Trifluoroacetic acid → HCID 19599752, compound

Participants

Reaction Steps

A solution of 2-[(phenylmethyl)(3-[5-(1,2,4-triazol-4-yl)-1H-indol-3-yl]propyl)amino]ethyl carbamic acid tert-butyl ester (440 mg, 0.93 mmol) and trifluoroacetic acid (3 ml) in CH2Cl2 (20 ml) was stirred at room temperature for 5 h. After this time the solvent was evaporated and the residue azeotroped with CH2Cl2 (20 ml) and toluene (20 ml). The residue was partitioned between CH2Cl2 (2×30 ml) and K2CO3 (10%; 20 ml). the combined organic layers were dried (NaSO4) and evaporated. The amine (287 mg, 83%, which was isolated as a colourless foam was used without further purification. 1H NMR (250 MHz, CDCl3 +d4 -MeOH) δ1.83-1.99 (2H, m), 2.44-2.59 (4H, m), 2.61-2.79 (4H, m) 3.58 (2H, s), 7.07 (1H, s), 7.11 (1H, dd, J=8.6 and 2.1 Hz), 7.20-7.32 (5H, m), 7.48 (1H, d, J=8.6 Hz), 7.51 (1H, d, J=2.1 Hz), 8.49 (2H, s).

Provenance & Evidence