A Convenient Synthesis of New Pyrazolo[4,3-d]pyrimidines and Their Fused Heterocycles

被引：12

作者：

Rote, Ramhari V. ^{[1
]}

Shelar, Deepak P. ^{[1
]}

Patil, Sandeep R. ^{[1
]}

Jachak, Madhukar N. ^{[1
]}

机构：

[1] Univ Pune, KTHM Coll, Organ Chem Res Ctr, Dept Chem, Nasik 422002, Maharashtra, India

来源：

JOURNAL OF HETEROCYCLIC CHEMISTRY | 2014年 / 51卷 / 03期

关键词：

POTENTIAL PURINE ANTAGONISTS; ADENOSINE RECEPTOR ANTAGONISTS; PYRAZOLO-TRIAZOLO-PYRIMIDINE; CROSS-COUPLING REACTION; PYRAZOLO<3,4-D>PYRIMIDINES; 1-ALKENYLBORANES; DERIVATIVES;

D O I：

10.1002/jhet.2006

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of some fused heterocycles originated from pyrazolopyrimidines were synthesized using 4-amino1-methyl-3-propyl-1H-pyrazole-5-carboxamide as a starting material. The nucleophilic substitution reactions with different amino acids followed by cyclization and Suzuki-Miyaura cross-coupling reactions with different aryl boronic acids of 7-chloro-5-(4-chlorophenyl)-1-methyl-3-propyl-1H-pyrazolo[4,3-d]pyrimidine were performed. Also, the oxidative cyclization reactions of 1-(5-(4-chlorophenyl)-1-methyl-3-propyl-1H-pyrazolo[4,3-d]pyrimidin-7-yl)hydrazine with different aldehydes in the presence of diacetoxy iodobenzene are described. All the synthesized compounds were characterized by analytical and spectroscopic methods.

引用

页码：815 / 823

页数：9

共 50 条

[31] A convenient synthesis of some new pyrano[2,3-d]pyrimidines
Ahluwalia, VK
Sharma, P
Aggarwal, R
INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1996, 35 (11): : 1205 - 1207
[32] Synthesis of new quinoline fused heterocycles such as benzo[h]-1,6-naphthyridines and pyrazolo[4,3-c]quinolines
Ghotekar, Bhausaheb Kedarnath
Ghagare, Maruti G.
Toche, Raghunath B.
Jachak, Madhukar N.
MONATSHEFTE FUR CHEMIE, 2010, 141 (02): : 169 - 175
[33] Synthesis of new quinoline fused heterocycles such as benzo[h]-1,6-naphthyridines and pyrazolo[4,3-c]quinolines
Bhausaheb Kedarnath Ghotekar
Maruti G. Ghagare
Raghunath B. Toche
Madhukar N. Jachak
Monatshefte für Chemie - Chemical Monthly, 2010, 141 : 169 - 175
[34] REACTIONS OF BENZOYLISOTHIOCYANATE WITH ACETOACETANILIDE - SYNTHESIS OF PYRAZOLE, PYRIDINE, PYRIMIDINE, PYRAZOLO[3,4-D]-PYRIMIDINE, PYRAZOLO[4,3-D]PYRIMIDINE AND PYRIDO[4,3-D]OXAZINE DERIVATIVES
MOHAREB, RM
AZIZ, SI
ABDELSAYED, NI
ELABLACK, FZ
COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 1993, 58 (04) : 947 - 953
[35] Synthesis of novel spiro-fused pyrazolo[4′,3′:5,6]pyrido[2,3-d]pyrimidines
Fazlelahi, Hadi Z.
Moghadam, Peyman N.
Baradarani, Mehdi M.
Joule, John A.
JOURNAL OF HETEROCYCLIC CHEMISTRY, 2020, 57 (10) : 3673 - 3684
[36] A convenient synthesis of pyrazolo[3,4-d]pyrimidine-4,6-dione and pyrazolo[4,3-d]pyrimidine-5,7-dione derivatives
El Haddad, M
Soukri, M
Lazar, S
Bennamara, A
Guillaumet, G
Akssira, M
JOURNAL OF HETEROCYCLIC CHEMISTRY, 2000, 37 (05) : 1247 - 1252
[37] SYNTHESES AND CD STUDIES OF NEW CHOLESTENO[4,3-D]PYRIMIDINES AND CHOLESTENO[7,6-D]PYRIMIDINES
HASAN, M
RASHID, N
KHAN, KM
PERVEEN, S
SNATZKE, G
DUDDECK, H
VOELTER, W
LIEBIGS ANNALEN, 1995, (10): : 1871 - 1876
[38] Synthesis of new pyrazolo[4,3-e]-1,2,4-triazolo[1,5-c]pyrimidines and related heterocycles
Baraldi, PG
El-Kashef, H
Farghaly, AR
Vanelle, P
Fruttarolo, F
TETRAHEDRON, 2004, 60 (23) : 5093 - 5104
[39] A CONVENIENT SYNTHESIS OF 7-ARYL-2,4-DIMETHOXY-5-OXO-5H-PYRANO[4,3-D]PYRIMIDINES
WADA, A
NAKAGAWA, T
KANATOMO, S
SYNTHESIS-STUTTGART, 1989, (04): : 316 - 317
[40] POTENTIAL PURINE ANTAGONISTS .5. SYNTHESIS OF SOME 3-METHYL-5,7-SUBSTITUTED PYRAZOLO[4,3-D]PYRIMIDINES
ROBINS, RK
HOLUM, LB
FURCHT, FW
JOURNAL OF ORGANIC CHEMISTRY, 1956, 21 (08): : 883 - 836

← 1 2 3 4 5 →