Pyrazolopyridines. The Preparation of 1-Protected-1H-pyrazolopyridines and Attempts to Remove the 1-Substituent. Some Reactions of 1-Benzyl-1H-pyrazolopyridine and its 7-Oxide

DOI: 10.1039/P19800000938

Source and publish data:

Journal of the Chemical Society. Perkin transactions I p. 938 - 942 (1980)

Update date:2022-08-05

Topics:

Authors:

Dorgan, Roderick J.J.

Parrick, John

Hardy, Christopher R.

Read Full Text PDF DownLoad Join now for total 90,000,000 free articles

Article abstract of DOI:10.1039/P19800000938

1-Protected-1H-pyrazolo<3,4-b>pyridines and -1H-pyrazolo<3,4-b>pyridin-6(7H)-ones have been obtained from 1-substituted-5-aminopyrazoles , and the removal of the protecting groups has been investigated.Cyclisation of 1-substituted-5-aminopyrazoles with ethyl acetoacetate under acidic conditions or of the β-aminopropionic acid derivative (19) under the same conditions gave only the 1H-pyrazolo<3,4-b>pyridin-6(7H)-one isomer .N-Oxidation of 1-benzyl-1H-pyrazolo<3,4-b>pyridine (4) gave the 7-oxide (21) which yielded (20) and the less usual β-substitution product (22) with acetic anhydride.Nitration of either (4) or (21) gave only substitution at the para-position of the 1-benzyl substituent, but bromination or chlorination gave substitution at the 3-position of the heterocycle.

Full text of DOI:10.1039/P19800000938

View Article Online / Journal Homepage / Table of Contents for this issue

View Article Online

Products guided by the article

Product name:1-benzyl-4-hydroxy-1H-pyrazolo<3,4-b>pyridin-6(7H)-one

Cas No:75427-12-2

R&D Labs maybe for 75427-12-2

QINGDAO HONG JIN CHEMICAL CO.,LTD.

website:http://www.hongjinchem.com

Contact:+86-532-83657313

Address:2ND Building, 8 Shangqing Road, Qingdao, Shandong Province, China.
Synasia Inc

Contact:17316303296

Address:240 Amboy Ave
Du-Hope International Group

website:http://www.np-chem.com

Contact:0086-25-52346877

Address:199, Jian Ye Road, Nanjing, China
Hangzhou Dingyan Chem Co., Ltd

website:http://www.dingyanchem.com

Contact:86-571-87157530

Address:RM.1118,NO.1 Building, Baiyun Tower,Jianggan Area, Hangzhou city, China,310004
Chengdu Pukang Biotechnology Co., Ltd

Contact:+86-28-82550498

Address:No. 558 Rulin Road,Xinjin county,Chengdu city, China

Relevant to this article

ORGANOMETALLOIDAL DERIVATIVES OF THE TRANSITION METALS. V. A 1,2-ALKYL SHIFT FROM LEAD TO A TRANSITION METAL

Doi:10.1016/S0022-328X(00)84661-6
(1980)
Cyclofunctionalisation of unsaturated acids with benzeneselenenyl chloride. Kinetic and thermodynamic aspects of the rules for ring closure

Doi:10.1016/0040-4020(80)85054-X
(1980)
ON THE DEHYDRATION OF trans-1,2-DIHYDROPHTHALIC ACID

Doi:10.1016/S0040-4039(00)78653-9
(1980)
Organoboranes. 38. A Facile and Highly Efficient Addition of B-1-Alkynyl-9-borabicyclo<3.3.1>nonanes to Aldehydes and Ketones: An Exceptionally Chemoselective Synthesis of Propargylic Alcohols

Doi:10.1021/jo00210a003
(1985)
Crystal structure of the axial (orange-yellow) isomer of bis(methyldiphenylphosphine)tetrakis(trifluoroacetato)dimolybdenum

Doi:10.1021/ic00134a008
(1982)
Doi:10.1039/j19680001334
(1968)

Article Doi