Potassium Phosphate, Tribasic → 12-(3,4-Dimethoxyphenyl)-8-[(4-methoxyphenyl)methyl]-3,5,6,8,10-pentazatricyclo[7.4.0.02,6]trideca-1(9),2,4,10,12-pentaen-7-one

Participants

Reaction Conditions

Reaction Steps

9-Bromo-6-(4-methoxybenzyl)pyrido[3,2-e][1,2,4]triazolo[1,5-c]pyrimidin-5(6H)-one (Example 1, 75 mg, 0.19 mmol), 3,4-dimethoxyphenylboronic acid (75 mg, 0.41 mmol), potassium phosphate (104 mg, 0.49 mmol) and DME (3 mL) were combined and nitrogen was bubbled through for 10 minutes. Pd2(dba)3 (13 mg, 0.01 mmol) was added and the mixture was heated for 2 h at 120° C. in the microwave. Purification (HPLC, 10-80% ACN-water) afforded the title compound (6 mg, 7%) as a white solid. 1H NMR (400 MHz, CDCl3) δ 3.76 (s, 3H), 3.96 (s, 3H), 3.99 (s, 3H), 5.78 (s, 2H), 6.83-6.84 (m, 2H), 7.02 (d, J=6.7 Hz, 1H), 7.15 (d, J=1.6 Hz, 1H), 7.24 (dd, J=6.7, 1.5 Hz, 1H), 7.62-7.64 (m, 2H), 8.37 (s, 1H), 8.76 (d, J=1.9 Hz, 1H), 8.99 (d, J=1.9 Hz, 1H). [M+H]=444.2.

Provenance & Evidence