2-Morpholinoethylamine → HCID 69184561, compound

Participants

Reaction Steps

Following the procedure described above in Example 1, methyl 3-(3-cyano-6-fluoro-1,7-naphthyridin-4-ylamino)benzoate (0.25 g, 0.78 mmol, 1 eq) was reacted with 4-(2-aminoethyl)morpholine (1 mL, 7.62 mmol, 9.8 eq) in tetrahydrofuran (4 mL). Workup and flash column chromatography eluting with 2-5% methyl alcohol in dichloromethane yielded 539 mg product (54% yield): 1H NMR (400 MHz, DMSO-D6) δ ppm 2.40-2.46 (m, 4 H) 2.55 (t, J=6.44 Hz, 2 H) 3.34-3.39 (m, 2 H) 3.54-3.60 (m, 4 H) 3.87 (s, 3 H) 6.67 (t, J=5.18 Hz, 1 H) 7.01 (s, 1 H) 7.56 (dt, J=4.36, 1.23 Hz, 2 H) 7.79-7.83 (m, 2 H) 8.32 (s, 1 H) 8.87 (s, 1 H) 9.73 (s, 1 H).

Provenance & Evidence