104479-78-9

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General Description

5-Pyrimidinamine, N-(phenylmethyl)-, also known as PMPP, is a chemical compound with the molecular formula C12H11N3. It is an aromatic amine that is commonly used in the pharmaceutical industry as a building block for the synthesis of various drugs and pharmaceuticals. PMPP is a white to light yellow solid with a melting point of 116-119°C, and it is soluble in organic solvents such as ethanol and diethyl ether. 5-Pyrimidinamine, N-(phenylmethyl)- may also have potential applications in the field of organic synthesis and medicinal chemistry due to its unique chemical structure and reactivity. Additionally, it is important to handle PMPP with caution and follow proper safety protocols when working with this chemical.

InChI:InChI=1S/C11H11N3/c1-2-4-10(5-3-1)6-14-11-7-12-9-13-8-11/h1-5,7-9,14H,6H2

Upstream product

• 4595-59-9 5-bromopyrimidine 
• 100-46-9 benzylamine 

Relevant academic research and scientific papers

d-Glucose: An Efficient Reducing Agent for a Copper(II)-Mediated Arylation of Primary Amines in Water

A copper-catalyzed Ullmann-type amination with primary amines in water with a combination of copper(II) triflate [Cu(OTf)2], dipivaloylmethane, and d-glucose is reported. The mild conditions and the use of an inexpensive catalyst as well as a renewable feedstock (d-glucose and the surfactant TPGS-750-M, which is derived from vitamin E) make this protocol a safe and convenient strategy for efficient C?N bond formation. This easy-to-handle procedure is extremely competitive compared to palladium-based reactions and may be used to synthesize N-containing molecules, such as drugs or organic light-emitting diodes (OLEDs).

Can Palladium Acetate Lose Its "saltiness"? Catalytic Activities of the Impurities in Palladium Acetate

Commercially available palladium acetate often contains two major impurities, whose presence can impact the overall catalytic efficacy. This systematic study provides a comparison of the differences in catalytic activity of pure palladium acetate, Pd3(OAc)6, with the two impurities: Pd3(OAc)5(NO2) and polymeric [Pd(OAc)2]n in a variety of cross-coupling reactions. The solid state 13C NMR spectra of all three compounds in conjunction with DFT calculations confirm their reported geometries.

Selective Monoarylation of Primary Amines Using the Pd-PEPPSI-IPentCl Precatalyst

A single set of reaction conditions for the palladium-catalyzed amination of a wide variety of (hetero)aryl halides using primary alkyl amines has been developed. By combining the exceptionally high reactivity of the Pd-PEPPSI-IPentCl catalyst (PEPPSI=pyridine enhanced precatalyst preparation, stabilization, and initiation) with the soluble and nonaggressive sodium salt of BHT (BHT=2,6-di-tert-butyl-hydroxytoluene), both six- and five-membered (hetero)aryl halides undergo efficient and selective amination.

Ligand-free copper-catalyzed amination of heteroaryl halides with alkyl- and arylamines

N-Heteroarylations of alkyl- and arylamines with various heteroaryl halides have been achieved by ligand-free copper-catalyzed cross-couplings affording aminopyridines and aminopyrimidines in moderate to high yields (up to 99% yield). Copyright

Highly efficient and practical phosphoramidite-copper catalysts for amination of aryl iodides and heteroaryl bromides with alkylamines and N(H)-heterocycles

A highly efficient copper-catalyzed system using phosphoramidite as ligands was applied to N-arylation of alkylamines and N(H)-heterocycles with aryl iodides and heteroaryl bromides. The reactions were carried out in relative mild conditions and good to excellent yields were obtained.

Second-generation peptidomimetic inhibitors of protein farnesyltransferase demonstrating improved cellular potency and significant in vivo efficacy

The synthesis and evaluation of analogues of previously reported farnesyltransferase inhibitors, pyridyl benzyl ether 3 and pyridylbenzylamine 4, are described. Substitution of 3 at the 5-position of the core awl ring resulted in inhibitors of equator less potency against the enzyme and decreased efficacy in a cellular assay against Ras processing by the enzyme. Substitution of 4 at the benzyl nitrogen yielded 26, which showed improved efficacy and potency and yet presented a poor pharmacokinetic profile. Further modification afforded 30, which demonstrated a dramatically improved pharmacokinetic profile. Compounds 26 and 29 demonstrated significant in vivo efficacy in nude mice inoculated with MiaPaCa-2, a human pancreatic tumor- derived cell line.