Regioselective Synthesis of Some New Pyrazolo[1,5-a]pyrimidines, Pyrazolo[1,5-a]quinazoline and Pyrimido[4,5:3,4]pyrazolo[1,5-a] pyrimidines Containing Thiazole Moiety

被引：5

作者：

Bondock, Samir ^{[1
,2
]}

Tarhoni, Abd El-Gaber ^{[1
]}

Fadda, Ahmed A. ^{[1
]}

机构：

[1] Mansoura Univ, Fac Sci, Dept Chem, ET-35516 Mansoura, Egypt

[2] King Khalid Univ, Fac Sci, Dept Chem, Abha 9004, Saudi Arabia

来源：

JOURNAL OF HETEROCYCLIC CHEMISTRY | 2015年 / 52卷 / 06期

关键词：

ANTAGONISTS; POTENT; DERIVATIVES; ROUTES; SAR;

D O I：

10.1002/jhet.2278

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A regioselective synthesis of novel pyrazolo[1,5-a]pyrimidines, pyrazolo[1,5-a]quinazoline and pyrimido[4,5:3,4]pyrazolo[1,5-a]pyrimidines incorporating a thiazole moiety was described via the reactions of the versatile, readily accessible 5-amino-3-(phenylamino)-N-(4-phenylthiazol-2-yl)-1H-pyrazole-4-carboxamide 3 with appropriate 1,3-biselectrophilic reagents namely, -diketones, enaminones, and ,-unsaturated cyclic ketone. The newly synthesized compounds were elucidated by elemental analysis, spectral data, and alternative synthetic route whenever possible.

引用

页码：1792 / 1799

页数：8

共 50 条

[21] SYNTHESIS OF F-ALKYLATED PYRAZOLO[1,5-A]PYRIMIDINES
FABRON, J
PASTOR, R
CAMBON, A
JOURNAL OF FLUORINE CHEMISTRY, 1991, 51 (01) : 141 - 148
[22] THIENO[2',3'/3,4]PYRAZOLO[1,5-A]PYRIMIDINES AND THIENO[2',3'/3,4]PYRAZOLO[1,5-A]TRIAZINES - SYNTHESIS OF THE NOVEL RING-SYSTEMS
BRIEL, D
PHARMAZIE, 1995, 50 (10): : 675 - 678
[23] Pyrazolo[1,5-a]pyrimidines: A Close Look into their Synthesis and Applications
Al-Azmi, Amal
CURRENT ORGANIC CHEMISTRY, 2019, 23 (06) : 721 - 743
[24] A new general synthesis of functionally substituted pyrazolo[1,5-a]pyrimidines
Shkineva, Tatyana K.
Vatsadze, Irina A.
Dalinger, Igor L.
MENDELEEV COMMUNICATIONS, 2019, 29 (04) : 429 - 431
[25] A new approach for the synthesis of some pyrazolo[5,1-c]triazines and pyrazolo[1,5-a]pyrimidines containing naphtofuran moiety
Abdelhamid, Abdou O.
Shokry, Shokry A.
Tawfiek, Sayed M.
JOURNAL OF HETEROCYCLIC CHEMISTRY, 2012, 49 (01) : 116 - 124
[26] Synthesis of new pyrazolo[1,5-a]-s-triazine, pyrazolo[5,1-c]-as-triazines, pyrazolo[1',5':1,2]imidazo[4,5-b]quinoxaline, and pyrazolo[1,5-a]pyrimidines
Zahran, MA
Hassanien, AA
Emam, HA
ElSaid, MZ
Ammar, YA
CROATICA CHEMICA ACTA, 1997, 70 (04) : 1039 - 1045
[27] Studies on activated nitriles: Synthesis of new 3-cyano-(p-antipyrylamino)-pyrazolo[1,5-a]pyrimidines and pyrazolo[1,5-a]triazines
Fathalla, OA
Zaki, MEA
INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1998, 37 (05): : 484 - 490
[28] Divergent and Regioselective Synthesis of Pyrazolo[1,5-a]pyridines and Imidazo[1,5-a]pyridines
Mennie, Katrina M.
Reutershan, Michael H.
White, Catherine
Adams, Bruce
Becker, Bridget
Deng, James
Katz, Jason D.
LaBlue, Elisabeth
Margrey, Kaila
Sauri, Josep
ORGANIC LETTERS, 2021, 23 (12) : 4694 - 4698
[29] Unusual rearrangement of imidazo[1,5-a]imidazoles and imidazo[1,2-b]pyrazoles into imidazo[1,5-a]pyrimidines and pyrazolo[1,5-a]pyrimidines
Gambouz, Khadija
Driowya, Mohsine
Loubidi, Mohammed
Tber, Zahira
Allouchi, Hassan
El Kazzouli, Said
Akssira, Mohamed
Guillaumet, Gerald
RSC ADVANCES, 2019, 9 (50) : 29051 - 29055
[30] Microwave-assisted palladium mediated efficient synthesis of pyrazolo[3,4-b]pyridines, pyrazolo[3,4-b]quinolines, pyrazolo[1,5-a]pyrimidines and pyrazolo[1,5-a]quinazolines
Shekarrao, Kommuri
Kaishap, Partha Pratim
Saddanapu, Venkateshwarlu
Addlagatta, Anthony
Gogoi, Sanjib
Boruah, Romesh C.
RSC ADVANCES, 2014, 4 (46) : 24001 - 24006

← 1 2 3 4 5 →