Potassium Phosphate, Tribasic → HCID 57493288, compound

Participants

Reaction Conditions

Reaction Steps

A mixture containing 5-amino-2-methyl-N-phenylnicotinamide (46 mg, 0.2 mmol), 5-bromo-2-(methylsulfonyl)-1,2,3,4-tetrahydroisoquinoline (58 mg, 0.2 mmol), Pd2(dba)3 (18 mg, 0.02 mmol), BINAP (25 mg, 0.04 mmol), K3PO4 (169 mg, 0.8 mmol) in dioxane (1 mL) is stirred at 110° C. for 15 hours. The reaction mixture is filtered through a celite pad to remove any solids. The filtrate is evaporated and the crude product is purified by HPLC to give 2-methyl-5-(2-(methylsulfonyl)-1,2,3,4-tetrahydroisoquinolin-5-ylamino)-N-phenylnicotinamide as a white solid. MS m/z 437.2 (M+1); 1H NMR 400 MHz (DMSO-d6) δ10.58 (s, 1H), 8.20 (m, 2H), 7.71 (d, 2H, J=7.6 Hz), 7.63 (d, 1H), J=2.4 Hz), 7.38 (t, 2H, J=8.4 Hz), 7.23 (m, 2H), 7.15 (t, 1H, J=7.6 Hz), 7.00 (m, 1H), 4.39 (s, 2H), 3.47 (t, 2H, J=6.4 Hz), 2.97 (s, 3H), 2.82 (t, 2H, J=6.4 Hz), 2.54 (s, 3H).

Provenance & Evidence