- Regioselective palladium-catalyzed Suzuki–Miyaura coupling reaction of 2,4,6-trihalogenopyrido[2,3-d]pyrimidines
-
An effective, regioselective, and novel strategy to the access of 2,4,6-trisubstituted pyrido[2,3-d]pyrimidines is developed from the corresponding 2,4,6-trihalogenopyrido[2,3-d]pyrimidine through a Suzuki–Miyaura coupling reaction involving a novel regioselective halogen discrimination.
- Riadi, Yassine,Lazar, Sa?d,Guillaumet, Gérald
-
-
Read Online
- Synthesis, characterization, crystal structure and DFT study of a new compound 3-(4-(2,4-dimorpholinopyrido[2,3-d]pyrimidin-6-yl)phenyl)-1,1-diethylurea
-
In this study, the compound 3-(4-(2,4-dimorpholinopyrido[2,3-d]pyrimidin-6-yl)phenyl)-1,1-diethylurea was prepared. The synthesis of the compound was confirmed using 1H NMR, 13C NMR, HRMS and FT-IR spectroscopies. The crystal structure of the title compound was optimized using by density functional theory (DFT) calculations, and the molecular structure of the crystal was compared with theoretical calculations. The results show that the molecular structure optimized by DFT is essentially identical to the crystal structure determined by X-ray single-crystal diffraction. Additionally, the optimal structure and frontier orbital energy were calculated using DFT.
- Dai, Hongyu,Deng, Liyuan,Liao, Wanpeng,Liu, Tong,Wu, Feng,Zhao, Chunshen,Zhou, Zhixu
-
-
- SYNTHESIS, CRYSTAL STRUCTURE AND DFT STUDY OF NOVEL (2S,2′S,6R,6′R)-4,4′-(6-BROMOPYRIDO[2,3-d]PYRIMIDINE-2,4-DIYL)BIS(2,6-DIMETHYLMORPHOLINE)
-
Abstract: (2S,2′S,6R,6′R)-4,4′-(6-Bromopyrido[2,3-d]pyrimidine-2,4-diyl)bis(2,6-dimethylmorpholine) is a novel organic intermediate having pyrido[2,3-d]pyrimidine. It is synthesized by four steps and confirmed by 1H and 13C NMR and FTIR spectroscopy and MS. Meanwhile, the single crystal of the title compound is subjected to the crystallographic analysis and the conformation determination. Moreover, density functional theory (DFT) is used to calculate the optimized structures of the molecule which are compared with the X-ray measurement. The result of the molecular structure optimized by DFT is consistent with the crystal structure determined by single crystal X-ray diffraction. Finally, in order to further investigate some physical properties of the title compound by the B3LYP/6-311G(2d,p) method, the molecular electrostatic potential and frontier molecular orbitals are calculated. The calculated and experimental data show that the title compound has good chemical stability and nucleophilic reactivity. Hirshfeld surface analyses can explain the atom pair contacts of the crystal and the quantitative analysis of intermolecular interactions is performed. [Figure not available: see fulltext.]
- Chen, D.-M.,Chen, Y.-M.,Liao, W.-K.,Wu, Q.-M.,Ye, W.-J.,Zhao, C.-S.,Zhou, Z.-X.
-
p. 1501 - 1510
(2021/11/20)
-
- PYRIDOPYRIMIDINES DERIVATIVES AS P2X3 INHIBITORS
-
The present invention relates to compounds of formula I inhibiting P2X purinoceptor 3 (hereinafter P2X3 inhibitors); particularly the invention relates to compounds that are pyridopyrimidines derivatives, methods of preparing such compounds, ph
- -
-
-
- Discovery and in vivo effects of novel human natriuretic peptide receptor A (NPR-A) agonists with improved activity for rat NPR-A
-
Natriuretic peptide receptor A (NPR-A) agonists were evaluated in vivo by optimizing the structure of quinazoline derivatives to improve agonistic activity for rat NPR-A. A 1,4-Cis-aminocyclohexylurea moiety at 4-position and hydroxy group of D-alaninol at 2-position on the quinazoline ring were found to be important factors in improving rat NPR-A activity. We identified potent quinazoline and pyrido[2,3-d]pyrimidine derivatives against rat NPR-A, with double-digit nanomolar EC50 values. The in vivo results showed that compound 56b administered at 1.0 mg/kg/min significantly increased plasma cGMP concentration and urine volume in rats. We discovered novel potent NPR-A agonists that showed agonistic effects similar to those of atrial natriuretic peptide.
- Iwaki, Takehiko,Tanaka, Taisaku,Miyazaki, Kazuo,Suzuki, Yamato,Okamura, Yoshihiko,Yamaki, Akira,Iwanami, Makoto,Morozumi, Naomi,Furuya, Mayumi,Oyama, Yoshiaki
-
p. 6680 - 6694
(2017/11/20)
-
- Solvent-free or low-solvent large-scale preparation of chloropyrimidine and analogues
-
Chloropyrimidine or other N-containing aromatic heterocyclic analogues can be efficiently prepared from the corresponding hydroxylated precursors under solvent-free or low-solvent conditions with equimolar or less chlorinating reagents. This high-yielding protocol allows successful preparations of multigram and kilogram batches of these important synthetic intermediates.
- Sun, Zhihua,Wang, Han,Wen, Kun,Li, Ya,Fan, Erkang
-
experimental part
p. 4149 - 4153
(2011/07/07)
-