Water → HCID 86275528, compound

Participants

Reaction Steps

A solution of tert-butyl N-[2-([[1-(4-cyanophenyl)-1H-1,2,3-triazol-5-yl]methyl](methyl)amino)ethyl]carbamate (100 mg, 0.28 mmol, 1.00 equiv) in dichloromethane (4 mL) and trifluoroacetic acid (4 mL) was stirred at room temperature for 2 h. The resulting mixture was concentrated under vacuum and the crude product was purified by Prep-HPLC with the following conditions (2#-Waters 2767-2(HPLC-08)): Column, XBridge Shield RP 18, 5 μm, 19*×150 mm; mobile phase, water with 50 mmol NH4HCO3 and CH3CN (10.0% CH3CN up to 28.0% in 2 min, up to 46.0% in 10 min, up to 100.0% in 1 min, down to 10.0% in 1 min); Detector, UV 254 nm to give 41.6 mg (58%) of 4-(5-(((2-aminoethyl)(methyl)amino)methyl)-1H-1,2,3-triazol-1-yl)benzonitrile as a white solid. 1H NMR (400 MHz, CD3OD) δ: 8.04-7.91 (s, 5H), 3.76 (s, 2H), 2.76 (t, J˜6.2 Hz, 2H), 2.53 (t, J˜6.2 Hz, 2H), 2.21 (s, 3H) ppm. LCMS (method H, ESI): RT=1.02 min, m/z=257.1 [M+H]+.

Provenance & Evidence