Dichloromethane → HCID 58709794, compound

Participants

Reaction Steps

To a stirred solution of tert-butyl 4-[4-(3-iodophenylamino)-7H-pyrrolo[2,3-d]pyrimidin-6-yl]-3,6-dihydro-2H-pyridine-1-carboxylate (77.6 mg, 0.15 mmol), N-Boc-2-pyrrolylboronic acid (47.5 mg, 0.225 mmol) and potassium carbonate (41.5 mg, 0.3 mmol) in dioxane/water (4:1) (11.0 mL) was added PdCl2(dppf).CH2Cl2 (12.2 mg, 0.015 mmol). The mixture was heated at reflux for 18 h. Solvents were removed in vacuo and the residue was dissolved in DMF (≈2 mL). The DMF solution was filtered and purified by HPLC to afford the title compound. 1H-NMR(CD3OD, 400 MHz): δ=1.50 (s, 9H), 2.53 (m, 2H), 3.64 (m, 2H), 4.11 (m, 2H), 6.16 (t, J=2.8 Hz, 2H), 6.26 (s, 1H), 6.48 (dd, J=1.2, 3.6 Hz, 1H), 6.60 (s, 1H), 6.81 (dd, J=1.2, 2.8 Hz, 1H), 7.31 (s, 1H), 7.33 (s, 1H), 7.42-7.45 (m, 1H), 7.87 (s, 1H), 8.21 (s, 1H). MS (ES+): m/z 457.08 [MH+]. HPLC: tR=3.15 min (ZQ2000, polar—5 min).

Provenance & Evidence