Ethyl Acetate → HCID 57531368, compound

Participants

Reaction Conditions

Reaction Steps

To a sealed tube containing [4-chloro-2-(2,6-diethyl-phenyl)-6-methyl-pyrimidin-5-ylmethyl]-methyl-(1S)-(1,2,3,4-tetrahydro-naphthalen-1-yl)-amine 9 (3.0 mL of a 0.2 M DMA solution, 0.6 mmol) is added KCN (780 mg, 20.0 eq., 12.0 mmol) and DMA (5 mL), sealed and allowed to stir at 130° C. for 16 h. EtOAc (50 mL) and sat. NaHCO3 (50 mL) are then added and the organic layer is washed with water (100 mL), brine (100 mL) and dried over Na2SO4. The crude solution is filtered, concentrated and purified by SiO2 flash chromatography using hexanes:Et2O (5:1) affording the title compound as a yellow oil. [mass expected (424.58); mass found (424.29)].

Provenance & Evidence