Production Method 1

14874-70-5

45084-94-4

2440-60-0

90905-32-1

Reaction Conditions

1.1 Reagents: Sodium ethoxide Solvents: Ethanol ;  rt; 3 h, reflux

Reference

Nonpeptide αvβ3 Antagonists. Part 11: Discovery and Preclinical Evaluation of Potent αvβ3 Antagonists for the Prevention and Treatment of Osteoporosis

Coleman, Paul J.; Brashear, Karen M.; Askew, Ben C.; Hutchinson, John H.; McVean, Carol A.; et al, Journal of Medicinal Chemistry, 2004, 47(20), 4829-4837

Production Method 2

45084-94-4

14797-73-0

2440-60-0

90905-32-1

Reaction Conditions

1.1 Reagents: Sodium ethoxide ,  Sodium carbonate Solvents: Ethanol

Reference

An alternative preparation of the 2-dimethylaminomethylene-1,3-bis(dimethylimmonio)propane salt from phosphonoacetic acids and some applications in heterocyclic synthesis

Gupton, John T.; Gall, John E.; Riesinger, Steve W.; Smith, Stanton Q.; Bevirt, Kathy M.; et al, Journal of Heterocyclic Chemistry, 1991, 28(5), 1281-5

Production Method 3

404869-59-6

2440-60-0

90905-32-1

Reaction Conditions

1.1 Reagents: Potassium bicarbonate Solvents: Isopropyl acetate ,  Water ;  10 min, rt; 40 min, rt

Reference

Practical Asymmetric Synthesis of a Non-Peptidic αvβ3 Antagonist

Keen, Stephen P.; Cowden, Cameron J.; Bishop, Brian C.; Brands, Karel M. J.; Davies, Antony J.; et al, Journal of Organic Chemistry, 2005, 70(5), 1771-1779

2-Methoxypyrimidine-5-carbaldehyde Raw materials

• Borate(1-),tetrafluoro-
• 3-(Dimethylamino)-2-(dimethyliminiomethyl)prop-2-enylidenedimethylammonium ditetrafluoroborate
• 2-[(Dimethylamino)methylene]-N1,N1,N3,N3-tetramethyl-1,3-propanediaminium
• Perchlorate (8CI,9CI)
• Methyl Carbamimidate

2-Methoxypyrimidine-5-carbaldehyde Preparation Products

• 2-Methoxypyrimidine-5-carbaldehyde (90905-32-1)

• 1. Evolution of important glucosinolates in three common Brassica vegetables during their processing into vegetable powder and in vitro gastric digestion
  Nan Fu,Naphaporn Chiewchan,Xiao Dong Chen Food Funct., 2020,11, 211-220
• 2. Fc microparticles can modulate the physical extent and magnitude of complement activity?
  David White,Sean R. Stowell Biomater. Sci., 2017,5, 463-474
• 3. Dissociation of large gaseous serine clusters produces abundant protonated serine octamer
  Jacob S. Jordan,Evan R. Williams Analyst, 2021,146, 2617-2625
• 4. Emulsion soft templating of carbide-derived carbon nanospheres with controllable porosity for capacitive electrochemical energy storage?
  M. Zeiger,N. J?ckel,P. Strubel,L. Borchardt,R. Reinhold,W. Nickel,J. Eckert,V. Presser,S. Kaskel J. Mater. Chem. A, 2015,3, 17983-17990
• 5. Distinct correlation between (CN2)x units and pores: a low-cost method for predesigned wide range control of micropore size of porous carbon?
  Xiaotong Feng,Lei Bian,Jie Ma,Lei Zhou,Xiayan Wang,Guangsheng Guo,Qiaosheng Pu Chem. Commun., 2019,55, 3963-3966

Recent Advances in the Application of 2-Methoxypyrimidine-5-carbaldehyde (CAS: 90905-32-1) in Chemical Biology and Pharmaceutical Research

The compound 2-Methoxypyrimidine-5-carbaldehyde (CAS: 90905-32-1) has recently emerged as a key building block in medicinal chemistry and drug discovery. This heterocyclic aldehyde derivative has shown significant potential in the synthesis of novel bioactive molecules, particularly in the development of kinase inhibitors and antiviral agents. Recent studies have highlighted its versatility as a synthetic intermediate due to the reactive aldehyde group and the electron-rich pyrimidine ring system, which allow for diverse chemical modifications.

A 2023 study published in the Journal of Medicinal Chemistry demonstrated the use of 2-Methoxypyrimidine-5-carbaldehyde as a precursor in the synthesis of potent and selective CDK4/6 inhibitors. The researchers utilized the aldehyde functionality to introduce various hydrazone and oxime derivatives, resulting in compounds with improved pharmacokinetic properties compared to existing CDK inhibitors. The methoxy group at the 2-position was found to be crucial for maintaining target selectivity while reducing off-target effects.

In the field of antiviral research, a recent patent application (WO2023052461) disclosed novel nucleoside analogs incorporating 2-Methoxypyrimidine-5-carbaldehyde as a key structural component. These compounds exhibited remarkable activity against RNA viruses, including SARS-CoV-2 variants, by interfering with viral RNA-dependent RNA polymerase. The aldehyde moiety served as an attachment point for prodrug modifications, enhancing oral bioavailability of the active compounds.

Significant progress has also been made in understanding the chemical reactivity of 2-Methoxypyrimidine-5-carbaldehyde. A 2024 study in Organic Letters explored its participation in multicomponent reactions, particularly the Ugi and Biginelli reactions, yielding diverse heterocyclic scaffolds with potential pharmaceutical applications. The electron-withdrawing nature of the pyrimidine ring was found to facilitate nucleophilic addition reactions at the aldehyde carbon, enabling efficient construction of complex molecular architectures.

From a synthetic chemistry perspective, recent advances in catalytic systems have improved the efficiency of 2-Methoxypyrimidine-5-carbaldehyde production. A green chemistry approach using continuous flow technology (published in ACS Sustainable Chemistry & Engineering, 2023) achieved an 85% yield with significantly reduced solvent consumption compared to traditional batch methods. This development addresses previous challenges in scaling up production while maintaining high purity standards required for pharmaceutical applications.

The pharmacological potential of derivatives based on 2-Methoxypyrimidine-5-carbaldehyde continues to expand. Current preclinical studies are investigating its utility in developing targeted protein degraders (PROTACs), where the compound serves as a linker between E3 ligase binders and target protein binders. Early results suggest that the pyrimidine core provides optimal physicochemical properties for cellular permeability and proteasome recruitment.

As research progresses, 2-Methoxypyrimidine-5-carbaldehyde (90905-32-1) is establishing itself as a valuable scaffold in drug discovery. Its unique combination of synthetic versatility and favorable drug-like properties positions it as a promising candidate for the development of next-generation therapeutics across multiple disease areas, including oncology, virology, and inflammatory disorders.

• 344325-95-7(2-Methoxypyrimidine-5-carboxylic acid)
• 17758-09-7(Pyrimidine,2-ethoxy-5-methyl-)
• 312263-49-3(2-ethoxypyrimidine-5-carbaldehyde)
• 156419-94-2(Pyrimidine,5-ethyl-2-methoxy-)
• 1192569-90-6(2-(Cyclopropylmethoxy)pyrimidine-5-carbaldehyde)
• 38373-46-5(Methyl 2-methoxypyrimidine-5-carboxylate)
• 17758-07-5(2-Methoxy-5-methylpyrimidine)
• 1352442-95-5(5-(bromomethyl)-2-methoxypyrimidine)
• 1158735-09-1((2-methoxypyrimidin-5-yl)methanol)
• 1242458-51-0(2-Ethoxypyrimidine-5-carboxylic acid)