Hydrochloric Acid → HCID 57814620, compound

Participants

Reaction Steps

A mixture of tert-butyl 2-(4-amino-2-(4-bromo-1-methyl-1H-pyrazol-5-yl)phenoxy)ethylcarbamate (30 mg, 54 μmol) and 6-chloroindoline (8.3 mg, 54 μmol) in 1 mL of DMF was stirred at room temperature overnight. Then to the mixture was added 1 mL of 2M HCl. The mixture was stirred at room temperature overnight. The mixture was concentrated and the crude product was subjected to purification on HPLC. The proper fractions were collected and lyophilized to afford yellow oil in 20.1% yield. LCMS m/z (%)=492 (M+H 35Cl 79Br, 100). 1H NMR (400 MHz, MeOD) δ ppm 3.1 (m, 4H), 3.7 (s, 3H), 4.1 (m, 3H), 4.2 (m, 1H), 6.8 (dd, J=7.6, 2.0 Hz, 1H), 7.1 (d, J=7.6 Hz, 1H), 7.1 (d, J=9.1 Hz, 1H), 7.3 (d, J=3.0 Hz, 1H), 7.5 (s, 1H), 7.6 (dd, J=9.1, 2.5 Hz, 1H), 7.8 (d, J=2.0 Hz, 1H).

Provenance & Evidence