Tert-Butylamine → HCID 70976172, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 2-methylpropan-2-amine (34.1 mg, 0.467 mmol) in THF (5 mL), were added the product from Example 110 (150 mg, 0.389 mmol), triethylamine (0.163 mL, 1.17 mmol), and 1-propanephosphonic acid cyclic anhydride (50% in EtOAc, 0.463 mL, 0.778 mmol). The mixture was stirred at 70° C. for 16 hours, cooled, quenched with 1M NaHCO3 (10 mL), extracted with EtOAc (2×20 mL), dried (Na2SO4-d6), filtered, and concentrated. The residue was purified by chromatography (SiO2, 0-100% of 1/10 MeOH/EtOAc in hexanes) to afford the title compound. 1H NMR (300 MHz, DMSO-d6) δ 11.59 (s, 1H), 8.31 (d, J=7.8, 1H), 8.01-7.97 (m, 2H), 7.93 (s, 1H), 7.87 (ddd, J=8.2, 5.4, 3.0, 1H), 7.41 (s, 4H), 4.24 (q, J=6.8, 1H), 3.68 (s, 2H), 1.39 (d, J=6.9, 3H), 1.23 (s, 9H); MS (ESI+) M/Z 441 (M+H)+.

Provenance & Evidence