The question is ambiguous because the molecule could be reduced , in principle, to N,N-dimethylacetamide or N,N-dimethyl-2-bromoethanamine . Hence this question needs modification.
Its a little complicated than a simple ketone as it cleaves under dilute 1M HCl in dioxane that is why I am looking for alternatives, but I'll try Zn(OAc)2 and Sodium borohydride and see how it goes:-)
The issue relates to reduction of a substitued amide carbonyl and reactions for amide reduction, without affecting other functionalities, have to surveyed before embarking on a suitable experimental conditions You may look into www.orgsyn.org under amide carbonyl reduction to start with, the advantage being that the reactions have been verified by independent researchers.
Hi there, my carboxamine was a bit bulkier than 2-bromo-N, N-dimethylacetamide, but I thought a similar procedure will hold when ignoring the steric influences. A controlled reduction with Borane-tetrahydrofuran (BTHF) works very well. J.Am.Chem.Soc. 1960 Vol.82 p-693, check Srinivasan citations.