162997-33-3

Basic information

• Product Name: 1-BOC-4-(4'-CYANOPHENYL)PIPERIDINE
• Synonyms: 1-BOC-4-(4'-CYANOPHENYL)PIPERIDINE;tert-Butyl 4-(4-cyanocyclohexyl)piperidine-1-carboxylate;tert-Butyl 4-(4-cyanophenyl)-piperidine-1-carboxylate
• CAS NO: 162997-33-3
• Molecular Formula: C₁₇H₂₂N₂O₂
• Molecular Weight: 286.38
• Mol File: 162997-33-3.mol
• Article Data: 12

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-BOC-4-(4'-CYANOPHENYL)PIPERIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-BOC-4-(4'-CYANOPHENYL)PIPERIDINE(162997-33-3)
• EPA Substance Registry System: 1-BOC-4-(4'-CYANOPHENYL)PIPERIDINE(162997-33-3)

Safety Data

• Hazardous Substances Data: 162997-33-3(Hazardous Substances Data)

Usage

General Description

1-BOC-4-(4'-cyanophenyl)piperidine is a compound with the molecular formula C20H26N2O2 and a molecular weight of 326.44 g/mol. It is a piperidine derivative with a 4'-cyanophenyl group and a BOC (tert-butoxycarbonyl) protecting group attached to the nitrogen atom. 1-BOC-4-(4'-CYANOPHENYL)PIPERIDINE is commonly used as an intermediate in the synthesis of pharmaceuticals and organic compounds. It is utilized in the production of various drugs, including analgesics and antipsychotic medications. Additionally, it is also used as a building block for the synthesis of other compounds and can be found as a reagent in organic chemistry reactions.

Upstream product

• 623-00-7 4-bromobenzenecarbonitrile 
• 1872262-73-1 1-(tert-butyl) 4-(1,3-dioxoisoindolin-2-yl) piperidine-1,4-dicarboxylate 
• 3058-39-7 4-iodobenzonitrile 
• 109384-19-2 t-butyl 4-hydroxy piperidine-1-carboxylate 
• 1194-02-1 4-fluorobenzonitrile 
• 375853-82-0 tert-Butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-1(2H)-pyridinecarboxylate 
• 301673-14-3 tert-butyl 4-iodopiperidine-1-carboxylate 
• 623-03-0 4-Cyanochlorobenzene 
• 589-87-7 1,4-bromoiodobenzene 
• 1438394-24-1 N-benzyl-1-oxo-N-(penta-3,4-dien-1-yl)indane-2-carboxamide 
• 871112-38-8 tert-butyl 4-(4-cyanophenyl)-4-hydroxypiperidine-1-carboxylate 
• 163209-96-9 tert-butyl 4-(4-bromophenyl)-4-hydroxypiperidine-1-carboxylate 
• 79099-07-3 N-tert-butyloxycarbonylpiperidin-4-one 

Downstream Products

• 1399181-27-1 4-(1-(5-formyl-2,4-dimethylbenzoyl)piperidin-4-yl)benzonitrile 
• 1399176-05-6 4-(1-(2,4-dimethyl-5-(6-(pyrrolidin-1-yl)-3H-imidazo[4,5-c]pyridin-2-yl)benzoyl)piperidin-4-yl)benzonitrile 
• 1399181-40-8 4-(1-(3-formyl-4-methylbenzoyl)piperidin-4-yl)benzonitrile 
• 1399181-41-9 5-(4-(4-cyanophenyl)piperidine-1-carbonyl)-2-methylbenzoic acid 
• 1399176-26-1 5-(4-(4-cyanophenyl)piperidine-1-carbonyl)-2-methyl-N-(6-(pyrrolidin-1-yl)pyridin-3-yl)benzamide 
• 1399176-12-5 4-(1-(4-methyl-3-(6-(pyrrolidin-1-yl)-3H-imidazo[4,5-c]pyridin-2-yl)benzoyl)piperidin-4-yl)benzonitrile 
• 1399176-16-9 4-(1-(2-methyl-5-(6-(pyrrolidin-1-yl)-3H-imidazo[4,5-c]pyridin-2-yl)benzoyl)piperidin-4-yl)benzonitrile 
• 1415387-38-0 C₃₀H₃₀N₆O 
• 1399176-01-2 4-(1-(5-(6-((2-methoxyethyl)(methyl)amino)-3H-imidazo[4,5-c]pyridin-2-yl)-2,4-dimethylbenzoyl)piperidin-4-yl)benzonitrile trifluoroacetate 
• 1399176-07-8 4-(1-(2,4-dimethyl-5-(6-(methylsulfonyl)-3H-imidazo[4,5-c]pyridin-2-yl)benzoyl)piperidin-4-yl)benzonitrile 
• 1415387-42-6 4-(1-(5-(6-bromo-3H-imidazo[4,5-b]pyridin-2-yl)-2,4-dimethyllbenzoyl)piperidin-4-yl)benzonitrile 
• 1399176-08-9 4-(1-(2,4-dimethyl-5-(6-(methylsulfonyl)-3H-imidazo[4,5-b]pyridin-2-yl)benzoyl)piperidin-4-yl)benzonitrile 
• 1399176-09-0 4-(1-(5-(5-(azetidin-1-yl)-1H-imidazo[4,5-b]pyridin-2-yl)-2,4-dimethylbenzoyl)piperidin-4-yl)benzonitrile 
• 1399176-99-8 4-(1-(5-(4-(azetidin-1-yl)-3H-imidazo[4,5-c]pyridin-2-yl)-2,4-dimethylbenzoyl)piperidin-4-yl)benzonitrile 

Relevant articles and documents

Photoactive electron donor-acceptor complex platform for Ni-mediated C(sp3)-C(sp2) bond formation

A dual photochemical/nickel-mediated decarboxylative strategy for the assembly of C(sp3)-C(sp2) linkages is disclosed. Under light irradiation at 390 nm, commercially available and inexpensive Hantzsch ester (HE) functions as a potent organic photoreductant to deliver catalytically active Ni(0) species through single-electron transfer (SET) manifolds. As part of its dual role, the Hantzsch ester effects a decarboxylative-based radical generation through electron donor-acceptor (EDA) complex activation. This homogeneous, net-reductive platform bypasses the need for exogenous photocatalysts, stoichiometric metal reductants, and additives. Under this cross-electrophile paradigm, the coupling of diverse C(sp3)-centered radical architectures (including primary, secondary, stabilized benzylic, α-oxy, and α-amino systems) with (hetero)aryl bromides has been accomplished. The protocol proceeds under mild reaction conditions in the presence of sensitive functional groups and pharmaceutically relevant cores.

Nickel-catalyzed C-N bond activation: Activated primary amines as alkylating reagents in reductive cross-coupling

Nickel-catalyzed reductive cross coupling of activated primary amines with aryl halides under mild reaction conditions has been achieved for the first time. Due to the avoidance of stoichiometric organometallic reagents and external bases, the scope regarding both coupling partners is broad. Thus, a wide range of substrates, natural products and drugs with diverse functional groups are tolerated. Moreover, experimental mechanistic investigations and density functional theory (DFT) calculations in combination with wavefunction analysis have been performed to understand the catalytic cycle in more detail.

Ru/Ni Dual Catalytic Desulfinative Photoredox Csp2-C sp3Cross-Coupling of Alkyl Sulfinate Salts and Aryl Halides

A mild Ru/Ni dual catalytic desulfinative photoredox Csp2-Csp3 cross-coupling reaction of alkyl sulfinate salts with aryl halides has been developed. The optimized catalyst system, consisting of Ru(bpy)3Cl2, Ni(COD)2, and DBU, smoothly mediates the coupling of a diverse set of secondary and primary nonactivated alkyl sulfinate salts with a broad range of electron-deficient aryl bromides, electron-rich aryl iodides, and heteroaryl bromides under irradiation with blue light. The procedure is ideal for late-stage introduction of alkyl groups on pharmaceutical intermediates, and the Csp2-Csp3 cross-coupling reaction allowed the rapid synthesis of caseine kinase 1 inhibitor analogues via a parallel medicinal chemistry effort.