Acetic Acid → HCID 21064717, compound

Participants

Reaction Steps

2-Amino-1-(2-methylsulfanyl-pyrimidin-4-yl)-ethanol dihydrochloride salt (0.339 g, 1.83 mmol) was dissolved into a minimum of MeOH and diluted with 10 mL of THF. To this was added t-butyl-4-oxo-1-piperidinecarboxylate (0.478 g, 2.40 mmol), AcOH (0.458 mL, 8.00 mmol) and sodium triacetoxyborohydride (1.696 g, 8.00 mmol) and the reaction was stirred overnight. LC-MS analysis indicated complete consumption of the starting material. The mixture was concentrated on a rotary evaporator, the residue dissolved in CH2Cl2 and applied to a SiO2 column and purified (0–10% MeOH/CH2Cl2) to give 511.0 mg, 57.8% yield of 4-[2-hydroxy-2-(2-methylsulfanyl-pyrimidin-4-yl)-ethylamino]-piperidine-1-carboxylic acid tert-butyl ester.

Provenance & Evidence