Tetrafluoro-m-phenylenediamine dihydrochloride → HCID 131727488, compound

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Reaction Conditions

Reaction Steps

A mixture of 2-fluoro-N-(4-fluorophenyl)-N-methylnicotinamide (50 mg, 0.2 mmol) and 4-(1H-pyrrolo[2,3-b]pyridin-4-yloxy)-3-fluoroaniline (122 mg, 0.5 mmol, Compound C of Example 1) in DMA (0.8 mL) was heated in a microwave at 160° C. for 20 min. The product was purified by preparative (RP) HPLC to afford the title compound as a beige solid (11 mg, 11% yield)—dihydrochloride salt. 1H NMR (CD3OD) δ 8.56 (d, 1H, J=3.5 Hz), 8.23 (dd, 1H, J=7.6, 1.0 Hz), 8.19 (d, 1H, J=7.1 Hz), 7.58 (m, 3H), 7.32 (dd, 1H, J=11.2, 2.5 Hz), 7.22 (d, 1H, J=8.6 Hz), 7.04 (d, 1H, J=4.1 Hz), 6.96 (d, 1H, J=7.9 Hz), 6.47 (m, 4H), 3.27 (s. 3H). MS(ESI+) m/z 472 (M+H)+.

Provenance & Evidence