106531-52-6Relevant articles and documents
HETEROCYCLIC AMIDE DERIVATIVES AS P2X7 RECEPTOR ANTAGONISTS
-
Page/Page column, (2014/06/24)
The invention relates to heterocyclic amide derivatives of formula (I), wherein R1, R2, R3, R4, R5, X, Y and n are as defined in the description, their preparation and their use as pharmaceutically active compounds.
Furopyridines. IX . Syntheses and Properties of 3-Ethoxy Derivatives of Furo-, Furo-, Furo- and Furopyridine
Shiotani, Shunsaku,Morita, Hiroyuki,Ishida, Toshimasa,In, Yasuko
, p. 1205 - 1213 (2007/10/02)
Reaction of ethyl 3-ethoxycarbonylmethoxyfuropyridine-2-carboxylates 2a-2d with sodium ethoxide afforded 3-ethoxy derivatives 3a-3d which converted to 3-ethoxyfuropyridines 5a-5d by hydrolysis and decarboxylation of the ester group.Vilsmeier reaction of 5a and 5b gave 2-formyl-3-ethoxy derivatives 6a and 6b and 2-formyl-3-chloro derivatives 7a and 7b, while 5c and 5d did not give any formyl compound.Bromination of 3-ethoxyfuropyridines with 1 equivalent mole of bromine gave 2-bromo-3-ethoxyfuropyridines 9a-9d, whereas reaction with 3 equivalents of bromine yielded 2,2- dibromo-3,3-diethoxy-2,3-dihydrofuropyridines (10a and 10b) and/or 2-bromo-3,3-diethoxy-2,3-dihydrofuropyridines 11b, 11c and 11d.Treatment of compounds 5a-5d with n-butyllithium in hexane-tetrahydrofuran at -70 deg C and subsequent addition of N,N-dimethylformamide yielded 2-formyl derivatives 6a-6d.