Dichloromethane → (2S,4R)-2-amino-4-ethoxy-pentanoic acid [1-(2-hydroxy-2-methyl-propyl)-1H-pyrazol-3-yl]-amide hydrochloride

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Reaction Steps

To a solution of {(1S,3R)-3-ethoxy-1-[1-(2-hydroxy-2-methyl-propyl)-1H-pyrazol-3-ylcarbamoyl]-butyl}-carbamic acid t-butyl ester (306 mg) in dichloromethane (3 mL) was added trifluoroacetic acid (2 mL). The solution was stirred at room temperature for 30 min. Solvents were evaporated and the residue was dried in vacuo. The resulting waxy material was dissolved in methanolic hydrogen chloride solution (5 mL). Solvents were evaporated and the residue was dried in vacuo. The white solid was triturated with dry diethyl ether and filtered to afford (2S,4R)-2-amino-4-ethoxy-pentanoic acid [1-(2-hydroxy-2-methyl-propyl)-1H-pyrazol-3-yl]-amide hydrochloride (274 mg). For the neutral free amine, LR-ES-MS m/z calculated for C14H26N4O3 [M]+298, observed [M+H]+ 299.

Provenance & Evidence