Dichloromethane → HCID 69226259, compound

Participants

Reaction Steps

A mixture of the product from Example 102A (55 mg, 0.098 mmol), PdCl2(pddf).CH2Cl2 (4 mg, 0.0049 mmol), triethylamine (0.027 mL, 0.19 mmol) and MeOH (2 mL) was heated at 100° C. in an atmosphere of carbon monoxide at a pressure of 60 psi for 3 hours. The mixture was cooled and filtered to remove the solids. The filtrate was concentrated and purified by chromatography on silica gel using a gradient of 4:1 to 0:1 CH2Cl2:EtOAc to provide the title compound. 1H NMR (CDCl3) δ 1.31-1.43 (m, 1H), 1.49 (s, 9H), 1.54-1.86 (m, 4H), 2.21-2.33 (m, 1H), 2.54-2.68 (m, 1H), 2.75-2.89 (m, 2H), 3.45 (d, J=11.1 Hz, 1H), 3.60-3.78 (m, 2H), 3.85-3.92 (m, 1H), 3.94 (s, 3H), 4.01-4.10 (m, 1H), 4.50-4.68 (m, 2H), 4.79 (s, 2H), 7.80 (d, J=1.6 Hz, 1H), 7.98 (dd, J=7.9, 1.6 Hz, 1H), 8.12 (d, J=8.3 Hz, 1H);

Provenance & Evidence