Yes, a base such as TEA would be fine usually. Though actually in this particular case, since you have a pyridine, perhaps K2CO3 would be better since you can't acid wash out the TEA, but water will get the carbonate salt. Run it in dry DMF, MeCN, or THF at RT.
PS. I just reread your first post. if you use chloroacetylchloride, little alkylation will occur at the amine, since the amine will react with the acid chloride side to give an amide. During that reaction, it is possible to for williamson ether to occur with the hydroxy and alkyl halide and up with dimers. In my experience Williamson ether is usually a crappy reaction with low yields.