3-(Trifluoromethoxy)benzaldehyde → HCID 24937860, compound

Participants

Reaction Steps

9-(2-Methoxyphenyl)-8-oxo-2-(3-(trifluoromethylphenyl)-8,9-dihydro-7H-purine-6-carboxamide. (Z)-1-(2-Amino-1,2-dicyanovinyl)-3-(2-methoxyphenyl)urea (See Example 2.A) (0.50 g, 1.9 mmol) and 3-(trifluoromethoxy)benzaldehyde (0.52 g, 2.0 mmol) were reacted according to General Procedure B. The resultant heterogeneous mixture was filtered, and triturated with methanol/diethyl ether while sonicating. The brown solid, recovered by filtration, was triturated a second time using methanol/diethyl ether to afford a yellow powder that was subsequently dried under high vacuum at 60° C. to afford the title compound (0.19 g, 0.43 mmol, 22% yield). 1H NMR (400 MHz, DMSO-d6) δ 11.83 (s, 1H), 8.66 (s, 1H), 8.40 (s, 1H), 8.34 (d, J=8.2, 1H), 8.01 (s, 1H), 7.53-7.60 (m, 2H), 7.50 (dd, J=7.6, 1.4, 1H), 7.44 (d, J=8.2, 1H), 7.30 (d, J=8.2, 1H), 7.16 (t, J=7.4, 1H), 3.75 (s, 3H); MS (ESI) m/z 446.1 [M+1]+; mp 269-272° C.

Provenance & Evidence