HCID 59231991, compound → HCID 59232077, compound

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Reaction Steps

To a dry flask purged with N2 was added platinum(IV) oxide (127 mg, 0.56 mmol) followed by tert-butyl 4-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-3,6-dihydropyridine-1(2H)-carboxylate (587 mg, 1.86 mmol) as a solution in acetic acid (19 mL). The mixture was stirred under an H2 atmosphere for 16 h. The mixture was filtered through a pad of Celite® rinsing with acetic acid and ethanol. The solvent was evaporated under reduced pressure and the residue was dissolved in ethyl acetate (100 mL). The organic was washed with saturated aqueous NaHCO3 (2×75 mL) and the aqueous mixture was back extracted with ethyl acetate (3×50 mL). The combined organics were washed with brine, dried (Na2SO4) and concentrated to dryness to afford 610 mg (100%) of the desired product as a gray solid. 1H NMR (300 MHz, DMSO-d6) δ 7.78 (s, 1H), 7.57 (br s, 2H), 6.78 (d, 1H), 6.42 (d, 1H), 4.08-3.97 (m, 2H), 3.28-3.18 (m, 1H), 1.94 (d, 2H), 1.55-1.42 (m, 2H), 1.41 (s, 9H); ES-MS m/z 318.1 [M+H]+, HPLC RT (min) 2.21.

Provenance & Evidence