Condensation of L-alaninol (I) with benzaldehyde produced imine (II), which was further reduced to the N-benzyl amine (III) by means of NaBH4. Subsequent acylation of N-benzyl alaninol (III) with chloroacetyl chloride (IV) provided the chloroacetamide (V). This was subjected to intramolecular cyclization in the presence of NaH to afford morpholinone (VI). Lactam (VI) reduction employing LiAlH4 furnished the substituted morpholine (VII). The N-benzyl group of (VII) was then removed by hydrogenation in the presence of Pd/C, yielding (S)-3-methylmorpholine (VIII).

The dihydroxypyrimidine (IX) was converted to the 2-chloro derivative (XI) by chlorination with phosphoryl chloride and N,N-dimethylaniline, followed by treatment of the resultant dichloropyrimidine (X) with NaOAc/HOAc in aqueous EtOH. Nucleophilic displacement in chloropyrimidine (XI) with (S)-3-methylmorpholine (VIII) furnished adduct (XII). Subsequent chlorination of (XII) in hot POCl3 gave rise to the chloropyrimidine (XIII). This was then displaced with imidazole (XIV) to produce the target imidazolyl pyrimidine, which was isolated as the benzenesulfonate salt.