874-33-9 (N,2-二甲基苄胺,N-methyl-1-(2-methylphenyl)methanamine)

反应条件：

1.1 Reagents: Sodium borohydride Solvents: Ethanol ; 0 - 5 °C; 20 h, rt
1.2 Reagents: Water ; rt

参考文献：

Cholinesterase inhibitors: SAR and enzyme inhibitory activity of 3-[ω-(benzylmethylamino)alkoxy]xanthen-9-ones

Piazzi, Lorna; et al, Bioorganic & Medicinal Chemistry, 2007, 15(1), 575-585

合成路线：1 步

_100%

反应条件：

1.1 Reagents: Sodium borohydride Solvents: Methanol ; 1.5 h, 0 °C

参考文献：

Design, synthesis, and biological evaluation of a series of resorcinol-based N-benzyl benzamide derivatives as potent Hsp90 inhibitors

Park, Sun You; et al, European Journal of Medicinal Chemistry, 2018, 143, 390-401

合成路线：1 步

_95%

反应条件：

1.1 Reagents: Hydrogen Catalysts: Iron , Carbon , Phosphorus Solvents: Ethanol ; 20 h, 6 MPa, 120 °C

参考文献：

Graphitic phosphorus coordinated single Fe atoms for hydrogenative transformations

Long, Xiangdong; et al, Nature Communications, 2020, 11(1),

合成路线：1 步

_93%

反应条件：

1.1 Solvents: Methanol , Water ; 30 min, 25 °C; 25 °C → 0 °C
1.2 Reagents: Sodium borohydride ; 0 °C → 25 °C; 1 h, 25 °C

参考文献：

Substituted Pyrazoles as Hepatoselective HMG-CoA Reductase Inhibitors: Discovery of (3R,5R)-7-[2-(4-Fluoro-phenyl)-4-isopropyl-5-(4-methyl-benzylcarbamoyl)-2H-pyrazol-3-yl]-3,5-dihydroxyheptanoic Acid (PF-3052334) as a Candidate for the Treatment of Hypercholesterolemia

Pfefferkorn, Jeffrey A.; et al, Journal of Medicinal Chemistry, 2008, 51(1), 31-45

合成路线：1 步

475200-73-8

_73%

反应条件：

1.1 Reagents: Lithium aluminum hydride Solvents: Diethyl ether

参考文献：

Ruthenium-Coordinated Spirolactams via Intramolecular Nucleophilic Addition to η6-Arene Metal Complexes

Pigge, F. Christopher; et al, Organometallics, 2002, 21(21), 4505-4512

合成路线：1 步

89-92-9

_71%

反应条件：

1.1 Solvents: Methanol , Tetrahydrofuran ; 1 h, rt

参考文献：

Facile synthesis of 5- to 7-membered benzolactam compounds via strongly facilitated electrophilic aromtic substitution reaction

Kurouchi, Hiroaki; et al, Heterocycles, 2016, 93(2), 705-713

合成路线：1 步

4525-48-8

_48%

反应条件：

1.1 Reagents: Propanoic acid, 2,2-dimethyl-, sodium salt (1:1) Catalysts: Bis(1,5-cyclooctadiene)nickel , 4,4′-Bis(1,1-dimethylethyl)-2,2′-bipyridine , Benzonitrile, 2,3,4,5,6-penta-9H-carbazol-9-yl- Solvents: Acetonitrile ; 5 min, rt
1.2 Reagents: 2-Bromo-1,3,5-tris(1-methylethyl)benzene ; 15 - 20 min, rt
1.3 Solvents: Water ; 8 - 16 h, rt

参考文献：

Photoinduced Nickel-Catalyzed Selective N-Demethylation of Trialkylamines Using C(sp2)-Bromides as HAT Reagents

Zhang, Xiao ; et al, Journal of the American Chemical Society, 2023, 145(6), 3294-3300

合成路线：1 步

593-51-1

反应条件：

1.1 Reagents: Sodium cyanoborohydride Solvents: Methanol
1.2 Reagents: Hydrochloric acid Solvents: Water

参考文献：

Oxidations with cerium(IV) sulfate: intramolecular cyclization of N-benzyl-β-amino ketones yielding 4-benzoyl-1,2,3,4-tetrahydroisoquinolines

Holzgrabe, Ulrike, Archiv der Pharmazie (Weinheim, 1987, 320(7), 647-54

合成路线：2 步

124-40-3

89-92-9

反应条件：

1.1 Solvents: Diethyl ether , Water ; 12 h, rt
2.1 Reagents: Propanoic acid, 2,2-dimethyl-, sodium salt (1:1) Catalysts: Bis(1,5-cyclooctadiene)nickel , 4,4′-Bis(1,1-dimethylethyl)-2,2′-bipyridine , Benzonitrile, 2,3,4,5,6-penta-9H-carbazol-9-yl- Solvents: Acetonitrile ; 5 min, rt
2.2 Reagents: 2-Bromo-1,3,5-tris(1-methylethyl)benzene ; 15 - 20 min, rt
2.3 Solvents: Water ; 8 - 16 h, rt

参考文献：

Photoinduced Nickel-Catalyzed Selective N-Demethylation of Trialkylamines Using C(sp2)-Bromides as HAT Reagents

Zhang, Xiao ; et al, Journal of the American Chemical Society, 2023, 145(6), 3294-3300

合成路线：2 步

541-41-3

89-93-0

反应条件：

1.1 -
2.1 Reagents: Lithium aluminum hydride Solvents: Diethyl ether

参考文献：

Ruthenium-Coordinated Spirolactams via Intramolecular Nucleophilic Addition to η6-Arene Metal Complexes

Pigge, F. Christopher; et al, Organometallics, 2002, 21(21), 4505-4512

合成路线：1 步

_74%

反应条件：

1.1 Reagents: Sodium hydroxide Catalysts: 2231647-03-1 ; 24 h, 125 °C

参考文献：

Selective synthesis of mono- and di-methylated amines using methanol and sodium azide as C1 and N1 sources

Chakrabarti, Kaushik; et al, Green Chemistry, 2018, 20(14), 3339-3345

合成路线：1 步

20241-03-6

_47%

699-04-7

反应条件：

1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran , Hexane ; 1 h, 0 °C
1.2 Reagents: Water

参考文献：

Formation of benzylamines from triazene compounds via a 1,2-proton shift

Nishiwaki, Keiji; et al, Tetrahedron, 2006, 62(29), 7034-7042

合成路线：1 步

20241-03-6

_47%

699-04-7

反应条件：

1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran
1.2 Reagents: Water

参考文献：

α-Lithiation of 1-aryl-3,3-dialkyltriazenes and intramolecular conversion to benzylamine and tetrahydrobenzotriazine derivatives

Nishiwaki, Keiji; et al, Angewandte Chemie, 2002, 41(3), 484-486

合成路线：1 步

4525-48-8

_30%

反应条件：

1.1 Reagents: Propanoic acid, 2,2-dimethyl-, sodium salt (1:1) , 2-Bromo-1,3,5-tris(1-methylethyl)benzene Catalysts: Nickel chloride hexahydrate , 4,4′-Bis(1,1-dimethylethyl)-2,2′-bipyridine , Benzonitrile, 2,3,4,5,6-penta-9H-carbazol-9-yl- Solvents: Acetonitrile , Water ; 8 - 30 h, rt

参考文献：

Photoinduced Nickel-Catalyzed Selective N-Demethylation of Trialkylamines Using C(sp2)-Bromides as HAT Reagents

Zhang, Xiao ; et al, Journal of the American Chemical Society, 2023, 145(6), 3294-3300

合成路线：1 步

_13%

反应条件：

1.1 Reagents: Hydrogen Catalysts: (OC-6-13)-Carbonyl[2-(diphenylphosphino-κP)-N-[2-(diphenylphosphino-κP)ethyl]eth… ; 4 MPa, rt → 120 °C; 24 h, 4 MPa, 120 °C

参考文献：

Selective Monomethylation of Amines with Methanol as the C1 Source

Choi, Geunho; et al, Angewandte Chemie, 2018, 57(21), 6166-6170

合成路线：2 步

反应条件：

1.1 Solvents: Diethyl ether , Water ; 12 h, rt
2.1 Reagents: Propanoic acid, 2,2-dimethyl-, sodium salt (1:1) , 2-Bromo-1,3,5-tris(1-methylethyl)benzene Catalysts: Nickel chloride hexahydrate , 4,4′-Bis(1,1-dimethylethyl)-2,2′-bipyridine , Benzonitrile, 2,3,4,5,6-penta-9H-carbazol-9-yl- Solvents: Acetonitrile , Water ; 8 - 30 h, rt

参考文献：

Photoinduced Nickel-Catalyzed Selective N-Demethylation of Trialkylamines Using C(sp2)-Bromides as HAT Reagents

Zhang, Xiao ; et al, Journal of the American Chemical Society, 2023, 145(6), 3294-3300

合成路线：2 步

89-92-9