Morpholine → HCID 44250770, compound

Participants

Reaction Steps

In a 2 mL microwave vial was placed N-(7-chloro-2-cyclopropylpyrazolo[1,5-c]pyrimidin-5-yl)-4-(2-hydroxypropan-2-yl)benzamide (2H, 75 mg, 0.21 mmol) and morpholine (36 mg, 0.42 mmol). To the sealed vial was then added NMP (2 ml) and the mixture was then heated in the microwave at 120° C. for 30 minutes. After cooling to room temperature, the reaction mixture was partitioned between brine and EtOAc. The aqueous layer was extracted once more with EtOAc, and the combined organic layers were dried over MgSO4, filtered and concentrated in vacuo. The crude product was purified by recrystallization from ether and EtOAC to give the titled compound (43 mg, 50% yield) as an off-white solid. 1H NMR (400 MHz, DMSO-d6) δ=10.87 (s, 2 H), 8.05-7.92 (m, 2 H), 7.59 (d, J=8.6 Hz, 2 H), 7.36 (s, 1 H), 6.19 (s, 1 H), 5.18 (s, 1 H), 3.91-3.79 (m, 4 H), 3.77-3.69 (m, 4 H), 2.74 (q, J=7.6 Hz, 2 H), 1.45 (s, 6 H), 1.35-1.23 (m, 3 H); ESI-MS: m/z 410 (M+H)+.

Provenance & Evidence