2,5-Difluoroaniline → HCID 57955582, compound

Participants

Reaction Steps

2-Chloro-9-cyclopentyl-7,7-difluoro-5-methyl-8,9-dihydro-5H-pyrimido[5,4-b][1,4]diazepin-6(7H)-one (50 mg, 0.16 mmol), 2,5-difluoroaniline (31 mg, 0.24 mmol), i-PrOH (2 mL) and conc. HCl (5 drops) were heated to 100° C. overnight to give the title compound. The final compound was purified by reverse phase HPLC and basified to give the free base (20 mg, 31%). 1H NMR (400 MHz, DMSO-d6) δ ppm 1.23-1.85 (m, 11 H) 4.02 (t, J=14 Hz, 2 H) 4.68 (d, J=8 Hz, 1 H) 6.88 (t, J=8 Hz, 1 H) 7.26 (td, J=10, 6 Hz, 1 H) 7.74-7.96 (m, 1 H) 8.24 (s, 1 H) 9.04 (br. s., 1 H). [M+H] calc'd for C19H19F4N5O, 410; found 410.

Provenance & Evidence