Lithium hydroxide, monohydrate → HCID 66729139, compound

Participants

Reaction Steps

To a stirring suspension of ethyl 4-(4-(tert-butoxycarbonyl)piperazin-1-yl)-2-tert-butylpyrimidine-5-carboxylate (0.49 g, 1.24 mmol) in 1:1:1 THF/EtOH/H2O (9 ml) at RT was added LiOH.H2O (120 mg, 4.94 mmol) and the mixture was stirred overnight at RT. The reaction mixture was checked by LC-MS and the completed reaction was concentrated to an aqueous residue, acidified (pH 3-4) with 3M HCl and the solution was extracted with EtOAc (3×). The combined organics were washed with brine (1×), dried (MgSO4), filtered and concentration. The crude was dissolved in isopropanol and the solid (LiCl and NaCl) was filtered and washed with isopropanol. The filtrate was concentrated to obtain the desired product 4-(4-(tert-butoxycarbonyl)piperazin-1-yl)-2-tert-butylpyrimidine-5-carboxylic acid (0.36 g, 80% yield). MS (ESI) m/z: 365.0 (M+H+).

Provenance & Evidence