Dichloromethane → HCID 178474990, compound

Participants

Reaction Steps

A mixture of trans-N1-(5-chloro-4-(6-((tetrahydro-2H-pyran-4-yl)methyl)aminopyrazin-2-yl)pyridin-2-yl)cyclohexane-1,4-diamine (example 85) (14 mg, 0.034 mmol), DCM (0.5 ml), THF (0.500 ml), TEA (0.014 ml, 0.101 mmol) and acetic anhydride (3.48 μl, 0.037 mmol) was stirred at ambient temperature for 1 hour, and the reaction progress was followed by LCMS. The solvent was concentrated off, added 1.0 ml of DMSO, filtered and purified by prep LC. After lyophilization 6.3 mg of title compound was obtained as a TFA salt. LCMS (m/z): 445.2 (MH+), retention time=0.59 min.; 1H NMR (300 MHz, METHANOL-d4, 25° C.) δ ppm 1.21-1.55 (m, 6 H) 1.70 (d, J=12.89 Hz, 2 H) 1.92 (s, 3 H) 1.93-2.06 (m, 3 H) 2.10 (br. s., 2 H) 3.28-3.32 (dMeOH, 2H App.) 3.34-3.47 (m, 2 H) 3.55-3.73 (m, 2 H) 3.94 (dd, J=11.28, 3.08 Hz, 2 H) 7.00 (s, 1 H) 7.94 (s, 2 H) 8.01 (s, 1 H).

Provenance & Evidence