Water → HCID 178484269, compound

Participants

Reaction Steps

A solution of tert-butyl N-[2-[methyl([[3-(1-methyl-1H-indazol-6-yl)-1-(oxan-2-yl)-1H-pyrazol-4-yl]methyl])amino]ethyl]carbamate (50 mg, 0.11 mmol, 1.00 equiv) in tetrahydrofuran (3 mL) and 12N hydrochloric acid (2 mL) was stirred at room temperature overnight. The pH of the solution was adjusted to 7 with triethylamine. The resulting mixture was concentrated and the residue purified by Pre-HPLC with the following conditions (1#-Pre-HPLC-005 (Waters)): Column, XBridge Shield RP18 OBD Column, 5 μm, 19×150 mm; mobile phase, water with 10 mmol NH4HCO3 and CH3CN (18% CH3CN up to 58% in 10 min, up to 95% in 1 min, down to 18% in 2 min); Detector, UV 254/220 nm to give 5 mg (16%) of N1-methyl-N1-((3-(1-methyl-1H-indazol-6-yl)-1H-pyrazol-4-yl)methyl)ethane-1,2-diamine as a light yellow oil. 1H-NMR (300 MHz, CDCl3): δ 8.05 (s, 1H), 7.89-7.84 (m, 2H), 7.73 (s, 1H), 7.54-7.50 (m, 1H), 4.12 (s, 3H), 3.67 (s, 2H), 2.84 (d, J=6.3 Hz, 2H), 2.55 (d, J=6.3 Hz, 2H), 2.27 (s, 3H) ppm. LCMS (method A1, ESI): RT=0.90 min, m/z=285.0 [M+H]+.

Provenance & Evidence