1427669-81-5

Basic information

• Product Name: phenyl(1-(pyrimidin-2-yl)-1H-indol-2-yl)methanone
• Synonyms: phenyl(1-(pyrimidin-2-yl)-1H-indol-2-yl)methanone
• CAS NO: 1427669-81-5
• Molecular Weight: 299.332
• Mol File: 1427669-81-5.mol

Chemical Properties

• CAS DataBase Reference: phenyl(1-(pyrimidin-2-yl)-1H-indol-2-yl)methanone(CAS DataBase Reference)
• NIST Chemistry Reference: phenyl(1-(pyrimidin-2-yl)-1H-indol-2-yl)methanone(1427669-81-5)
• EPA Substance Registry System: phenyl(1-(pyrimidin-2-yl)-1H-indol-2-yl)methanone(1427669-81-5)

Safety Data

• Hazardous Substances Data: 1427669-81-5(Hazardous Substances Data)

Upstream product

• 221044-05-9 N-(2-pyrimidyl)indole 
• 611-73-4 Benzoylformic acid 
• 100-52-7 benzaldehyde 
• 120-72-9 indole 
• 100-51-6 benzyl alcohol 
• 108-88-3 toluene 
• 22711-23-5 4-chlorobenzil 
• 579-07-7 1-Phenylpropane-1,2-dione 
• 134-81-6 benzil 

Downstream Products

• 1022-86-2 2-benzoylindole 
• 948-65-2 2-phenyl-indole 
• 1310708-93-0 2-phenyl-1-(pyrimidin-2-yl)-1H-indole 
• 221044-05-9 N-(2-pyrimidyl)indole 
• 1224635-31-7 6-phenyl-11H-benzo[a]carbazole 

Relevant articles and documents

Palladium-catalyzed C2-acylation of indoles with aryl and alkyl aldehydes

A palladium-catalyzed C2-acylation of indoles with aryl and alkyl aldehydes via C-H functionalization is reported. The method shows excellent functional group tolerance and provides a straightforward way for the preparation of 2-aroylindoles.

Directed Decarbonylation of Unstrained Aryl Ketones via Nickel-Catalyzed C - C Bond Cleavage

The nickel-catalyzed decarbonylation of unstrained diaryl ketones has been developed. The reaction is catalyzed by a combination of Ni(cod)2 and an electron-rich N-heterocyclic carbene ligand. High functional group tolerance and excellent yields (up to 98%) are observed. This strategy provides an alternative and versatile approach to construct biaryls using an inexpensive nickel catalyst.

Merger of Visible-Light Photoredox Catalysis and C-H Activation for the Room-Temperature C-2 Acylation of Indoles in Batch and Flow

A mild and versatile protocol for the C-H acylation of indoles via dual photoredox/transition-metal catalysis was established in batch and flow. The C-H bond functionalization occurred selectively at the C-2 position of N-pyrimidylindoles. This room-temperature protocol tolerated a wide range of functional groups and allowed for the synthesis of a diverse set of acylated indoles. Various aromatic as well as aliphatic aldehydes (both primary and secondary) reacted successfully. Interestingly, significant acceleration (20 to 2 h) and higher yields were obtained under micro flow conditions.

Direct C-2 acylation of indoles with toluene derivatives via Pd(II)-catalyzed C-H activation

A simple and efficient Pd-catalyzed method for the C2-acylation of indoles is described. Less toxic, stable, and commercially available toluene derivatives were used as acyl sources, with tert-butylhydroperoxide (TBHP) as oxidant and pivalic acid as addit

Palladium-catalyzed C2-acylation of indoles with α-diketones assisted by the removable N-(2-pyrimidyl) group

An effective and practical palladium-catalyzed C2-acylation method was successfully developed for the synthesis of 2-acylindoles. A variety of 2-acylindoles were readily prepared from N-pyrimidyl indoles in moderate to good yields. This methodology offers

Synthesis of 2-Acylated Indoles through Palladium-Catalyzed Dehydrogenative Coupling of N -Pyrimidine-Protected Indoles with Aldehydes and Ethyl Glyoxylate

C2-Acylated indoles have been synthesized in good yields through palladium-catalyzed dehydrogenative coupling of N-pyrimidine-protected indoles using aldehydes as the source of acyl reagent and tert-butyl hydroperoxide as the oxidant. 2-Indole carboxylate

Pd-catalyzed direct C2-acylation and C2,C7-diacylation of indoles: Pyrimidine as an easily removable C-H directing group

Pyrimidine is successfully used as an easily removable C(sp2)-H directing group for the synthesis of 2-acyl indoles and 2,7-diacyl indoles through direct C-H functionalization using a Pd-catalyst from 1-(pyrimidin-2-yl)-1H-indoles and aldehydes. Easy removal of the pyrimidine directing group using EtONa in DMSO provides C2-acyl indoles.

Palladium-catalyzed decarboxylative C2-acylation of indoles with α-oxocarboxylic acids

A palladium-catalyzed decarboxylative C2-acylation of indoles with α-oxocarboxylic acids was achieved. This protocol represents a novel and complementary approach to 2-aroylindoles. The Royal Society of Chemistry 2013.