Triethylamine → HCID 86714643, compound

Participants

Reaction Steps

(S)—N-(1-(3-(3-Chloro-4-cyano-5-fluorophenyl)-1H-pyrazol-1-yl)propan-2-yl)-2-(2-hydroxypropan-2-yl)oxazole-4-carboxamide (0.116 mmol, 0.05 g) was dissolved in DMF (5 ml) and triethylamine (0.255 mmol, 0.026 g) was added. Diethyl chlorophosphate (0.232 mmol, 0.040 g) was carefully added with a syringe. The resulting mixture was stirred at RT overnight. A mixture of ice and water was added and the mixture was neutralized with 1 M NaOH. The mixture was extracted twice with DCM. The combined organics were washed with water, dried, filtered and evaporated. The crude product was purified by preparative HPLC. 0.0047 g of the title compound was obtained. 1H-NMR (400 MHz, CDCl3): δ 1.26 (d, 3H), 2.04 (d, 6H), 4.29-4.36 (m, 1H), 4.38-4.46 (m, 1H), 4.54-4.66 (m, 1H), 6.64 (d, 1H), 7.39 (d, 1H), 7.51 (d, 1H), 7.61 (dd, 1H), 7.72-7.75 (m, 1H), 8.17 (s, 1H).

Provenance & Evidence