Chloride → HCID 67983538, compound

Participants

Reaction Conditions

Reaction Steps

To a suspension of 2-chloro-4,5′-bipyrimidin-2′-amine (30) (110 mg, 0.530 mmol) in THF (5298 μl), 4-Fluoroaniline (100 μl, 1.060 mmol) was added. DMSO (1 mL) was added to dissolve the starting chloride, and the suspension was heated to 150° C. in the microwave for 2 hours. The crude reaction mixture was filtered through a syringe filter, then purified by reverse-phase HPLC [30-100% organic phase over 15 minutes] to obtain a reddish purple product. The product was triturated with acetone and acetonitrile, then filtered to obtain a slightly gray solid as the desired product (19 mg, 13% yield). 1H NMR (400 MHz, DMSO-d6) δ ppm 7.15 (t, J=9.09 Hz, 2 H) 7.22 (s, 2 H) 7.31 (d, J=5.05 Hz, 1 H) 7.79 (dd, J=9.09, 5.05 Hz, 2 H) 8.44 (d, J=5.05 Hz, 1 H) 8.99 (s, 2 H) 9.59 (s, 1H). HRMS (ES+) for C14H11FN6.H+ [MH+]: calcd, 283.1107. found, 283.1108. UV-LC: 100/100% UV purity at 214/254 nm; tR=1.07 minutes over 7.75 minutes.

Provenance & Evidence