Pointers toward the occurrence of C-F...F-C interaction: Experimental charge density analysis of 1-(4-fluorophenyl)-3,6,6-trimethyl-2-phenyl-1,5,6,7-tetrahydro-4H-indol-4-one and 1-(4-fluorophenyl)-6-methoxy-2-phenyl-1,2,3,4-tetrahydroisoquinoline

A charge density study of crystalline 1-(4-fluorophenyl)-3,6,6-trimethyl-2-phenyl-1,5,6,7-tetrahydro-4H-indol-4-one (A) and 1-(4-fluorophenyl)-6-methoxy-2-phenyl-1,2,3,4-tetrahydroisoquinoline (B) has been carried out using high-resolution X-ray diffraction data collected at 113(2) K. Weak intermolecular interactions of the type C-H...O, C-H...pi, and pi...pi hold the molecules together in the crystal lattice along with interactions of the type C-H...F and unusual C-F...F-C examined via charge density analysis. The topological features are evaluated in terms of Bader's theory of atoms in molecules through the first four criteria of Koch and Popelier. The C-F...F-C contact is observed to be across the center of symmetry in B and not in A, and further, this interaction appears to possess a certain correlation with the electron density properties at the critical point which suggests that such an interaction fits into the hierarchy of weak interactions.     

R 和 s-1-(3'-溴-4'-甲氧基)苄基-2-甲基-6-甲氧基-7-羟基-1, 2,3,4-四氢异喹啉的合成

本文报道了R和S-1-(3'-溴-4'-甲氧基)苄基-2-甲基-6-甲氧基-7-羟基-1,2,3,4-四氢异喹啉的合成。     

顺式和反式-2-氨基-3-氰基-4-苯基-1-(4'-甲基苯基)-2-环戊烯-1-醇的合成和晶体结构

用低价钛试剂(TiCl4-Zn)与4, 4-二氰基-3-苯基-1-(4'-甲基苯基)-1-丁酮反应合成了顺式和反式-2-氨基-3-氰基-4-苯基-1-(4'-甲基苯基)-2-环戊烯-1-醇, 并用X射线衍射分析确定了这两个异构体的构型。     

Synthesis of (E)-2-methoxy-6-(R-imino)methylphenols and 2-methoxy-6-(R-amino)methylphenols

(E)-2-Methoxy-6-(R-imino)methylphenols were synthesized by the condensation of 2-hydroxy-3-methoxybenzaldehyde with primary amines. By reduction of the iminophenols with sodium triacetoxyborohydride 2-methoxy-6-(R-amino)methylphenols were obtained.     

Unexpected intermediate 1-phenyl-2-(4-pyridyl)ethanol isolated from benz-aldehyde and 4-picoline condensation reaction

The unexpected intermediate 1-phenyl-2-(4-pyridyl)ethanol or 4-[2-(1-hydroxy-1-phenyl)ethyl]pyridine was isolated from the condensation reaction of 4-methylpyridine with benzaldehyde to form the model compound 4-styrylpyridine in the absence of a condensing agent. Spectroscopic data (NMR, IR and UV-VIS) gave evidence that the isolated compound is actually the alcohol just before the dehydration which yields the double bond of the 4-styrylpyridine and the structure was confirmed by single-crystal x-ray analysis. The isolation method from the reaction mixture was difficult at first, but now a 10% yield has been obtained, not only in powder form but as crystals good enough for R-X structural analysis.     

Synthesis of 6-(Bromomethyl)-4-methoxy-5,6,7,8-tetrahydropyrido- [3,2-d]pyrimidin-2-ol from 6-Methylpyrimidine-2,4-diol

6-(Bromomethyl)-4-methoxy-5,6,7,8-tetrahydropyrido[3,2-d]pyrimidin-2-ol(compound 9) was synthesized from 6-methylpyrimidine-2,4-diol(compound 1) through the crucial steps of 6-methyl alkylating and intramolecular cyclization. The assignment of the structure of compound 9 was performed by its spectral data, ¹H NMR, ¹³C NMR, HMBC, and HRMS spectra.     

Synthesis and crystal structure of 4-(2-chlorophenylamino)-6-methoxy-2-phenylquinazoline

4-(2-Chlorophenylamino)-6-methoxy-2-phenylquinazoline was synthesized from substituted thiourea by the photochemical method. The structure of the title compound was confirmed by IR, ¹H NMR, mass spectrometry, and X-ray crystallography.     

4-(1-Adamantylamino)-2-amino-6-methoxy-5-nitrosopyrimidine

The title compound, C₁₅H₂₁N₅O₂, lies on a crystallographic mirror plane and is hydrogen bonded to neighbouring mol­ecules by infinite chains formed by combinations of strong N—H⃛N and soft C—H⃛O hydrogen bonds. The pyrimidine moiety shows extensive delocalization.     

Synthesis and thermal reaction of 2-perfluoropropyl or (2-pyridyl)-5-phenyl-6-[4-(4-ethynylphenoxy) phenyl] -as-triazine

4-(4-Ethynylphenoxy) benzil was separately reacted with two amidrazones to provide acetylene-containing phenyl-as-triazine products. Each product consisted of two isomers which were separated by high pressure liquid chromatography and analyzed by mass spectroscopy. Differential scanning calorimetry was employed to study the thermal reaction of the acetylene-containing phenyl-as-triazine products. The principal component from the thermally induced reaction of the acetylene-containing phenyl-as-triazine was identified by mass spectroscopy as a dimer.     

非对映消旋体2-氨基-3-氰基-1-苯基-4-(3,4-亚甲二氧苯基)-2-环戊烯-1-醇的合成和晶体结构

用低价钛试剂(Ticl₄-Zn)与3-氧代-1-(3',4'-亚甲二氧苯基)-3-苯基丙基-1-丙二腈反应合成了非对映消旋体(1S,4R;1R,4S)和(1S,4S;1R,4R)2-氨基-3-氰基-1-苯基-4-(3,4-亚甲二氧苯基)-2-环戊烯-1-醇,用X射线衍射分析确定了这两个异构体的相对构型.     

Synthesis of isoquinoline. Synthesis of 7-hydroxy-6-methoxy-2methyl-(4-hydroxy-3,5-dimethoxyphenethyl)-1,2,3,4-tetrahydro-isoquinoline, an intermediate in the synthesis of homapomorphine alkaloids

Polymethoxylated 1-phenethyl-3, 4-dihydro- and -1, 2, 3, 4-tetrahydro-isoquinolines were selectively demethylated by varying the mineral acid treatment. Under these conditions, the 6-methoxyl was the most stable, while the 4′-methoxyl was the most labile. Based on this study and by employing an unprotected phenolic intermediate in the Bischler-Napieralski cyclization, an efficient, simple and technically feasible synthesis of the diphenol 1 , an important intermediate in the synthesis of homoapomorphine alkaloids, was achieved.     

4-氯-6-甲氧基-7-(N-甲基-4-哌啶甲氧基)喹唑啉的合成

凡德他尼(vandetanib)是由阿斯利康公司研发的口服小分子多靶点酪酸激酶抑制剂,可同时作用于肿瘤细胞EGFR、VEGFR和RET酪氨酸激酶[1,2],2006年1月获欧洲罕见病药品委员会(COMP)批准推荐,用于治疗髓甲状腺癌、乳腺癌、骨髓瘤等[3].     

Synthesis of 1-(5-phenyl-2H-tetrazol-2-ylacetyl)-4-substituted thiosemicarbazides as possible antiinflammatory agents

A series of 1-(5-phenyl-2H-tetrazol-2-ylacetyl)-4-substituted thiosemicarbazids were prepared as possible antiinflammatory agents. Their antiproteolytic activity was reported.