Trifluoroacetic acid → HCID 86653329, compound

Participants

Reaction Steps

In a round bottom flask, 5-(4-ethynyl-1H-pyrrolo[2,3-b]pyridin-3-ylmethyl)-pyridin-2-ylamine (164, 0.055 g, 0.22 mmol) was combined with 6-trifluoromethyl-pyridine-3-carbaldehyde (160, 50.4 mg, 0.288 mmol), 0.682 mL of acetonitrile, trifluoroacetic acid (0.0853 mL, 1.11 mmol), and triethylsilane (0.212 mL, 1.33 mmol) and the reaction heated to reflux for 3 hours. The reaction was poured into water and extracted with ethyl acetate. The organic layer was washed with brine, then dried over sodium sulfate, filtered and the filtrate concentrated under vacuum. The resulting material was purified by silica gel column chromatography eluting with methanol and dichloromethane. Appropriate fractions were combined and concentrated under vacuum to provide the desired compound (P-1717, 9.3 mg). MS (ESI) [M+H+]+=408.5.

Provenance & Evidence