(1S)-1-phenylpropan-1-amine → HCID 44405474, compound

Participants

Reaction Conditions

Reaction Steps

Following the procedure described above in Example 51, 4-(3-Chloro-4-fluoro-phenylamino)-6-fluoro-[1,7]naphthyridine-3-carbonitrile (0.15 g, 0.47 mmol) was reacted with (s)-(−)-1-phenylpropylamine (2.0 mL, 1.86 g, 13.8 mmol) in a sealed vial heated in a microwave reactor at 185° C. for 90 min. The crude product was purified by preparative HPLC and lyophilized to give a fluffy, yellow solid (82 mg, 40.4% yield): 1H NMR (400 MHz, MeOD) δ ppm 0.99 (t, J=7.45 Hz, 3 H) 1.78-2.01 (m, 2 H) 4.58 (t, J=7.20 Hz, 1 H) 6.72 (s, 1 H) 7.14-7.37 (m, 7 H) 7.40 (dd, J=2.53 Hz, 1 H) 8.22 (s, 1 H) 8.81 (s, 1 H); HRMS (ESI+) calcd for C24H19ClFN5 432.13858; found (MH+) 432.1391.

Provenance & Evidence