Trifluoroacetic acid → HCID 67061822, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 1 mmol of N′-{2-[(2R,4R,5R)-4-[4-((S)-3-methoxy-2-methyl-propoxymethyl)-phenyl]-5-[4-(3-methoxy-propyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]-1-(toluene-4-sulfonyl)-piperidin-2-yl]-acetyl}-hydrazinecarboxylic acid tert-butyl ester in 13 ml of CH2Cl2 is treated at 0° C. with 3.3 ml of trifluoroacetic acid. The reaction mixture is stirred at 0° C. for 1 h, then at RT for 3 h and diluted with CH2Cl2, basified with saturated aqueous NaHCO3. The aqueous layer is extracted with CH2Cl2 (2×), the combined organic extracts are washed with H2O, then with brine, dried over Na2SO4, and concentrated under reduced pressure, affording the title compound as an orange oil. Rf=0.45 (CH2Cl2/MeOH/25% conc. NH3 200:20:1); Rt=4.57 (gradient I).

Provenance & Evidence