Diisopropylamine → HCID 178508832, compound

Participants

Reaction Conditions

Reaction Steps

4-chlorophenyl[4-(trifluoromethyl)pyridin-2-yl]carbamate (35 mg, 0.098 mmol) and 5-(4-amino-3-fluorophenyl)-7-(1,4-oxazepan-4-ylmethyl)pyrrolo[2,1-f][1,2,4]triazin-4-amine (36 mg, 0.11 mmol) were combined in 1,4-dioxane (1 mL) and treated with N,N-diisopropylamine (34 mL, 0.20 mmol). The reaction was heated to 80° C. overnight. The reaction was then concentrated and purified over silica (0-20%, MeOH/CH2Cl2) to yield an orange solid (13 mg, 24%). 1H-NMR (DMSO-d6) 10.83 (d, J=5.1 Hz, 1 H), 10.09 (s, 1H), 8.61 (d, J=2.4 Hz, 1 H), 8.57 (d, J=6.6 Hz, 1 H), 8.22 (td, J1=9.2 Hz, J2=2.4 Hz, 1 H), 7.92 (s, 1 H), 7.44 (dd, J1=6.7 Hz, J2=2.9 Hz, 1 H), 7.36 (dd, J1=12.1 Hz, J2=2.0 Hz, 1 H), 7.27 (dd, J1=8.3 Hz, J2=1.6 Hz, 1 H), 6.69 (s, 1 H), 3.99 (s, 2 H), 3.67 (t, J=6.0 Hz, 2 H), 3.61-3.59 (m, 2 H), 2.75-2.68 (m, 4 H), 1.80 (q, J=5.7 Hz, 2 H); MS [M+H]+=561.0; LCMS RT=1.62 min.

Provenance & Evidence