol ;  90 °C
1.2 Reagents: Lithium aluminum hydride Solvents: Dichloromethane ,  Tetrahydrofuran ;  70 °C

Reference

Highly potent and selective aryl-1,2,3-triazolyl benzylpiperidine inhibitors toward butyrylcholinesterase in Alzheimer's disease

de Andrade, Peterson; Mantoani, Susimaire P.; Goncalves Nunes, Paulo Sergio; Magadan, Carlos Roca; Perez, Concepcion; et al, Bioorganic & Medicinal Chemistry, 2019, 27(6), 931-943

Production Method 4

173340-23-3

88915-26-8

Reaction Conditions

1.1 Reagents: Hydrochloric acid Solvents: 1,4-Dioxane ;  2 h, rt

Reference

Structure-based exploration and pharmacological evaluation of N-substituted piperidin-4-yl-methanamine CXCR4 chemokine receptor antagonists

Adlere, I.; Sun, S.; Zarca, A.; Roumen, L.; Gozelle, M.; et al, European Journal of Medicinal Chemistry, 2019, 162, 631-649

Production Method 5

375355-32-1

88915-26-8

Reaction Conditions

1.1 Reagents: Lithium aluminum hydride Solvents: Tetrahydrofuran ;  2 h, rt → reflux

Reference

The Magic of Crystal Structure-Based Inhibitor Optimization: Development of a Butyrylcholinesterase Inhibitor with Picomolar Affinity and in Vivo Activity

Kosak, Urban; Brus, Boris; Knez, Damijan; Zakelj, Simon; Trontelj, Jurij; et al, Journal of Medicinal Chemistry, 2018, 61(1), 119-139

Production Method 6

7144-05-0

100-52-7

88915-26-8

Reaction Conditions

1.1 Reagents: Acetic acid ,  Sodium triacetoxyborohydride Solvents: 1,2-Dichloroethane ;  30 min, rt; 16 h, rt
1.2 Reagents: Hydrochloric acid Solvents: Water ;  pH 1, rt

Reference

Design, synthesis, and characterization of novel, nonquaternary reactivators of GF-inhibited human acetylcholinesterase

McHardy, Stanton F.; Bohmann, Jonathan A.; Corbett, Michael R.; Campos, Bismarck ; Tidwell, Michael W.; et al, Bioorganic & Medicinal Chemistry Letters, 2014, 24(7), 1711-1714

Production Method 7

62992-68-1

88915-26-8

Reaction Conditions

1.1 Reagents: Lithium aluminum hydride Solvents: Diethyl ether
1.2 Solvents: Water

Reference

Aminopyridazines as acetylcholinesterase inhibitors

Contreras, Jean-Marie; Rival, Yveline M.; Chayer, Said; Bourguignon, Jean-Jacques; Wermuth, Camille G., Journal of Medicinal Chemistry, 1999, 42(4), 730-741

Production Method 8

62992-68-1

88915-26-8

Reaction Conditions

1.1 Reagents: Lithium aluminum hydride Solvents: Tetrahydrofuran

Reference

Synthesis of Novel Galanthamine Analog Acetylcholinesterase Inhibitors via Tandem Cyclization

Treu, Matthias, 2000, , ,

Production Method 9

62992-68-1

88915-26-8

Reaction Conditions

1.1 Reagents: Lithium aluminum hydride Solvents: Tetrahydrofuran ;  4 °C; 30 min, rt
1.2 Reagents: Water ;  cooled

Reference

Design, synthesis, and biological evaluation of novel N-Benzyl piperidine derivatives as potent HDAC/AChE inhibitors for Alzheimer's disease

Qin, Pengxia; Ran, Yingying; Xie, Fei; Liu, Yujing; Wei, Chao; et al, Bioorganic & Medicinal Chemistry, 2023, 80,

Production Method 10

39546-32-2

88915-26-8

Reaction Conditions

1.1 Reagents: Potassium carbonate Solvents: Ethanol ;  16 h, reflux
1.2 Reagents: Lithium aluminum hydride Solvents: Tetrahydrofuran ;  6 h, reflux

Reference

Synthesis of novel substituted pyrimidine derivatives bearing a sulfamide group and their in vitro cancer growth inhibition activity

Lefebvre, Carole-Anne; Forcellini, Elsa; Boutin, Sophie; Cote, Marie-France; C.-Gaudreault, Rene; et al, Bioorganic & Medicinal Chemistry Letters, 2017, 27(2), 299-302

Production Method 11

62992-68-1

88915-26-8

Reaction Conditions

1.1 Reagents: Lithium aluminum hydride Solvents: Tetrahydrofuran ;  rt; 6 h, reflux

Reference

Synthesis of isocyanides through dehydration of formamides using XtalFluor-E

Keita, Massaba; Vandamme, Mathilde; Mahe, Olivier; Paquin, Jean-Francois, Tetrahedron Letters, 2015, 56(2), 461-464

Production Method 12

62992-68-1

88915-26-8

Reaction Conditions

1.1 Reagents: Lithium aluminum hydride Solvents: Tetrahydrofuran ;  0 °C; 16 h, reflux; reflux → 0 °C
1.2 Reagents: Sodium hydroxide Solvents: Water ;  0 °C; 10 min, 0 °C

Reference

Design, Synthesis, and Biological Evaluation of Orally Available First-Generation Dual-Target Selective Inhibitors of Acetylcholinesterase (AChE) and Phosphodiesterase 5 (PDE5) for the Treatment of Alzheimer's Disease

Mao, Fei; Wang, Huan; Ni, Wei; Zheng, Xinyu; Wang, Manjiong; et al, ACS Chemical Neuroscience, 2018, 9(2), 328-345

Production Method 13

375355-32-1

88915-26-8

Reaction Conditions

1.1 Reagents: Lithium aluminum hydride Solvents: Tetrahydrofuran ;  reflux

Reference

Synthesis and evaluation of tacrine-E2020 hybrids as acetylcholinesterase inhibitors for the treatment of Alzheimer's disease

Shao, Dong; Zou, Chunyan; Luo, Cheng; Tang, Xican; Li, Yuanchao, Bioorganic & Medicinal Chemistry Letters, 2004, 14(18), 4639-4642

(1-Benzylpiperidin-4-yl)methanamine Raw materials

• piperidine-4-carboxamide
• 4-(Aminomethyl)piperidine
• tert-Butyl ((1-benzylpiperidin-4-yl)methyl)carbamate
• 1-Benzylpiperdine-4-carboxyamide
• 1-Benzyl-4-cyanopiperidine
• Benzaldehyde
• 1-Benzoylpiperidine-4-carboxamide

(1-Benzylpiperidin-4-yl)methanamine Preparation Products

• (1-Benzylpiperidin-4-yl)methanamine (88915-26-8)

• 1. An aqueous ammonia sensor based on an inkjet-printed polyaniline nanoparticle-modified electrode
  Karl Crowley,Eimer O'Malley,Aoife Morrin,Malcolm R. Smyth,Anthony J. Killard Analyst, 2008,133, 391-399
• 2. An approach to the structure and vibrational analysis of cis- and trans-3-chlorostyrene through IR/Raman and INS spectroscopies and theoretical ab initio/DFT calculations?
  J. M. Granadino-Roldán,M. Fernández-Gómez,A. Navarro,T. Pe?a Ruiz,U. A. Jayasooriya Phys. Chem. Chem. Phys., 2004,6, 1133-1143
• 3. An atomistic mechanism for the degradation of perovskite solar cells by trapped charge?
  Eunhak Lim,Jiyoung Heo,Seong Keun Kim Nanoscale, 2019,11, 11369-11378
• 4. An Assessment of the Laminar Hypersonic Double-Cone Experiments in the LENS-XX Tunnel
  JaideepRay,PatrickBlonigan,EricT.Phipps,KathrynMaupin
• 5. An amide probe as a selective Al3+ and Fe3+ sensor inside the HeLa and a549 cell lines: Pictet–Spengler reaction for the rapid detection of tryptophan amino acid?
  Bidyut Kumar Kundu,Rinky Singh,Ritudhwaj Tiwari,Debasis Nayak New J. Chem., 2019,43, 4867-4877

• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Piperidines N-benzylpiperidines
• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Piperidines Benzylpiperidines N-benzylpiperidines

• 864685-03-0([3-[(3-methylpiperidin-1-yl)methyl]phenyl]methanamine)
• 867006-13-1(2-Benzyl-2,9-diazaspiro[5.5]undecane)
• 1420958-37-7(2-(1-Benzylpiperidin-3-yl)-N,N-dimethylethanamine)
• 1420979-40-3(2-(1-Benzylpiperidin-3-yl)-N-methylethanamine)
• 749845-76-9(Benzyl-methyl-piperidin-4-ylmethyl-amine)
• 1086392-66-6(2-Benzyl-decahydro-[2,6]naphthyridine)
• 147908-88-1(1-(1-Benzylpiperidin-4-yl)-N-methylmethanamine)
• 1082204-38-3(3,9-Diazaspiro[5.5]undecane, 1-butyl-9-(phenylmethyl)-, (1R)-)
• 1083181-70-7(2-(1-benzylpiperidin-3-yl)ethan-1-amine)
• 1198393-02-0(9-Benzyl-2,9-diazaspiro[5.5]undecane)