41266-64-2Relevant academic research and scientific papers
GPR139 RECEPTOR MODULATORS
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Page/Page column 200, (2020/06/01)
Compounds are provided that modulate the GPR139 receptor, compositions containing the same, and to methods of their preparation and use for treatment of a malcondition wherein modulation of the GPR139 receptor is medically indicated or beneficial. Such compounds have the structure of Formula (X) or a pharmaceutically acceptable isomer, racemate, hydrate, solvate, isotope, or salt thereof, wherein R1, R2, R3, R4, R9, R10, R11, and R12, Q5, Q6, Q7 and Q8 are as defined herein.
Utility of 2-hydrazino-4,6-dimethylpyridine in heterocyclic synthesis
Al-Ashmawy,Abd El-Samii,El Feky,Osman
, p. 110 - 114 (2007/10/03)
2-Hydrazino-4,6-dimethylpyrimidine (1) readily underwent ring closure with benzoyl chloride to give 5,7-dimethyl-3 phenyl- 1,2,4-triazolo[4,3-a]pyrimidine (4a). Either N-benzoyl derivative (2) or the hydrazone (3a) can be used for formation of compound 4a. Reaction of compound 1 with acetylacetone gave the pyrazole derivative (6) rather than 1,2,4-triazepine derivative (5). The pyrrole (9) was the sole product from cyclization of 1 with 2,5 hexanedione. Reaction of compound 1 with carbon disulphide or ethyl chloroformate gave 1,2,4-triazolo[4,3-a]pyrimidines (10 and 12). The reaction of thiosemicarbazides (13 a-c) with ethyl bromoacetate and DCCD was investigated.
Synthesis, Molecular Structure, and Reactions of 1H-1,2,4-Triazolopyrimidinium Betaines
Marley, Hugh,McCullough, Kevin J.,Preston, Peter M.,Wright, Stanley H. B.
, p. 351 - 358 (2007/10/02)
Novel 1-substituted 1,2,4-triazolopyrimidinium betaines have been prepared and characterised.Treatment of 1-alkyl-1-(4,6-dimethylpyrimidin-2-yl)hydrazines (2f-j) with phosgene gave a series of 1,2,4-triazolopyrimidinium chlorides (3a-e) which were subsequently converted by ammonia into 1,2,4-triazolopyrimidinium-3-olates (5a-e).Analogous 3-thiolates (5g-k) were best synthsized by treating the appropriate hydrazines (2f-j) with carbon disulphide.The 1-(3-hydroxypropyl) derivatives (5f) and (5l) were obtained by deprotection of benzyl derivatives (5e) and (5k) using BCl3 in dichloromethane at -10 deg C.Methylation of the 3-thiolate derivative (5g) with iodomethane gave the salt (9) which was subsequently transformed by methylamine into the triazole derivative (10). 1,5,7-Trimethyl-1H-1,2,4-triazolopyrimidinium-3-thiolate gave 5-amino-1-methyl-1H-1,2,4-triazole-3-thiol (11) on treatment with hydrazine hydrate.The molecular structure of 1-benzyl-5,7-dimethyl-1H-1,2,4-triazolopyrimidinium-3-olate (5b) has been determined by X-ray crystallography.
