Trifluoroacetic acid → HCID 86717788, compound

Participants

Reaction Steps

TFA (1 mL) was added to a solution of product from step B (35 mg, 0.078 mmol) in DCM (1 mL) and the resulting mixture stirred at RT for 15 min. The mixture was evaporated and the residue dissolved in DMF (1 mL) and Cs2CO3 (76 mg, 0.233 mmol) and 2,5-dichloropyrimidine (13.89 mg, 0.093 mmol) added. The resultant mixture was stirred at RT overnight, diluted with water and extracted with EtOAc. The organic layer was dried over MgSO4, filtered and concentrated in vacuo. The residue was purified by silica gel chromatography (eluent EtOAc/hexanes 0-100%) to yield the title compound. 1H NMR (500 MHz, CDCl3) δ 8.02 (s, 1H), 7.44 (m, 1H), 7.17 (d, 1H), 7.13 (d, 1H), 4.72-4.62 (m, 2H), 4.61 (d, 1H), 4.55 (d, 1H), 3.66-3.53 (m, 4H), 3.53-3.47 (m, 1H), 3.38 (br s, 3H), 2.89-2.81 (m, 2H), 1.97 (d, 1H), 1.93 (d, 1H), 1.43-1.31 (m, 2H), 1.29-1.20 (m, 1H), 1.11-1.02 (m, 1H), 0.81-0.69 (m, 2H), 0.09-0.04 (m, 1H). MS (ESI) m/z 463 [M+H]+.

Provenance & Evidence