272-62-8Relevant academic research and scientific papers
4-ARYL-BUTANE-1,3-DIAMIDES
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Page/Page column 69-70, (2011/07/07)
The invention relates to compound of the formula (I): in which the substituents are as defined in the specification; in free form or in salt form; to its preparation, to its use as medicament and to medicaments comprising it.
Furo[3,2-b]pyridine: a convenient unit for the synthesis of polyheterocycles
Chartoire, Anthony,Comoy, Corinne,Fort, Yves
, p. 10867 - 10873 (2008/12/23)
An efficient and rapid synthesis of furo[3,2-b]pyridine 1 is described using a one-pot Sonogashira coupling/heteroannulation sequence. Regioselective lithiation of this synthon was performed leading to various 2-substituted furo[3,2-b]pyridines. Some of t
AKT PROTEIN KINASE INHIBITORS
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, (2008/06/13)
The present invention provides compounds, including resolved enantiomers, diastereomers, solvates and pharmaceutically acceptable salts thereof, comprising the Formula: A-L-CR where CR is a cyclical core group, L is a linking group and A is as defined herein. Also provided are methods of using the compounds of this invention as AKT protein kinase inhibitors and for the treatment of hyperproliferative diseases such as cancer.
Furopyridines. XXIV [1]. Nitration, Chlorination, Acetoxylation and Cyanation of 2,3-Dihydrofuro[2,3-b]-, -[3,2-b]-, -[2,3-c]- and -[3,2-c]pyridine N-Oxides
Shiotani, Shunsaku,Kurosaki, Masahide,Taniguchi, Katsunori,Moriyama, Miwa
, p. 941 - 952 (2007/10/03)
Nitration of 2,3-dihydrofuro[3,2-b]- N-oxide 3b and -[2,3-c] pyridine N-oxide 3c afforded the nitropyridine compounds 4b, 5b and 6 from 3b and 4c, 5c, 5′c and 7 from 3c, while -[2,3-b]- N-oxide 3a and -[3,2-c]pyridine N-oxide 3d did not give the nitro compound. Chlorination of 3b and 3c with phosphorus oxychloride yielded mainly the chloropyridine derivatives 15b, 15′b from 3b and 15c and 15′c from 3c, whereas 3a and 3d gave pyridine derivatives formed through fission of the 1-2 ether bond of the furopyridines 13a, 14 and 13d. Acetoxylation of 3b and 3c gave 3-acetoxy derivatives 18b and 18c and the parent compound 1b and 1c. Acetoxylation of 3a yielded compounds formed through fission of the 1-2 bond 16 and 17 and 3d gave furopyridones 19 and 19′. Cyanation of 3b and 3c yielded mainly the cyanopyridine compounds 20b, 20c and 20′c. Cyanation of 3a and 3d gave the cyanopyridine compounds 20a, 20d and 20′d accompanying formation of the pyridine derivatives 21a, 21d and 21′d.
Furopyridines. XII. Reaction of 3-Bromo, 2-Phenylthio and 2-Phenylthio-3-bromo Derivatives of Furo-, Furo-, Furo- and Furopyridine with Several Alkyllithiums
Shiotani, Shunsaku,Morita, Hiroyuki
, p. 413 - 422 (2007/10/02)
This paper describes reactions of 3-bromo- 1a-d, 2-phenylthio- 5a-d and 2-phenylthio-3-bromofuropyridines 6a-d with n-butyl-, t-butyl- and methyllithium and lithioacetonitrile.Lithiation of compounds 1a-d with n-butyl- or methyllithium gave the parent furopyridines 2a-d and o-ethynylpyridinols 3a-d.Reaction of compounds 5a-d with methyllithium afforded o-(phenylthioethynyl)pyridinols 7a-d, which were also yielded by reaction of compounds 6a-d with t-butyl- or methyllithium.The phenylthio group in compounds 7a-d were substituted with t-butyl group by the reaction with excess t-butyllithium.In contrast, 2-phenylthio group in compounds 5a-d and 6a-d was substituted with cyanomethyl group by reaction with lithioacetonitrile to give compounds 11a-d and 10b,c respectively.
Furopyridines.III.A New Synthesis of Furopyridine
Shiotani, Shunsaku,Morita, Hiroyuki
, p. 665 - 668 (2007/10/02)
A convenient synthesis of furopyridine and its 2- and 3-methyl derivatives from ethyl 3-hydroxypicolinate (1) is described.The hydroxy ester 1 was O-alkylated with ethyl bromoacetate or ethyl 2-bromopropionate to give the diester 2a or 2b.Cyclization of compound 2a afforded ethyl 3-hydroxyfuropyridine-2-carboxylate (3) which in turn was hydrolyzed and decarboxylated to give furopyridin-3-(2H)-one (4a).Cyclization of 2b gave the 2-methyl derivative 4b.Reduction of 4a and 4b with sodium borohydride yielded the corresponding hydroxy derivative 5a and 5b respectively, which were dehydrated with phosphoric acid to give furopyridine (6a) and its 2-methyl derivative (6b). 2-Acetylpyridin-3-ol (8) was converted to the ethoxycarbonylmethyl ether (9) by O-alkylation with ethyl bromoacetate, which was cyclized to give 3-methylfuropyridine-2-carboxylic acid (10).Decarboxylation of 10 afforded 3-methylfuropyridine (11).
