Process for the preparation of histamine H3 receptor modulators

A process for the preparation of compound (I-C)

• or a pharmaceutically acceptable salt or a pharmaceutically active metabolite thereof;
• comprising
• reacting compound (V-S) with compound (VIII-S), neat or in an organic solvent;
• to yield the corresponding compound (IX-S);
• reacting compound (IX-S) with a reducing agent;
• neat, in water or in an organic solvent;
• to yield the corresponding compound (XI-S);
• reacting compound (XI-S) with compound (VI-S), wherein LG1 is a first leaving group and LG2 is a second leaving group;
• in an organic solvent;
• alternatively, reacting compound (XI-S) with compound (VI-S), wherein LG1 is a first leaving group and LG2 is a second leaving group;
• in the presence of a base;
• in a mixture of water and an organic solvent;
• to yield the corresponding compound (X-S);
• reacting compound (X-S) with compound (XIII-C);
• in the presence of a second inorganic base;
• in an organic solvent;
• to yield the corresponding compound (I-C).