Methyl iodide → HCID 71495816, compound

Participants

Reaction Steps

To a stirred solution of 2-chloro-4-((3S,3aS,5R)-5-hydroxy-3-methoxy-3a,4,5,6-tetrahydro-3H-pyrrolo[1,2-b]pyrazol-2-yl)-3-methylbenzonitrile obtained as in example 8 (1.0 g, 3.27 mmol) in THF (40 mL) at 0° C. were added DIAD (0.8 mL, 3.96 mmol), PPh3 (1.28 g, 4.87 mmol) and methyl Iodide (0.25 mL, 3.92 mmol) and the reaction mixture was stirred at room temperature for 24 h. Once the starting material had disappeared (monitored by TLC), reaction mixture was diluted with ethyl acetate, water and extracted. Organic layer was washed with water, brine, dried over Na2SO4 and concentrated. Purification by column chromatography (silica gel, 5% acetone in hexane) provided the title compound (0.8 g, 59%)

Provenance & Evidence