Potassium Hydroxide → HCID 58167949, compound

Participants

Reaction Conditions

Reaction Steps

6 (100 mg, 0.43 mmol), 4-(aminomethyl)benzoic acid (0.19 mL, 1.30 mmol), Pd2(dba)3 (16 mg, 0.02 mmol), X-Phos (24 mg, 0.05 mmol), and KOH (73 mg, 1.30 mmol) were suspended in tert-butanol (3 mL), and stirred for 10 minutes at 125° C. via microwave. The reaction mixture was diluted with DMF and filtered. The crude product was purified directly via prep-LC-MS to provide 453 (11 mg, 7% yield) as a white powder. LC-MS (M+H=346, obsd.=346). 1H NMR (400 MHz, DMSO-D6) δ 11.49 (s, 0H), 8.55 (s, 2H), 8.41 (s, 1H), 7.95 (d, J=29.0, 3H), 7.56 (s, 2H), 7.38 (s, 2H), 7.25 (s, 1H), 6.97 (s, 1H), 4.60 (s, 2H).

Provenance & Evidence