Trifluoroacetic acid → HCID 58292921, compound

Participants

Reaction Steps

A solution of 2-{[2-chloro-5-(trifluoromethyl)pyrimidin-4-yl]amino}-N-methylbenzamide (Compound 104A, 75.0 mg, 0.227 mmol) and diethyl (4-amino-2-fluoro-5-methoxybenzyl)phosphonate (Compound 130A, 79.0 mg, 0.271 mmol) in TFE (1.1 mL) was charged with TFA (77.3 mg, 0.678 mmol). The reaction mixture was irradiated on the microwave at 105° C. for 30 min. The reaction mixture was concentrated under reduced pressure to yield a yellow oil. The reaction was purified by silica gel chromatography on the combi-flash Rf system using EtOAc/MeOH (100:0→95:5) as eluent. The fractions containing product were combined and concentrated under reduced pressure to yield a white solid, 71.3 mg (54% yield). 1H NMR (DMSO-d6, 400 MHz): δ=1.20 (t, J=7.07 Hz, 6 H), 2.77 (d, J=4.55 Hz, 3 H), 3.16-3.25 (m, 2 H), 3.79 (s, 3 H), 3.95-4.04 (m, 4 H), 7.01 (d, J=5.05 Hz, 1 H), 7.10-7.17 (m, 1 H), 7.42 (t, J=7.58 Hz, 1 H), 7.70 (d, J=7.58 Hz, 2 H), 8.40 (br. s., 1 H), 8.44 (s, 1 H), 8.67 (s, 1 H), 8.73 (d, J=3.79 Hz, 1 H), 11.41 (s, 1 H). MS (ES+): m/z 586.19 [MH+] (TOF, polar).

Provenance & Evidence