Sodium Iodide → HCID 178482354, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 0.2 g (0.7 mmol) of trans-4-[(5-Bromo-pyrimidin-2-yl)-methyl-amino]-cyclohexanol and 0.24 g (1.4 mmol) 1-(2-chloroethyl)pyrrolidine hydrochloride in 3.5 ml of DMA was treated at 0° C. with 0.24 g (5.59 mmol) of NaH (55% in oil) in small portions. The reaction was stirred for 30 min at 0° C. After warming up to RT a catalytic amount of NaI was added to the reaction and stirred for 1 h at 80° C. The reaction was cooled and poured into water/Et2O (3×). The organic phase was dried over Na2SO4 evaporated and purified by flash silica gel column (CH2Cl2/MeOH 99:1 to 9:1) to yield 13 g (5%) of trans-(5-Bromo-pyrimidin-2-yl)-methyl-[4-(2-pyrrolidin-1-yl-ethoxy)-cyclohexyl]-amine, MS: 383 (MH+, 1Br).

Provenance & Evidence