Potassium Hydroxide → HCID 58168010, compound

Participants

Reaction Conditions

Reaction Steps

6 (200 mg, 0.87 mmol), 4-(aminomethyl)-N,N-dimethylaniline dihydrochloride (774 mg, 3.47 mmol), Pd(OAc)2 (8 mg, 0.03 mmol), X-Phos (33 mg, 0.07 mmol), and KOH (438 mg, 8 mmol) were suspended in tert-butanol (3 mL), and stirred for 5 minutes at 170° C. via microwave. The reaction mixture was diluted with DMF and filtered. The crude product was purified directly via prep-LC-MS to provide 456 (6 mg, 2% yield) as a white powder. LC-MS (M+H=345, obsd.=345). 1H NMR (400 MHz, DMSO-D6) δ 11.46 (s, 1H), 8.58 (d, J=8.0, 1H), 8.42 (d, J=3.3, 1H), 7.97 (d, J=8.8, 2H), 7.38 (s, 1H), 7.26 (t, J=7.7, 2H), 7.08 (s, 1H), 6.71 (d, J=8.6, 2H), 4.35 (d, J=5.6, 2H), 2.85 (s, 6H).

Provenance & Evidence