A NOVEL SYNTHETIC ROUTE TO 1,2-DIMETHYL-5-PHENYL-1H-IMIDAZO[4,5-B]PYRIDIN-7-OL

被引：1

作者：

LIS, R ^{[1
]}

TRAINA, JA ^{[1
]}

HUFFMAN, JC ^{[1
]}

机构：

[1] INDIANA UNIV,CTR MOLEC STRUCT,BLOOMINGTON,IN 47405

来源：

JOURNAL OF HETEROCYCLIC CHEMISTRY | 1990年 / 27卷 / 03期

关键词：

D O I：

10.1002/jhet.5570270311

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Heating a mixture of 4‐amino‐1,2‐dimethyl‐1H‐imidazole‐5‐carboxylic acid ethyl ester with ethyl benzoyl acetate resulted in the formation of 8‐ethoxycarbonyl‐6,7‐dimethyl‐4‐oxo‐2‐phenylimidazo[1,5‐a]pyrimidin‐5‐ium, hydroxide, inner salt. This compound was then transformed into 1,2‐dimethyl‐5‐phenyl‐1H‐imidazo‐[4,5‐b]pyridin‐7‐ol via several intermediates. A number of structurally interesting compounds were also isolated during the course of this work. Thus, the target ring system was formed by a circuitous series of ring‐chain tautomerizations/rearrangements. Copyright © 1990 Journal of Heterocyclic Chemistry

引用

页码：531 / 534

页数：4

共 50 条

[1] BROMINATION OF 1,2-DIMETHYL-1H-IMIDAZO[4,5-B]PYRIDINE
KAZYMOV, AV
SHCHELKI.LP
KABIROVA, NG
KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1971, (02): : 279 - &
[2] Electrochemical properties of pyrido[1′,2′:1,2]imidazo[4,5-b]pyrazine and pyrido[1′,2′:1,2]imidazo[4,5-b]quinoxaline derivatives
Iwata, S
Tanaka, K
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1998, 35 (04) : 939 - 941
[3] QUATERNIZATION OF 1H-IMIDAZO[4,5-B]PYRIDINE AND 4-METHYL-4H-IMIDAZO[4,5-B]PYRIDINE
YUTILOV, YM
IGNATENKO, AG
KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1994, (09): : 1232 - 1233
[4] 6-Bromo-1,3-dimethyl-1H-imidazo[4,5-b]pyridin-2(3H)-one
Dahmani, Siham
Rodi, Youssef Kandri
Zouihri, Hafid
Essassi, El Mokhtar
Ng, Seik Weng
ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2010, 66 : O1904 - U218
[5] DERIVATIVES OF 1H-IMIDAZO[4,5-B]PYRIDINE
BROOKS, W
DAY, AR
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1969, 6 (05) : 759 - &
[6] A New Synthetic Route to 7H-Imidazo[1,2-b][1,2,4]triazoles
Lee, K.-J.
Song, D.-H.
Kim, D.-J.
Park, S.-W.
Journal of Heterocyclic Chemistry, 33 (06):
[7] A new synthetic route to 7H-imidazo[1,2-b][1,2,4]triazoles
Lee, KJ
Song, DH
Kim, DJ
Park, SW
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1997, 34 (01) : 71 - 76
[8] A new synthetic route to 7H-imidazo[1,2-b][1,2,4]triazoles
Lee, KJ
Song, DH
Kim, DJ
Park, SW
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1996, 33 (06) : 1877 - 1882
[9] SYNTHESIS OF PYRIDO[1',2'/1,2]IMIDAZO[4,5-B]QUINOXALINES
TANAKA, K
TAKAHASHI, H
TAKIMOTO, K
SUGITA, M
MITSUHASHI, K
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1992, 29 (04) : 771 - 777
[10] 1-Acetyl-6-bromo-1H-imidazo[4,5-b]pyridin-2(3H)-one
Dahmani, Siham
Kandri Rodi, Youssef
Luis, Santiago V.
Essassi, El Mokhtar
El Ammari, Lahcen
ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2011, 67 : O1375 - U371

← 1 2 3 4 5 →