5194-32-1

Usage

Uses

Used in Pharmaceutical Industry:
2-Methylpyrimidine-5-carboxylic acid is used as a chemical intermediate for the preparation of substituted pyridazine and pyridinecarboxamides. These compounds are known as SCDs (Stearoyl-CoA Desaturase) modulators, which play a crucial role in the regulation of lipid metabolism and have potential applications in the treatment of various diseases related to lipid metabolism disorders, such as obesity, diabetes, and cardiovascular diseases.

InChI:InChI=1/C6H6N2O2/c1-4-7-2-5(3-8-4)6(9)10/h2-3H,1H3,(H,9,10)

Upstream product

• 7752-78-5 5-bromo-2-methylpyrimidine 
• 124-38-9 carbon dioxide 
• 2134-38-5 ethyl 2-methylpyrimidine-5-carboxylate 

Downstream Products

• 126504-86-7 5-(Chloromethyl)-2-methylpyrimidine 
• 2239-83-0 5-(Hydroxymethyl)-2-methylpyrimidine 

Relevant academic research and scientific papers

FUSED THIAZOLE DERIVATIVES HAVING AFFINITY FOR THE HISTAMINE H3 RECEPTOR

The present invention relates to novel fused thiazole derivatives having pharmacological activity, processes for their preparation, to compositions containing them and to their use in the treatment of neurological and psychiatric disorders.

N-PHENYL-(2R,5S)DIMETHYLPIPERADINE DERIVATIVE

The present invention relates to a novel N-phenyl-(2R,5S)dimethylpiperazine derivatives useful as antiandrogenic agent which exhibits a sufficient prostate gland reducing effect as compared with conventional compounds and are excellent in oral activity. The compound of the present application is useful in preventing or treating prostate cancer, benign prostatic hyperplasia, and the like. The present invention also provides a novel intermediate useful in producing the compound of the present invention.

Synthesis and Proton NMR Spectra of the Monomethyl- and Dimethylpyrimidine-5-carboxylic Acids. Regioselective Covalent Hydration at the 2- and 4-Ring Positions

Pyrimidine-5-carboxylic acid, its 2-methyl, 4-methyl, 2,4-dimethyl- and 4,6-dimethyl derivatives have been synthesized and their proton nmr spectra measured in dilute aqueous acid.Pyrimidine-5-carboxylic acid (1a, R2,4,6=H) was found to afford an equilibrium mixture of covalent hydrates at both the 2- and 4-ring positions (2a and 3a).The 2-methyl derivative (1b, R2=Me, R4,6=H) undergoes hydration exclusively at the 4-position (2b) while the 4-methyl derivative (1c, R2,6=H, R4=Me) hydrates selectively at only the 2-position (3c).Covalent hydration was notobservable for either the 2,4-dimethyl- (1d, R2,4=Me, R6=H) or 4,6-dimethyl- (1e, R2=H, R4,6=Me) pyrimidinecarboxylic acids.The synthetic routes to these substances are described and the degree of hydration for each compound was measured.

Reaction of 2-Dimethylaminomethylene-1,3-diones with Dinucleophiles. VIII. Synthesis of Ethyl and Methyl 2,4-Disubstituted 5-Pyrimidinecarboxylates

Reaction of ethyl or methyl 2-dimethylaminomethylene-3-oxoalkanoates with N-C-N dinucleophiles such as guanidine, acetamidine or benzamidine afforded in high yields the relative esters of 4-substituted 2-amino-, 2-methyl- or 2-phenyl-5-pyrimidinecarboxylic acids, respectively.These esters were hydrolyzed to the corresponding carboxylic acids, which were converted by heating to 4-substituted 2-pyrimidinamines, 2-methyl or 2-phenylpyrimidines, respectively, generally in excellent yields.The 4-unsubstituted ethyl 2-amino-, 2-methyl- and 2-phenyl-5-pyrimidinecarboxylateswere obtained in moderate yields by reaction of the above dinucleophiles with ethyl 2,2-diformylacetate.These esters were hydrolyzed and the corresponding acids (with the exception of the 2-methyl derivative) were decarboxylated to give 2-pyrimidinamine and 2-phenylpyrimidine in satisfactory yields.