Isopropylamine → HCID 57496316, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 4-[1-(2-fluoro-4-iodo-phenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-yloxy]-piperidine-1-carboxylic acid isopropyl ester (263 mg, 0.50 mmol), isopropylamine (450 μL, 5.0 mmol), L-proline (86 mg, 0.75 mmol), copper iodide (95 mg, 0.50 mmol) and potassium carbonate (207 mg, 1.50 mmol) in DMSO (4.0 mL) was heated under microwave irradiation for 50 min at 100° C. The crude mixture was concentrated in vacuo and purified by HPLC to provide Compound A230 as a white solid (80 mg, 35%). 1H NMR (CDCl3, 400 MHz) δ 1.20 (d, 6H), 1.26 (d, 6H), 1.75–1.88 (m, 2H), 1.98–2.09 (m, 2H), 3.28–3.37 (m, 2H), 3.55–3.63 (m, 1H), 3.78–3.87 (m, 2H), 4.88 (h, 1H), 5.55 (h, 1H), 6.90–7.08 (m, 2H), 7.44–7.50 (m, 1H), 8.17 (s, 1H), 8.53 (s, 1H). Exact mass calculated for C23H29FN6O3 456.51, found 457.3 (MH+).

Provenance & Evidence