1354010-55-1Relevant articles and documents
An Improved Convergent Synthesis of AZD7762: A One-Pot Construction of a Highly Substituted Thiophene at the Multikilogram Scale
Ball, Matthew,Jones, Martin F.,Kenley, Fiona,Pittam, J. David
, p. 310 - 316 (2017/03/24)
A multikilogram synthesis of AZD7762 has been achieved using a highly convergent route employing two efficient telescoped sequences to generate the key intermediates. Aminothiophene 11 is formed in a four-step, one-pot addition-elimination-cyclization sequence from cinnamonitrile 9, constructing the trisubstituted thiophene ring with the desired API substitution pattern in place. Cinnamonitrile 9 is derived by elaboration of 3-fluoroacetophenone. Generation of the urea function, followed by deprotection, affords AZD7762 in 49% yield over 5 isolated stages from chiral piperidine 5, a 5-fold increase in yield versus the first generation route, reducing the starting material burden and eliminating the previous requirement for metal-mediated couplings and chromatography.
METHODS OF PREPARING SUBSTITUTED HETEROCYCLES
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Page/Page column 25-26, (2009/12/05)
The present disclosure relates to methods of preparing substituted thiophenes, which are useful for the treatement and prevention of cancers. Also disclosed are substituted thiophenes made by the methods disclosed herein.