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- Title
An improved and efficient synthesis of panobinostat.
- Authors
Shanwen Chen; Peiming Zhang; Huali Chen; Pu Zhang; Yu Yu; Zongjie Gan
- Abstract
An improved and efficient method for the synthesis of panobinostat was developed. The commercially available starting material 4-(chloromethyl)benzaldehyde was converted to (E)-methyl 3-[4-(chloromethyl)phenyl]acrylate via the Wittig--Horner reaction and was then directly condensed with 2-(2-methyl-1H-indol-3-yl)ethanamine to afford the key intermediate (E)-methyl3-[4-({[2-(2-methyl-1H-indol-3-yl)ethyl]amino}methyl)phenyl]acrylate in a one-pot synthesis reactor. Subsequently a nucleophilic substitution reaction was carried out smoothly to generate the desired compound. The key intermediate and target compound were characterised by HRMS, ¹H NMR and 13C NMR. This procedure is operationally simple and would be more suitable for industrial production.
- Subjects
BENZALDEHYDE; WITTIG reaction; ACRYLATES; NUCLEOPHILIC substitution reactions; NUCLEAR magnetic resonance
- Publication
Journal of Chemical Research, 2018, Vol 42, Issue 9, p471
- ISSN
1747-5198
- Publication type
Article
- DOI
10.3184/174751918X15357309308931